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Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review

Year 2030,

Abstract

Pyridine and pyrimidine derivatives are aromatic heterocyclic compounds containing one or more nitrogen atoms and have a wide range of applications in modern drug design and development. Their ability to interact at the molecular level, pharmacophore properties, and bioavailability potential make them highly suitable candidates for various therapeutic targets. These derivatives, which can exhibit pharmacological effects such as antibacterial, antifungal, antiviral, anticancer, and anti-inflammatory, play a critical role in the development of molecules with multiple mechanisms of action. Recent studies show that these heterocyclic skeletons can be optimized by chemical modifications to increase their selectivity and efficacy against biological targets. This review discusses innovative methods for the synthesis of pyridine and pyrimidine derivatives, structural diversity strategies, and biological activities of these compounds in vitro and in vivo. Furthermore, recent scientific advances on the mechanisms of action of these compounds in biological systems are discussed, and perspectives that will contribute to future drug discovery efforts are put forward.

References

  • [1] S. Wang, L. Bao, D. Song, J. Wang, X. Cao, ''Heterocyclic lactam derivatives containing piperonyl moiety as potential antifungal agents'' Bioorganic & Medicinal Chemistry Letters, 29(20), 126661, 2019.
  • [2] N. Korol, D. Molnar-babilya, M. Slivka, M. Onysko, ''A brief review on heterocyclic compounds with promising antifungal activity against Candida species'' Organic Communications, (4) 304-323, 2022.
  • [3] R.F. Muslim, M.N. Owaid. ''Synthesis, characterization and evaluation of the anti-cancer activity of silver nanoparticles by natural organic compounds extracted from cyperus sp. rhizomes'' ACTA Pharmaceutica Sciencia, 57(2), 129, 2019.
  • [4] L. Yang, W. Bo Xu, L. Sun, C. Zhang, C. Hua Jin. ''SAR Analysis of Heterocyclic Compounds with Monocyclic and Bicyclic Structures as Antifungal Agents'' ChemMedChem, 17(12) e202200221, 2022.
  • [5] A. Mermer, T. Keles, Y. Sirin. ''Recent studies of nitrogen containing heterocyclic compounds as novel antiviral agents: A review'' Bioorganic Chemistry, 114, 105076, 2021.
  • [6] M. Negi, P.A. Chawla, A. Faruk, V. Chawla.''Role of heterocyclic compounds in SARS and SARS CoV-2 pandemic.'' Bioorganic Chemistry, 104, 104315, 2020.
  • [7] A. Borchers, T. Pieler.''Programming pluripotent precursor cells derived from Xenopus embryos to generate specific tissues and organs.''Genes (Basel), 1(3), 413-26, 2010.
  • [8] S.B. Wang, H. Liu, G.Y. Li, J. Li, X.J. Li, K. Lei, L.C. Wei, Z.S. Quan, X.K. Wang, R.M. Liu. ''Coumarin and 3,4-dihydroquinolinone derivatives: Synthesis, antidepressant activity, and molecular docking studies'' Pharmacological Reports, 71(6),1244-1252, 2019.
  • [9] J.Y. Kim, D. Kim, S.Y. Kang, W.K. Park, H.J. Kim, M.E. Jung, E.J. Son, A.N. Pae, J. Kim, J. Lee. '' Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT(2A), 5-HT(2C), and the serotonin transporter as a potential antidepressant'' Bioorganic & Medicinal Chemistry Letters 20(22), 6439-42, 2010.
  • [10] K. Singh, R. Pal, S.A. Khan, B. Kumar, M.J. Akhtar. ''Insights into the structure activity relationship of nitrogen-containing heterocyclics for the development of antidepressant compounds: An updated review'' Journal of Molecular Structure, 1237, 130369, 2021.
  • [11] J. Akhtar, A.A. Khan, Z. Ali, R. Haider, M. Shahar Yar. ''Structure-activity relationship (SAR) study and design strategies of nitrogen-containing heterocyclic moieties for their anticancer activities'' European Journal of Medicinal Chemistry, 125, 143-189, 2017.
  • [12] A.Z. Mirza. ''Advancement in the development of heterocyclic nucleosides for the treatment of cancer - A review'' Nucleosides Nucleotides Nucleic Acids, 38(11), 836-857, 2019.
  • [13] S. Sharma, D. Kumar, G. Singh, V. Monga, B. Kumar. ''Recent advancements in the development of heterocyclic anti-inflammatory agents'' European Journal of Medicinal Chemistry, 200, 112438, 2020.
  • [14] Z.Y. Wei, K.Q. Chi, K.S. Wang, J. Wu, L.P. Liu, H.R. Piao. '' Design, synthesis, evaluation, and molecular docking of ursolic acid derivatives containing a nitrogen heterocycle as anti-inflammatory agents'' Bioorganic & Medicinal Chemistry Letters, 28(10), 1797-1803, 2018.
  • [15] S. Abubakar, M. Khairuddean, N.Z. Ismail, S.M. Salhimi, M. Al-Amin, T.D. Wahyuningsih. ''Synthesis and computational insights of hybrid heterocyclic bis-chalcone compounds and their cytotoxic effects against breast cancer cells'' Results in Chemistry, 7, 101464, 2024.
  • [16] M. Albratty, H.A. Alhazmi. ''Novel pyridine and pyrimidine derivatives as promising anticancer agents: A review'' Arabian Journal of Chemistry, 15(6), 103846, 2022.
  • [17] B. Borah, S. Banerjee, B.K. Allam. ''Recent Advances in the Catalytic Applications of Tin Dioxide-Based Materials in the Synthesis of Bioactive Heterocyclic Compounds'' Tetrahedron Green Chem, 100048, 2024.
  • [18] A.Z. Macit, E. Hasanoğlu Özkan, H. Ogutcu, D. ''Nartop, Synthesis and in vitro Antimicrobial Evaluation of Novel Potent Bioactive Heterocyclic Compounds'' Polycyclic Aromatic Compounds, 1-12, 2023.
  • [19] G.S. Masaret. ''New Potential Antitumor Pyrimidine Derivatives: Synthesis and Cytotoxicity Evaluation'' Polycyclic Aromatic Compounds, 42(8), 5336-5351, 2022.
  • [20] Savcı, A., Turan, N., Buldurun, K., Alkış, M. E., Alan, Y. ‘’Schiff base containing fluorouracil and its M (II) complexes: Synthesis, characterization, cytotoxic and antioxidant activities’’ Inorganic Chemistry Communications, 143, 109780, 2022.
  • [21] Savcı, A., Buldurun, K., Kırkpantur, G. ‘’A new Schiff base containing 5-FU and its metal Complexes: Synthesis, Characterization, and biological activities’’ Inorganic Chemistry Communications, 134, 109060, 2021.
  • [22] Buldurun, K., Turan, N., Aras, A., Mantarcı, A., Turkan, F., Bursal, E. ‘’Spectroscopic and structural characterization, enzyme inhibitions, and antioxidant effects of new Ru (II) and Ni (II) complexes of Schiff base’’ Chemistry & biodiversity, 16(8), e1900243, 2019.
  • [23] Buldurun, K., Turan, N., Savci, A., Alan, Y., Colak, N. ‘’Synthesis, characterization, X-ray diffraction analysis of a tridentate Schiff base ligand and its complexes with Co (II), Fe (II), Pd (II) and Ru (II): Bioactivity studies’’ Iran. J. Chem. Chem. Eng. Research, 41(8), 2022.
  • [24] Ibarra-Rodrı́guez, M., Muñoz-Flores, B. M., Dias, H. R., Sanchez, M., Gomez-Trevino, A., Santillan, R., Farfán, N., Jimenez-Perez, V. M. ‘’Fluorescent molecular rotors of organoboron compounds from schiff bases: synthesis, viscosity, reversible thermochromism, cytotoxicity, and bioimaging cells’’ The Journal of Organic Chemistry, 82(5), 2375-2385, 2017.
  • [25] Goshisht, M. K., Patra, G. K., Tripathi, N. ‘’Fluorescent Schiff base sensors as a versatile tool for metal ion detection: strategies, mechanistic insights, and applications’’ Materials Advances, 3(6), 2612-2669, 2022.
  • [26] Kagatikar, S., Sunil, D. ‘’Schiff bases and their complexes in organic light emitting diode application’’ Journal of Electronic Materials, 50(12), 6708-6723, 2021.
  • [27] Buldurun, K., Tanış, E., Turan, N., Çolak, N., Çankaya, N. ‘’Solvent effects on the electronic and optical properties of Ni (II), Zn (II), and Fe (II) complexes of a Schiff base derived from 5-bromo-2-hydroxybenzaldehyde’’ Journal of Chemical Research, 45(7-8), 753-759, 2021.
  • [28] Jeevadason, A. W., Murugavel, K. K., & Neelakantan, M. A. ‘’Review on Schiff bases and their metal complexes as organic photovoltaic materials’’ Renewable and Sustainable Energy Reviews, 36, 220-227, 2014.
  • [29] El‐Remaily, M. A. E. A. A. A., El‐Dabea, T., El‐Khatib, R. M., Abdou, A., El Hamd, M. A., Abu‐Dief, A. M. ‘’Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4, 5‐dihydro‐tetrazolo [1,5‐a] pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies’’ Applied Organometallic Chemistry, 37(11), e7262, 2023.
  • [30] P. HM, Zabiulla, S.A. Khanum. ''An Overview of the Synthetic Routes and Pharmacological Aspects of Pyridine, Isoxazole, Thiazole, and Indole Derivatives'' Polycyclic Aromatic Compounds , 1-29, 2023.
  • [31] M.F. Abdel-Megeed, B.E. Badr, M.M. Azaam, G.A. El-Hiti. ''Synthesis, antimicrobial and anticancer activities of a novel series of diphenyl 1-(pyridin-3-yl)ethylphosphonates'' Bioorganic & Medicinal Chemistry, 20(7), 2252-8, 2012.
  • [32] N.M. Shukla, D.B. Salunke, E. Yoo, C.A. Mutz, R. Balakrishna, S.A. David. ''Antibacterial activities of Groebke-Blackburn-Bienayme-derived imidazo [1,2-a]pyridin-3-amines'' Bioorganic & Medicinal Chemistry, 20(19), 5850-63, 2012.
  • [33] H.H. Jardosh, M.P. Patel. ''Design and synthesis of biquinolone-isoniazid hybrids as a new class of antitubercular and antimicrobial agents'' European Journal of Medicinal Chemistry, 65, 348-59, 2013.
  • [34] H.S. Kim, J.R. Jadhav, S.J. Jung, J.H. Kwak. ''Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates'' Bioorganic & Medicinal Chemistry Letters, 23(15), 4315-8, 2013.
  • [35] G. Jose, T.H. Suresha Kumara, G. Nagendrappa, H.B. Sowmya, J.P. Jasinski, S.P. Millikan, N. Chandrika, S.S. More, B.G. Harish. ''New polyfunctional imidazo [4,5-c]pyridine motifs: synthesis, crystal studies, docking studies and antimicrobial evaluation'' European Journal of Medicinal Chemistry, 77, 288-97, 2014.
  • [36] G. Jose, T.H. Suresha Kumara, G. Nagendrappa, H.B.V. Sowmya, J.P. Jasinski, S.P. Millikan, S.S. More, B. Janardhan, B.G. Harish, N. Chandrika. ''Synthesis, crystal structure, molecular docking and antimicrobial evaluation of new pyrrolo [3,2-c]pyridine derivatives'' Journal of Molecular Structure, 1081, 85-95, 2015.
  • [37] S. Kumar, N. Sharma, I.K. Maurya, A.K.K. Bhasin, N. Wangoo, P. Brandao, V. Felix, K.K. Bhasin, R.K. Sharma. ''Facile synthesis, structural evaluation, antimicrobial activity and synergistic effects of novel imidazo [1,2-a]pyridine based organoselenium compounds'' European Journal of Medicinal Chemistry, 123, 916-924, 2016.
  • [38] N.S. El-Gohary, M.T. Gabr, M.I. Shaaban. ''Synthesis, molecular modeling and biological evaluation of new pyrazolo[3,4-b]pyridine analogs as potential antimicrobial, antiquorum-sensing and anticancer agents'' Bioorganic Chemistry, 89,102976, 2019.
  • [39] R.A. Azzam, R.E. Elsayed, G.H. Elgemeie. ''Design and Synthesis of a New Class of Pyridine-Based N-Sulfonamides Exhibiting Antiviral, Antimicrobial, and Enzyme Inhibition Characteristics'' ACS Omega, 5(40), 26182-26194, 2020.
  • [40] M.D. Milosevic, A.D. Marinkovic, P. Petrovic, A. Klaus, M.G. Nikolic, N.Z. Prlainovic, I.N. Cvijetic. ''Synthesis, characterization and SAR studies of bis(imino)pyridines as antioxidants, acetylcholinesterase inhibitors and antimicrobial agents'' Bioorganic Chemistry, 102, 104073, 2020.
  • [41] V. Kamat, R. Santosh, B. Poojary, S.P. Nayak, B.K. Kumar, M. Sankaranarayanan, Faheem, S. Khanapure, D.A. Barretto, S.K. Vootla. ''Pyridine- and Thiazole-Based Hydrazides with Promising Anti-inflammatory and Antimicrobial Activities along with Their In Silico Studies'' ACS Omega, 5(39), 25228-25239, 2020.
  • [42] I. Ali, S. Burki, B.M. El-Haj, Shafiullah, S. Parveen, H.S. Nadeem, S. Nadeem, M.R. Shah. ''Synthesis and characterization of pyridine-based organic salts: Their antibacterial, antibiofilm and wound healing activities'' Bioorganic Chemistry, 100, 103937, 2020.
  • [43] M.A.A. Radwan, M.A. Alshubramy, M. Abdel-Motaal, B.A. Hemdan, D.S. El-Kady. ''Synthesis, molecular docking and antimicrobial activity of new fused pyrimidine and pyridine derivatives'' Bioorganic Chemistry, 96, 103516, 2020.
  • [44] I. Mamedov, F. Naghiyev, A. Maharramov, O. Uwangue, A. Farewell, P. Sunnerhagen, M. Erdelyi. ''Antibacterial activity of 2-amino-3-cyanopyridine derivatives'' Mendeleev Communications, 30(4), 498-499, 2020.
  • [45] A. Gangjee, O.A. Namjoshi, J. Yu, M.A. Ihnat, J.E. Thorpe, L.C. Bailey-Downs, N2-Trimethylacetyl substituted and unsubstituted-N4-phenylsubstituted-6-(2-pyridin-2-ylethyl)-7H-pyrrolo [2,3-d]pyrimidine-2,4-diamines: design, cellular receptor tyrosine kinase inhibitory activities and in vivo evaluation as antiangiogenic, antimetastatic and antitumor agents'' Bioorganic & Medicinal Chemistry, 21(5), 1312-23, 2013.
  • [46] K. Chand, S. Prasad, R.K. Tiwari, A.N. Shirazi, S. Kumar, K. Parang, S.K. Sharma. ''Synthesis and evaluation of c-Src kinase inhibitory activity of pyridin-2(1H)-one derivatives'' Bioorganic Chemistry, 53, 75-82, 2014.
  • [47] H. Hu, J. Wu, M. Ao, X. Zhou, B. Li, Z. Cui, T. Wu, L. Wang, Y. Xue, Z. Wu, M. Fang. ''Design, synthesis and biological evaluation of methylenehydrazine-1-carboxamide derivatives with (5-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)-1H-indole scaffold: Novel potential CDK9 inhibitors'' Bioorganic Chemistry, 102, 104064, 2020.
  • [48] H. Yang, Q. Li, M. Su, F. Luo, Y. Liu, D. Wang, Y. Fan. ''Design, synthesis, and biological evaluation of novel 6-(pyridin-3-yl) quinazolin-4(3H)-one derivatives as potential anticancer agents via PI3K inhibition'' Bioorganic & Medicinal Chemistry, 46, 116346, 2021.
  • [49] Q. Ye, C. Fu, J. Li. ''Studying the Binding Modes of Novel 2-Aminopyridine Derivatives as Effective and Selective c-Met Kinase Type 1 Inhibitors Using Molecular Modeling Approaches'' Molecules, 26(1) 2020.
  • [50] P.O. Miranda, B. Cubitt, N.T. Jacob, K.D. Janda, J.C. de la Torre ''Mining a Krohnke Pyridine Library for Anti-Arenavirus Activity'' ACS Infectious Diseases, 4(5), 815-824, 2018.
  • [51] G. Wang, J. Wan, Y. Hu, X. Wu, M. Prhavc, N. Dyatkina, V.K. Rajwanshi, D.B. Smith, A. Jekle, A. Kinkade, J.A. Symons, Z. Jin, J. Deval, Q. Zhang, Y. Tam, S. Chanda, L. Blatt, L. Beigelman. ''Synthesis and Anti-Influenza Activity of Pyridine, Pyridazine, and Pyrimidine C-Nucleosides as Favipiravir (T-705) Analogues'' Journal of Medicinal Chemistry, 59(10), 4611-24, 2016.
  • [52] M. de Candia, F. Fiorella, G. Lopopolo, A. Carotti, M.R. Romano, M.D. Lograno, S. Martel, P.A. Carrupt, B.D. Belviso, R. Caliandro, C. Altomare. ''Synthesis and biological evaluation of direct thrombin inhibitors bearing 4-(piperidin-1-yl)pyridine at the P1 position with potent anticoagulant activity'' Journal of Medicinal Chemistry, 56(21), 8696-711, 2013.
  • [53] S. Kang, R.Y. Kim, M.J. Seo, S. Lee, Y.M. Kim, M. Seo, J.J. Seo, Y. Ko, I. Choi, J. Jang, J. Nam, S. Park, H. Kang, H.J. Kim, J. Kim, S. Ahn, K. Pethe, K. Nam, Z. No, J. Kim. ''Lead optimization of a novel series of imidazo [1,2-a]pyridine amides leading to a clinical candidate (Q203) as a multi- and extensively-drug-resistant anti-tuberculosis agent'' Journal of Medicinal Chemistry, 57(12), 5293-305, 2014.
  • [54] S.J. Tantry, S.D. Markad, V. Shinde, J. Bhat, G. Balakrishnan, A.K. Gupta, A. Ambady, A. Raichurkar, C. Kedari, S. Sharma, N.V. Mudugal, A. Narayan, C.N. Naveen Kumar, R. Nanduri, S. Bharath, J. Reddy, V. Panduga, K.R. Prabhakar, K. Kandaswamy, R. Saralaya, P. Kaur, N. Dinesh, S. Guptha, K. Rich, D. Murray, H. Plant, M. Preston, H. Ashton, D. Plant, J. Walsh, P. Alcock, K. Naylor, M. Collier, J. Whiteaker, R.E. McLaughlin, M. Mallya, M. Panda, S. Rudrapatna, V. Ramachandran, R. Shandil, V.K. Sambandamurthy, K. Mdluli, C.B. Cooper, H. Rubin, T. Yano, P. Iyer, S. Narayanan, S. Kavanagh, K. Mukherjee, V. Balasubramanian, V.P. Hosagrahara, S. Solapure, S. Ravishankar, P.S. Hameed. ''Discovery of Imidazo [1,2-a]pyridine Ethers and Squaramides as Selective and Potent Inhibitors of Mycobacterial Adenosine Triphosphate (ATP) Synthesis'' Journal of Medicinal Chemistry , 60(4), 1379-1399, 2017.
  • [55] S.R. Sagar, D.P. Singh, R.D. Das, N.B. Panchal, V. Sudarsanam, M. Nivsarkar, K.K. Vasu. ''Investigations on substituted (2-aminothiazol-5-yl)(imidazo [1,2-a]pyridin-3-yl)methanones for the treatment of Alzheimer's disease, Bioorganic & Medicinal Chemistry, 36, 116091, 2021.
  • [56] S. Zarei, M. Shafiei, M. Firouzi, L. Firoozpour, K. Divsalar, A. Asadipour, T. Akbarzadeh, A. Foroumadi. ''Design, synthesis and biological assessment of new 1-benzyl-4-((4-oxoquinazolin-3(4H)-yl)methyl) pyridin-1-ium derivatives (BOPs) as potential dual inhibitors of acetylcholinesterase and butyrylcholinesterase'' Heliyon, 7(4), e06683, 2021.
  • [57] M.A. Chiacchio, D. Iannazzo, R. Romeo, S.V. Giofrè, L. Legnani. ''Pyridine and pyrimidine derivatives as privileged scaffolds in biologically active agents'' Current Medicinal Chemistry, 26(40), 7166-7195, 2019.
  • [58] H.H. Lackey, Z. Chen, J.M. Harris, E.M. Peterson, J.M. Heemstra. ''Single-molecule kinetics show DNA pyrimidine content strongly affects RNA: DNA and TNA: DNA heteroduplex dissociation rates'' ACS Synthetic Biology, 9(2), 249-253, 2020.
  • [59] M. Grazia Martina, L. Giannessi, M. Radi. ''Multicomponent Synthesis of Purines and Pyrimidines: From the Origin of Life to New Sustainable Approaches for Drug‐Discovery Applications'' European Journal of Organic Chemistry, 26(2), 2022.
  • [60] E. Nassar, Y. A El Badry, A.M.M. Eltoukhy. ''Synthesis and Antiproliferative Activity of 1-(4-(1H-Indol-3-Yl)-6-(4-Methoxyphenyl)Pyrimidin-2-yl)Hydrazine and Its Pyrazolo Pyrimidine Derivatives'' Medicinal Chemistry, 06(04), 2016.
  • [61] A. Kamal, J.S. Reddy, M.J. Ramaiah, D. Dastagiri, E.V. Bharathi, M.V. Prem Sagar, S.N.C.V.L. Pushpavalli, P. Ray, M. Pal-Bhadra. ''Design, synthesis and biological evaluation of imidazopyridine/pyrimidine-chalcone derivatives as potential anticancer agents'' Medicinal Chemistry Communications, 1(5) 355, 2010.
  • [62] B. Mathew, J. Suresh, S. Anbazghagan, J. Paulraj, G.K. Krishnan ''Heteroaryl chalcones: Mini review about their therapeutic voyage'' Biomedicine & Preventive Nutrition, 4(3), 451-458, 2014.
  • [63] K.K. Brown, J.B. Spinelli, J.M. Asara, A. Toker. ''Adaptive Reprogramming of De Novo Pyrimidine Synthesis Is a Metabolic Vulnerability in Triple-Negative Breast Cancer'' Cancer Discovery, 7(4), 391-399, 2017.
  • [64] A.S. Hassan, M.F. Mady, H.M. Awad, T.S. Hafez. ''Synthesis and antitumor activity of some new pyrazolo [1,5- a]pyrimidines'' Chinese Chemical Letters, 28(2), 388-393, 2017.
  • [65] H.S. Khalaf, H.E.M. Tolan, M.A.A. Radwan, A.M. Mohamed, H.M. Awad, W.A. El-Sayed. ''Design, synthesis and anticancer activity of novel pyrimidine and pyrimidine-thiadiazole hybrid glycosides'' Nucleosides Nucleotides Nucleic Acids, 39(7), 1036-1056, 2020.
  • [66] V. Banda, D. Gaddameedi Jitender, K. Gautham Santhosh, R. Pillalamarri Sambasiva, K. Chavva, P. Rajesh, R. Janapala Venkateswara, N. Banda. ''Studies on Synthesis of Novel Pyrido [2,3‐d] pyrimidine Derivatives and Their Anticancer Activity'' Journal of Heterocyclic Chemistry, 55(11), 2538-2544, 2018.
  • [67] P.K. Padarthi, S. Sridhar, K. Jagatheesh, E. Namasivayam. ''Synthesis and Biological Activity of Imidazole Derived Chalcones and It’s Pyrimidines'' International journal of Research in Ayurveda & Pharmacy, 4(3), 355-362, 2013.
  • [68] M.M. Hassan, O. Farouk. ''Synthesis and Antimicrobial Evaluation of some Functionalized Heterocycles Derived from Novel Quinolinyl Chalcone'' Journal of Heterocyclic Chemistry, 54(6), 3133-3142, 2017.
  • [69] S.S. Gaikwad, V.S. Suryawanshi, K.S. Lohar, D.V. Jadhav, N.D. Shinde ''Synthesis and Biological Activity of Some 3,4‐Dihydro‐4‐(4‐substituted aryl)‐6‐(naptho [2,1‐b]furan‐2‐yl pyrimidine‐2(1H)‐one Derivatives'' Journal of Chemistry, 9(1), 175-180, 2011.
  • [70] A.H.M. Hussein, M.A.M. Gad-Elkareem, A.-B.A.A.M. El-Adasy, A.A. Khames, I.M.M. Othman. ''β-Oxoanilides in Heterocyclic Synthesis: Synthesis and Antimicrobial Activity of Pyridines, Pyrans, Pyrimidines and Azolo, Azinopyrimidines Incorporating Antipyrine Moiety'' International Journal of Organic Chemistry, 02(04), 341-351, 2012.
  • [71] Anupama, B. Singh ''Synthesis of Pharmacologically Important Some Novel Pyrimidine and Chalcone Moieties Containing s-triazines'' American Chemical Science Journal, 8(2), 1-7, 2015.
  • [72] P. Perlikova, M. Hocek. ''Pyrrolo [2,3-d]pyrimidine (7-deazapurine) as a privileged scaffold in design of antitumor and antiviral nucleosides'' Medicinal Research Reviews, 37(6), 1429-1460, 2017.
  • [73] J. Shen, X. Meng. ''Selective synthesis of pyrimidines from cinnamyl alcohols and amidines using the heterogeneous OMS-2 catalyst'' Catalysis Communications, 138, 105846, 2020.
  • [74] M.A. Radwan, M.A. Alshubramy, M. Abdel-Motaal, B.A. Hemdan, D.S. El-Kady. ''Synthesis, molecular docking and antimicrobial activity of new fused pyrimidine and pyridine derivatives'' Bioorganic Chemistry, 96, 103516, 2020.
  • [75] X.E. Jian, F. Yang, C.S. Jiang, W.W. You, P.L. Zhao. ''Synthesis and biological evaluation of novel pyrazolo [3,4-b]pyridines as cis-restricted combretastatin A-4 analogues, Bioorganic & Medicinal Chemistry Letters, 30(8), 127025, 2020.
  • [76] I. Hatti, O. Sujana, M. Nookaraju, J. Suresh, K. Aparna Seetharam, R.R. Raju. ''Rational design, synthesis, and anticancer evaluation of pyridine and substituted aryl linked 1,3,4-oxadiazole derivatives'' Results in Chemistry, 11, 101755, 2024.
  • [77] P.K. Jami, S.R. Battula, J. Sandhya, U.D. Parimi. ''Design, synthesis and biological evaluation of amide derivatives of isoxazole-imidazo [1,2-a]pyridine as anticancer agents'' Chemical Data Collections, 44, 101001, 2023.
  • [78] J. Zhang, J. Dai, X. Lan, Y. Zhao, F. Yang, H. Zhang, S. Tang, G. Liang, X. Wang, Q. Tang. ''Synthesis, bioevaluation and molecular dynamics of pyrrolo-pyridine benzamide derivatives as potential antitumor agents in vitro and in vivo'' European Journal of Medicinal Chemistry, 233, 114215, 2022.
  • [79] S. Khan, H. Ullah, F. Rahim, R. Hussain, Y. Khan, M.S. Khan, R. Iqbal, B. Ali, M.F. Albeshr. ''Synthesis, biological evaluation and molecular docking study of pyrimidine based thiazolidinone derivatives as potential anti-urease and anti-cancer agents'' Journal of Saudi Chemical Society, 27(4), 101688, 2023.
  • [80] S. Wang, R.-H. Zhang, H. Zhang, Y.-C. Wang, D. Yang, Y.-L. Zhao, G.-Y. Yan, G.-B. Xu, H.-Y. Guan, Y.-H. Zhou, D.-B. Cui, T. Liu, Y.-J. Li, S.-G. Liao, M. Zhou. ''Design, synthesis, and biological evaluation of 2,4-diamino pyrimidine derivatives as potent FAK inhibitors with anti-cancer and anti-angiogenesis activities'' European Journal of Medicinal Chemistry, 222, 113573, 2021.
  • [81] B. Siva Reddy, G. Purna Chandra Rao, E. Ramya Devi, K.R.S. Prasad, S. Nalla. ''Synthesis and biological evaluation of 1,2,3-triazole incorporated pyridin-4-yl)-1H-1,2,4-triazol-3-yl)pyrimidine derivatives as anticancer agents'' Results in Chemistry, 8, 101598, 2024.
  • [82] S. Sh Dashyan, E.V. Babaev, A.G. Ayvazyan, S.S. Mamyan, E.G. Paronikyan, T.A. Nikoghosyan, L.S. Hunanyan, R.G. Paronikyan. ''Synthesis, evaluation of biological activity and SAR of new thioalkyl derivatives of pyridine'' Bioorganic Chemistry, 148, 107435, 2024.
  • [83] N.C. Desai, D.V. Vaja, J.D. Monapara, V. Manga, T. Vani. ''Synthesis, biological evaluation, and molecular docking studies of novel pyrazole, pyrazoline‐clubbed pyridine as potential antimicrobial agents'' Journal of Heterocyclic Chemistry, 58(3), 737-750, 2021.
  • [84] S.K. Borthakur, P.K. Kalita, S. Borthakur. ''Synthesis and antifungal activities of 3,5‐diphenyl‐7‐amino‐ [1,3]‐thiazolo [3,2‐a]pyrimidine‐6‐nitrile derivatives'' Journal of Heterocyclic Chemistry, 57(3), 1261-1265, 2020.
  • [85] K.N. Hari, B. Poojary, G. Chandrasehar. ''Design, synthesis and evaluation of new alkylated pyrimidine derivatives as antibacterial agents'' Results in Chemistry, 4, 100676, 2022.
  • [86] Elsayed, M. A., Elsayed, A. M., Sroor, F. M. ‘’Novel biologically active pyridine derivatives: Synthesis, structure characterization, in vitro antimicrobial evaluation and structure-activity relationship’’ Medicinal Chemistry Research, 33(3), 476-491, 2024.
  • [87] A.U. Nerkar. ''Use of Pyrimidine and Its Derivative in Pharmaceuticals: A Review'' Journal of Advanced Chemical Sciences, 7(2), 729-732, 2021.
  • [88] S. Mohana Roopan, R. Sompalle. ''Synthetic chemistry of pyrimidines and fused pyrimidines: A review'' Synthetic Communications, 46(8), 645-672, 2016.
  • [89] N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu, S.B. Jonnalagadda. ''A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications'' Molecules, 25(8), 2020.
  • [90] S. Pinheiro, E.M.C. Pinheiro, E.M.F. Muri, J.C. Pessôa, M.A. Cadorini, S.J. Greco. ''Biological activities of [1,2,4]triazolo [1,5-a]pyrimidines and analogs'' Medicinal Chemistry Research, 29(10), 1751-1776, 2020.
  • [91] X.J. Dai, L.P. Xue, S.K. Ji, Y. Zhou, Y. Gao, Y.C. Zheng, H.M. Liu, H.M. Liu. ''Triazole-fused pyrimidines in target-based anticancer drug discovery'' European Journal of Medicinal Chemistry, 249, 115101, 2023.
  • [92] K. Oukoloff, B. Lucero, K.R. Francisco, K.R. Brunden, C. Ballatore. ''1,2,4-Triazolo [1,5-a]pyrimidines in drug design'' European Journal of Medicinal Chemistry, 165, 332-346, 2019.
  • [93] A. Frydrych, K. Jurowski. ''Toxicity of minoxidil - Comprehensive in silico prediction of main toxicity endpoints: Acute toxicity, irritation of skin and eye, genetic toxicity, health effect, cardiotoxicity and endocrine system disruption'' Chemico-Biological Interactions, 393, 110951, 2024.
  • [94] S.M. Mohammed, A.A. Masry, A.H. Moustafa, H.A. El-Sayed, E.M. Gad, H.A. Morsy. ''K2CO3-nanoparticles catalyzed the synthesis of 3-arylidine imidazo [1,2-c]pyrimidine candidates'' Cytotoxic activity and docking study'' Synthetic Communications, 53(16), 1319-1332, 2023.
  • [95] C.F. Burgos, C. Sanchez, C. Sepulveda, E. Fuentes, I. Palomo, M. Alarcon. ''Anti-aggregation effect on platelets of Indiplon a hypnotic sedative non-benzodiazepine drug'' Biomed Pharmacother, 111, 378-385, 2019.
  • [96] G. Piccirillo, R. Aroso, J.A. Baptista, A.E.C. R, G.J. da Silva, M.J.F. Calvete, M.M. Pereira, J. Canotilho, S.E.M. Ermelinda. ''Trimethoprim-Based multicomponent solid Systems: Mechanochemical Screening, characterization and antibacterial activity assessment'' International Journal of Pharmaceutics, 661, 124416, 2024.
  • [97] P. Skolnick. ''Anxioselective anxiolytics: on a quest for the Holy Grail'' Trends in Pharmacological Sciences, 33(11), 611-20, 2012.
  • [98] A. Nur Oktay, J.E. Polli. ''Comparison of a single pharmaceutical surfactant versus intestinal biorelevant media for etravirine dissolution: Role and impact of micelle diffusivity'' International Journal of Pharmaceutics, 624, 122015, 2022.
  • [99] M.V. Muftakhov, P.V. Shchukin, R.V. Khatymov. ''Thymidine and stavudine molecules in reactions with low-energy electrons'' Radiation Physics and Chemistry, 184, 109464, 2021.
  • [100] M. Bachir, L. Guglielmetti, S. Tunesi, T. Billard-Pomares, S. Chiesi, J. Jaffre, H. Langris, V. Pourcher, F. Schramm, N. Lemaitre, J. Robert, G. Isoniazid Resistance. ''Molecular detection of isoniazid monoresistance improves tuberculosis treatment: A retrospective cohort in France'' Journal of Infection, 85(1), 24-30, 2022.
  • [101] X. Wang, G. Cheng, X. Liang, J. Yang, A. Deng, D. Chen, C. Liu, Y. Gao, J. Li. ''Toxic Epidermal Necrolysis Observed in a Patient With the HLA-B*1502 Treated With Levofloxacin'' Clinical Therapeutics, 2024.
  • [102] S. Neuner, T. Gelbrich, K. Wurst, J. Spreitz, S. Nerdinger, U.J. Griesser, M. Stefinovic, H. Schottenberger. ''Iclaprim mesylate displaying a hydrogen-bonded molecular tape'' Acta Crystallographica Section E Crystallographic Communications, 79(1), 24-27, 2023.
  • [103] K. Hoseyni, B. Sepehri, M. Irani ''Discovery of new Glyoxalase I inhibitors by repurposing of FDA-approved drugs: An in silico study'' Journal of Molecular Structure, 1312, 138522, 2024.
  • [104] O. Fiste, E. Mavrothalassitis, K. Apostolidou, C. Trika, M. Liontos, K. Koutsoukos, M. Kaparelou, C. Dimitrakakis, M. Gavriatopoulou, M.A. Dimopoulos, F. Zagouri. ''Cardiovascular complications of ribociclib in breast cancer patients'' Critical Reviews in Oncology/Hematology, 196, 104296, 2024.
  • [105] M.S. Sedrak, M.K. Lee, J. Ji, D.V. Satele, R.A. Freedman, P.D. Poorvu, T. O'Connor, G.R. Williams, J.O. Hopkins, H.B. Muss, H.J. Cohen, A.H. Partridge, L.A. Carey, S.L. Chow, N. Subbiah, J. Le-Rademacher, A. Jatoi. ''Palbociclib in adults aged 70 years and older with advanced breast cancer: A phase 2 multicenter trial (Alliance A171601)'' Journal of Geriatric Oncology, 15(6), 101813, 2024.
  • [106] K. Sakaguchi, T. Naito, K. Hoshikawa, Y. Miyadera, H. Tanaka, E. Nakatsugawa, T. Furuta, K. Sugimoto, J. Kawakami. ''Characterization of plasma vonoprazan and CYP3A activity using its endogenous marker and genetic variants in patients with digestive system disorders'' Drug Metabolism and Pharmacokinetics, 101027, 2024.
  • [107] R.M. Alzhrani, A.H. Almalki, M.E. Alosaimi, M.A. Algarni, M.H. Abduljabbar, M.F. Aldawsari, M.S. Alturki, F.T. Alsulami, A.H. Abdelazim. ''Spectrofluorometric determination of futibatinib in human plasma and pharmaceutical formulations'' Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 320, 124543, 2024.
  • [108] B. Nehra, M. Kumar, S. Singh, P.A. Chawla. ''Olutasidenib: A ray of hope in the treatment of acute myeloid leukaemia'' Health Sciences Review, 7, 100100, 2023.
  • [109] J. Bacharach, J.W. Brubaker, D.G. Evans, F. Lu, N. Odani-Kawabata, T. Yamabe, D.L. Wirta'' Omidenepag Isopropyl Versus Timolol in Patients With Glaucoma or Ocular Hypertension: Two Randomized Phase 3 Trials (SPECTRUM 4 and 3)'' American Journal of Ophthalmology, 263, 23-34, 2024.
  • [110] R.C. Mashau, S.T. Meiring, V.C. Quan, J. Nel, G.S. Greene, A. Garcia, C. Menezes, D.L. Reddy, M. Venter, S. Stacey, M. Madua, L. Boretti, T.S. Harrison, G. Meintjes, A. Shroufi, L. Trivino-Duran, J. Black, N.P. Govender, S.A. Germs. ''Outcomes of flucytosine-containing combination treatment for cryptococcal meningitis in a South African national access programme: a cross-sectional observational study'' Lancet Infect Dis, 22(9), 1365-1373, 2022.
  • [111] E. Zarenezhad, M. Farjam, A. Iraji. ''Synthesis and biological activity of pyrimidines-containing hybrids: Focusing on pharmacological application'' Journal of Molecular Structure 1230, 129833, 2021.
  • [112] C.T. Uppuluri, P.R. Ravi, A.V. Dalvi. ''Design and evaluation of thermo-responsive nasal in situ gelling system dispersed with piribedil loaded lecithin-chitosan hybrid nanoparticles for improved brain availability'' Neuropharmacology, 201, 108832, 2021.

Piridin ve pirimidin türevlerinin sentezi ve biyolojik aktivite çalişmalarindaki son gelişmeler: Bir inceleme

Year 2030,

Abstract

Piridin ve pirimidin türevleri, bir veya daha fazla azot atomu içeren aromatik heterosiklik bileşiklerdir ve modern ilaç tasarımı ve geliştirilmesinde geniş bir uygulama alanına sahiptir. Moleküler düzeyde etkileşime girme yetenekleri, farmakofor özellikleri ve biyoyararlanım potansiyelleri, onları çeşitli terapötik hedefler için oldukça uygun adaylar haline getirmektedir. Antibakteriyel, antifungal, antiviral, antikanser ve anti-inflamatuar gibi farmakolojik etkiler gösterebilen bu türevler, çoklu etki mekanizmalarına sahip moleküllerin geliştirilmesinde kritik bir rol oynamaktadır. Son çalışmalar, bu heterosiklik iskeletlerin biyolojik hedeflere karşı seçiciliklerini ve etkinliklerini artırmak için kimyasal modifikasyonlarla optimize edilebileceğini göstermektedir. Bu derlemede, piridin ve pirimidin türevlerinin sentezi için yenilikçi yöntemler, yapısal çeşitlilik stratejileri ve bu bileşiklerin in vitro ve in vivo biyolojik aktiviteleri tartışılmaktadır. Ayrıca, bu bileşiklerin biyolojik sistemlerdeki etki mekanizmalarına ilişkin son bilimsel gelişmeler tartışılmakta ve gelecekteki ilaç keşif çabalarına katkıda bulunacak perspektifler ortaya konmaktadır.

References

  • [1] S. Wang, L. Bao, D. Song, J. Wang, X. Cao, ''Heterocyclic lactam derivatives containing piperonyl moiety as potential antifungal agents'' Bioorganic & Medicinal Chemistry Letters, 29(20), 126661, 2019.
  • [2] N. Korol, D. Molnar-babilya, M. Slivka, M. Onysko, ''A brief review on heterocyclic compounds with promising antifungal activity against Candida species'' Organic Communications, (4) 304-323, 2022.
  • [3] R.F. Muslim, M.N. Owaid. ''Synthesis, characterization and evaluation of the anti-cancer activity of silver nanoparticles by natural organic compounds extracted from cyperus sp. rhizomes'' ACTA Pharmaceutica Sciencia, 57(2), 129, 2019.
  • [4] L. Yang, W. Bo Xu, L. Sun, C. Zhang, C. Hua Jin. ''SAR Analysis of Heterocyclic Compounds with Monocyclic and Bicyclic Structures as Antifungal Agents'' ChemMedChem, 17(12) e202200221, 2022.
  • [5] A. Mermer, T. Keles, Y. Sirin. ''Recent studies of nitrogen containing heterocyclic compounds as novel antiviral agents: A review'' Bioorganic Chemistry, 114, 105076, 2021.
  • [6] M. Negi, P.A. Chawla, A. Faruk, V. Chawla.''Role of heterocyclic compounds in SARS and SARS CoV-2 pandemic.'' Bioorganic Chemistry, 104, 104315, 2020.
  • [7] A. Borchers, T. Pieler.''Programming pluripotent precursor cells derived from Xenopus embryos to generate specific tissues and organs.''Genes (Basel), 1(3), 413-26, 2010.
  • [8] S.B. Wang, H. Liu, G.Y. Li, J. Li, X.J. Li, K. Lei, L.C. Wei, Z.S. Quan, X.K. Wang, R.M. Liu. ''Coumarin and 3,4-dihydroquinolinone derivatives: Synthesis, antidepressant activity, and molecular docking studies'' Pharmacological Reports, 71(6),1244-1252, 2019.
  • [9] J.Y. Kim, D. Kim, S.Y. Kang, W.K. Park, H.J. Kim, M.E. Jung, E.J. Son, A.N. Pae, J. Kim, J. Lee. '' Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT(2A), 5-HT(2C), and the serotonin transporter as a potential antidepressant'' Bioorganic & Medicinal Chemistry Letters 20(22), 6439-42, 2010.
  • [10] K. Singh, R. Pal, S.A. Khan, B. Kumar, M.J. Akhtar. ''Insights into the structure activity relationship of nitrogen-containing heterocyclics for the development of antidepressant compounds: An updated review'' Journal of Molecular Structure, 1237, 130369, 2021.
  • [11] J. Akhtar, A.A. Khan, Z. Ali, R. Haider, M. Shahar Yar. ''Structure-activity relationship (SAR) study and design strategies of nitrogen-containing heterocyclic moieties for their anticancer activities'' European Journal of Medicinal Chemistry, 125, 143-189, 2017.
  • [12] A.Z. Mirza. ''Advancement in the development of heterocyclic nucleosides for the treatment of cancer - A review'' Nucleosides Nucleotides Nucleic Acids, 38(11), 836-857, 2019.
  • [13] S. Sharma, D. Kumar, G. Singh, V. Monga, B. Kumar. ''Recent advancements in the development of heterocyclic anti-inflammatory agents'' European Journal of Medicinal Chemistry, 200, 112438, 2020.
  • [14] Z.Y. Wei, K.Q. Chi, K.S. Wang, J. Wu, L.P. Liu, H.R. Piao. '' Design, synthesis, evaluation, and molecular docking of ursolic acid derivatives containing a nitrogen heterocycle as anti-inflammatory agents'' Bioorganic & Medicinal Chemistry Letters, 28(10), 1797-1803, 2018.
  • [15] S. Abubakar, M. Khairuddean, N.Z. Ismail, S.M. Salhimi, M. Al-Amin, T.D. Wahyuningsih. ''Synthesis and computational insights of hybrid heterocyclic bis-chalcone compounds and their cytotoxic effects against breast cancer cells'' Results in Chemistry, 7, 101464, 2024.
  • [16] M. Albratty, H.A. Alhazmi. ''Novel pyridine and pyrimidine derivatives as promising anticancer agents: A review'' Arabian Journal of Chemistry, 15(6), 103846, 2022.
  • [17] B. Borah, S. Banerjee, B.K. Allam. ''Recent Advances in the Catalytic Applications of Tin Dioxide-Based Materials in the Synthesis of Bioactive Heterocyclic Compounds'' Tetrahedron Green Chem, 100048, 2024.
  • [18] A.Z. Macit, E. Hasanoğlu Özkan, H. Ogutcu, D. ''Nartop, Synthesis and in vitro Antimicrobial Evaluation of Novel Potent Bioactive Heterocyclic Compounds'' Polycyclic Aromatic Compounds, 1-12, 2023.
  • [19] G.S. Masaret. ''New Potential Antitumor Pyrimidine Derivatives: Synthesis and Cytotoxicity Evaluation'' Polycyclic Aromatic Compounds, 42(8), 5336-5351, 2022.
  • [20] Savcı, A., Turan, N., Buldurun, K., Alkış, M. E., Alan, Y. ‘’Schiff base containing fluorouracil and its M (II) complexes: Synthesis, characterization, cytotoxic and antioxidant activities’’ Inorganic Chemistry Communications, 143, 109780, 2022.
  • [21] Savcı, A., Buldurun, K., Kırkpantur, G. ‘’A new Schiff base containing 5-FU and its metal Complexes: Synthesis, Characterization, and biological activities’’ Inorganic Chemistry Communications, 134, 109060, 2021.
  • [22] Buldurun, K., Turan, N., Aras, A., Mantarcı, A., Turkan, F., Bursal, E. ‘’Spectroscopic and structural characterization, enzyme inhibitions, and antioxidant effects of new Ru (II) and Ni (II) complexes of Schiff base’’ Chemistry & biodiversity, 16(8), e1900243, 2019.
  • [23] Buldurun, K., Turan, N., Savci, A., Alan, Y., Colak, N. ‘’Synthesis, characterization, X-ray diffraction analysis of a tridentate Schiff base ligand and its complexes with Co (II), Fe (II), Pd (II) and Ru (II): Bioactivity studies’’ Iran. J. Chem. Chem. Eng. Research, 41(8), 2022.
  • [24] Ibarra-Rodrı́guez, M., Muñoz-Flores, B. M., Dias, H. R., Sanchez, M., Gomez-Trevino, A., Santillan, R., Farfán, N., Jimenez-Perez, V. M. ‘’Fluorescent molecular rotors of organoboron compounds from schiff bases: synthesis, viscosity, reversible thermochromism, cytotoxicity, and bioimaging cells’’ The Journal of Organic Chemistry, 82(5), 2375-2385, 2017.
  • [25] Goshisht, M. K., Patra, G. K., Tripathi, N. ‘’Fluorescent Schiff base sensors as a versatile tool for metal ion detection: strategies, mechanistic insights, and applications’’ Materials Advances, 3(6), 2612-2669, 2022.
  • [26] Kagatikar, S., Sunil, D. ‘’Schiff bases and their complexes in organic light emitting diode application’’ Journal of Electronic Materials, 50(12), 6708-6723, 2021.
  • [27] Buldurun, K., Tanış, E., Turan, N., Çolak, N., Çankaya, N. ‘’Solvent effects on the electronic and optical properties of Ni (II), Zn (II), and Fe (II) complexes of a Schiff base derived from 5-bromo-2-hydroxybenzaldehyde’’ Journal of Chemical Research, 45(7-8), 753-759, 2021.
  • [28] Jeevadason, A. W., Murugavel, K. K., & Neelakantan, M. A. ‘’Review on Schiff bases and their metal complexes as organic photovoltaic materials’’ Renewable and Sustainable Energy Reviews, 36, 220-227, 2014.
  • [29] El‐Remaily, M. A. E. A. A. A., El‐Dabea, T., El‐Khatib, R. M., Abdou, A., El Hamd, M. A., Abu‐Dief, A. M. ‘’Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4, 5‐dihydro‐tetrazolo [1,5‐a] pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies’’ Applied Organometallic Chemistry, 37(11), e7262, 2023.
  • [30] P. HM, Zabiulla, S.A. Khanum. ''An Overview of the Synthetic Routes and Pharmacological Aspects of Pyridine, Isoxazole, Thiazole, and Indole Derivatives'' Polycyclic Aromatic Compounds , 1-29, 2023.
  • [31] M.F. Abdel-Megeed, B.E. Badr, M.M. Azaam, G.A. El-Hiti. ''Synthesis, antimicrobial and anticancer activities of a novel series of diphenyl 1-(pyridin-3-yl)ethylphosphonates'' Bioorganic & Medicinal Chemistry, 20(7), 2252-8, 2012.
  • [32] N.M. Shukla, D.B. Salunke, E. Yoo, C.A. Mutz, R. Balakrishna, S.A. David. ''Antibacterial activities of Groebke-Blackburn-Bienayme-derived imidazo [1,2-a]pyridin-3-amines'' Bioorganic & Medicinal Chemistry, 20(19), 5850-63, 2012.
  • [33] H.H. Jardosh, M.P. Patel. ''Design and synthesis of biquinolone-isoniazid hybrids as a new class of antitubercular and antimicrobial agents'' European Journal of Medicinal Chemistry, 65, 348-59, 2013.
  • [34] H.S. Kim, J.R. Jadhav, S.J. Jung, J.H. Kwak. ''Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates'' Bioorganic & Medicinal Chemistry Letters, 23(15), 4315-8, 2013.
  • [35] G. Jose, T.H. Suresha Kumara, G. Nagendrappa, H.B. Sowmya, J.P. Jasinski, S.P. Millikan, N. Chandrika, S.S. More, B.G. Harish. ''New polyfunctional imidazo [4,5-c]pyridine motifs: synthesis, crystal studies, docking studies and antimicrobial evaluation'' European Journal of Medicinal Chemistry, 77, 288-97, 2014.
  • [36] G. Jose, T.H. Suresha Kumara, G. Nagendrappa, H.B.V. Sowmya, J.P. Jasinski, S.P. Millikan, S.S. More, B. Janardhan, B.G. Harish, N. Chandrika. ''Synthesis, crystal structure, molecular docking and antimicrobial evaluation of new pyrrolo [3,2-c]pyridine derivatives'' Journal of Molecular Structure, 1081, 85-95, 2015.
  • [37] S. Kumar, N. Sharma, I.K. Maurya, A.K.K. Bhasin, N. Wangoo, P. Brandao, V. Felix, K.K. Bhasin, R.K. Sharma. ''Facile synthesis, structural evaluation, antimicrobial activity and synergistic effects of novel imidazo [1,2-a]pyridine based organoselenium compounds'' European Journal of Medicinal Chemistry, 123, 916-924, 2016.
  • [38] N.S. El-Gohary, M.T. Gabr, M.I. Shaaban. ''Synthesis, molecular modeling and biological evaluation of new pyrazolo[3,4-b]pyridine analogs as potential antimicrobial, antiquorum-sensing and anticancer agents'' Bioorganic Chemistry, 89,102976, 2019.
  • [39] R.A. Azzam, R.E. Elsayed, G.H. Elgemeie. ''Design and Synthesis of a New Class of Pyridine-Based N-Sulfonamides Exhibiting Antiviral, Antimicrobial, and Enzyme Inhibition Characteristics'' ACS Omega, 5(40), 26182-26194, 2020.
  • [40] M.D. Milosevic, A.D. Marinkovic, P. Petrovic, A. Klaus, M.G. Nikolic, N.Z. Prlainovic, I.N. Cvijetic. ''Synthesis, characterization and SAR studies of bis(imino)pyridines as antioxidants, acetylcholinesterase inhibitors and antimicrobial agents'' Bioorganic Chemistry, 102, 104073, 2020.
  • [41] V. Kamat, R. Santosh, B. Poojary, S.P. Nayak, B.K. Kumar, M. Sankaranarayanan, Faheem, S. Khanapure, D.A. Barretto, S.K. Vootla. ''Pyridine- and Thiazole-Based Hydrazides with Promising Anti-inflammatory and Antimicrobial Activities along with Their In Silico Studies'' ACS Omega, 5(39), 25228-25239, 2020.
  • [42] I. Ali, S. Burki, B.M. El-Haj, Shafiullah, S. Parveen, H.S. Nadeem, S. Nadeem, M.R. Shah. ''Synthesis and characterization of pyridine-based organic salts: Their antibacterial, antibiofilm and wound healing activities'' Bioorganic Chemistry, 100, 103937, 2020.
  • [43] M.A.A. Radwan, M.A. Alshubramy, M. Abdel-Motaal, B.A. Hemdan, D.S. El-Kady. ''Synthesis, molecular docking and antimicrobial activity of new fused pyrimidine and pyridine derivatives'' Bioorganic Chemistry, 96, 103516, 2020.
  • [44] I. Mamedov, F. Naghiyev, A. Maharramov, O. Uwangue, A. Farewell, P. Sunnerhagen, M. Erdelyi. ''Antibacterial activity of 2-amino-3-cyanopyridine derivatives'' Mendeleev Communications, 30(4), 498-499, 2020.
  • [45] A. Gangjee, O.A. Namjoshi, J. Yu, M.A. Ihnat, J.E. Thorpe, L.C. Bailey-Downs, N2-Trimethylacetyl substituted and unsubstituted-N4-phenylsubstituted-6-(2-pyridin-2-ylethyl)-7H-pyrrolo [2,3-d]pyrimidine-2,4-diamines: design, cellular receptor tyrosine kinase inhibitory activities and in vivo evaluation as antiangiogenic, antimetastatic and antitumor agents'' Bioorganic & Medicinal Chemistry, 21(5), 1312-23, 2013.
  • [46] K. Chand, S. Prasad, R.K. Tiwari, A.N. Shirazi, S. Kumar, K. Parang, S.K. Sharma. ''Synthesis and evaluation of c-Src kinase inhibitory activity of pyridin-2(1H)-one derivatives'' Bioorganic Chemistry, 53, 75-82, 2014.
  • [47] H. Hu, J. Wu, M. Ao, X. Zhou, B. Li, Z. Cui, T. Wu, L. Wang, Y. Xue, Z. Wu, M. Fang. ''Design, synthesis and biological evaluation of methylenehydrazine-1-carboxamide derivatives with (5-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)-1H-indole scaffold: Novel potential CDK9 inhibitors'' Bioorganic Chemistry, 102, 104064, 2020.
  • [48] H. Yang, Q. Li, M. Su, F. Luo, Y. Liu, D. Wang, Y. Fan. ''Design, synthesis, and biological evaluation of novel 6-(pyridin-3-yl) quinazolin-4(3H)-one derivatives as potential anticancer agents via PI3K inhibition'' Bioorganic & Medicinal Chemistry, 46, 116346, 2021.
  • [49] Q. Ye, C. Fu, J. Li. ''Studying the Binding Modes of Novel 2-Aminopyridine Derivatives as Effective and Selective c-Met Kinase Type 1 Inhibitors Using Molecular Modeling Approaches'' Molecules, 26(1) 2020.
  • [50] P.O. Miranda, B. Cubitt, N.T. Jacob, K.D. Janda, J.C. de la Torre ''Mining a Krohnke Pyridine Library for Anti-Arenavirus Activity'' ACS Infectious Diseases, 4(5), 815-824, 2018.
  • [51] G. Wang, J. Wan, Y. Hu, X. Wu, M. Prhavc, N. Dyatkina, V.K. Rajwanshi, D.B. Smith, A. Jekle, A. Kinkade, J.A. Symons, Z. Jin, J. Deval, Q. Zhang, Y. Tam, S. Chanda, L. Blatt, L. Beigelman. ''Synthesis and Anti-Influenza Activity of Pyridine, Pyridazine, and Pyrimidine C-Nucleosides as Favipiravir (T-705) Analogues'' Journal of Medicinal Chemistry, 59(10), 4611-24, 2016.
  • [52] M. de Candia, F. Fiorella, G. Lopopolo, A. Carotti, M.R. Romano, M.D. Lograno, S. Martel, P.A. Carrupt, B.D. Belviso, R. Caliandro, C. Altomare. ''Synthesis and biological evaluation of direct thrombin inhibitors bearing 4-(piperidin-1-yl)pyridine at the P1 position with potent anticoagulant activity'' Journal of Medicinal Chemistry, 56(21), 8696-711, 2013.
  • [53] S. Kang, R.Y. Kim, M.J. Seo, S. Lee, Y.M. Kim, M. Seo, J.J. Seo, Y. Ko, I. Choi, J. Jang, J. Nam, S. Park, H. Kang, H.J. Kim, J. Kim, S. Ahn, K. Pethe, K. Nam, Z. No, J. Kim. ''Lead optimization of a novel series of imidazo [1,2-a]pyridine amides leading to a clinical candidate (Q203) as a multi- and extensively-drug-resistant anti-tuberculosis agent'' Journal of Medicinal Chemistry, 57(12), 5293-305, 2014.
  • [54] S.J. Tantry, S.D. Markad, V. Shinde, J. Bhat, G. Balakrishnan, A.K. Gupta, A. Ambady, A. Raichurkar, C. Kedari, S. Sharma, N.V. Mudugal, A. Narayan, C.N. Naveen Kumar, R. Nanduri, S. Bharath, J. Reddy, V. Panduga, K.R. Prabhakar, K. Kandaswamy, R. Saralaya, P. Kaur, N. Dinesh, S. Guptha, K. Rich, D. Murray, H. Plant, M. Preston, H. Ashton, D. Plant, J. Walsh, P. Alcock, K. Naylor, M. Collier, J. Whiteaker, R.E. McLaughlin, M. Mallya, M. Panda, S. Rudrapatna, V. Ramachandran, R. Shandil, V.K. Sambandamurthy, K. Mdluli, C.B. Cooper, H. Rubin, T. Yano, P. Iyer, S. Narayanan, S. Kavanagh, K. Mukherjee, V. Balasubramanian, V.P. Hosagrahara, S. Solapure, S. Ravishankar, P.S. Hameed. ''Discovery of Imidazo [1,2-a]pyridine Ethers and Squaramides as Selective and Potent Inhibitors of Mycobacterial Adenosine Triphosphate (ATP) Synthesis'' Journal of Medicinal Chemistry , 60(4), 1379-1399, 2017.
  • [55] S.R. Sagar, D.P. Singh, R.D. Das, N.B. Panchal, V. Sudarsanam, M. Nivsarkar, K.K. Vasu. ''Investigations on substituted (2-aminothiazol-5-yl)(imidazo [1,2-a]pyridin-3-yl)methanones for the treatment of Alzheimer's disease, Bioorganic & Medicinal Chemistry, 36, 116091, 2021.
  • [56] S. Zarei, M. Shafiei, M. Firouzi, L. Firoozpour, K. Divsalar, A. Asadipour, T. Akbarzadeh, A. Foroumadi. ''Design, synthesis and biological assessment of new 1-benzyl-4-((4-oxoquinazolin-3(4H)-yl)methyl) pyridin-1-ium derivatives (BOPs) as potential dual inhibitors of acetylcholinesterase and butyrylcholinesterase'' Heliyon, 7(4), e06683, 2021.
  • [57] M.A. Chiacchio, D. Iannazzo, R. Romeo, S.V. Giofrè, L. Legnani. ''Pyridine and pyrimidine derivatives as privileged scaffolds in biologically active agents'' Current Medicinal Chemistry, 26(40), 7166-7195, 2019.
  • [58] H.H. Lackey, Z. Chen, J.M. Harris, E.M. Peterson, J.M. Heemstra. ''Single-molecule kinetics show DNA pyrimidine content strongly affects RNA: DNA and TNA: DNA heteroduplex dissociation rates'' ACS Synthetic Biology, 9(2), 249-253, 2020.
  • [59] M. Grazia Martina, L. Giannessi, M. Radi. ''Multicomponent Synthesis of Purines and Pyrimidines: From the Origin of Life to New Sustainable Approaches for Drug‐Discovery Applications'' European Journal of Organic Chemistry, 26(2), 2022.
  • [60] E. Nassar, Y. A El Badry, A.M.M. Eltoukhy. ''Synthesis and Antiproliferative Activity of 1-(4-(1H-Indol-3-Yl)-6-(4-Methoxyphenyl)Pyrimidin-2-yl)Hydrazine and Its Pyrazolo Pyrimidine Derivatives'' Medicinal Chemistry, 06(04), 2016.
  • [61] A. Kamal, J.S. Reddy, M.J. Ramaiah, D. Dastagiri, E.V. Bharathi, M.V. Prem Sagar, S.N.C.V.L. Pushpavalli, P. Ray, M. Pal-Bhadra. ''Design, synthesis and biological evaluation of imidazopyridine/pyrimidine-chalcone derivatives as potential anticancer agents'' Medicinal Chemistry Communications, 1(5) 355, 2010.
  • [62] B. Mathew, J. Suresh, S. Anbazghagan, J. Paulraj, G.K. Krishnan ''Heteroaryl chalcones: Mini review about their therapeutic voyage'' Biomedicine & Preventive Nutrition, 4(3), 451-458, 2014.
  • [63] K.K. Brown, J.B. Spinelli, J.M. Asara, A. Toker. ''Adaptive Reprogramming of De Novo Pyrimidine Synthesis Is a Metabolic Vulnerability in Triple-Negative Breast Cancer'' Cancer Discovery, 7(4), 391-399, 2017.
  • [64] A.S. Hassan, M.F. Mady, H.M. Awad, T.S. Hafez. ''Synthesis and antitumor activity of some new pyrazolo [1,5- a]pyrimidines'' Chinese Chemical Letters, 28(2), 388-393, 2017.
  • [65] H.S. Khalaf, H.E.M. Tolan, M.A.A. Radwan, A.M. Mohamed, H.M. Awad, W.A. El-Sayed. ''Design, synthesis and anticancer activity of novel pyrimidine and pyrimidine-thiadiazole hybrid glycosides'' Nucleosides Nucleotides Nucleic Acids, 39(7), 1036-1056, 2020.
  • [66] V. Banda, D. Gaddameedi Jitender, K. Gautham Santhosh, R. Pillalamarri Sambasiva, K. Chavva, P. Rajesh, R. Janapala Venkateswara, N. Banda. ''Studies on Synthesis of Novel Pyrido [2,3‐d] pyrimidine Derivatives and Their Anticancer Activity'' Journal of Heterocyclic Chemistry, 55(11), 2538-2544, 2018.
  • [67] P.K. Padarthi, S. Sridhar, K. Jagatheesh, E. Namasivayam. ''Synthesis and Biological Activity of Imidazole Derived Chalcones and It’s Pyrimidines'' International journal of Research in Ayurveda & Pharmacy, 4(3), 355-362, 2013.
  • [68] M.M. Hassan, O. Farouk. ''Synthesis and Antimicrobial Evaluation of some Functionalized Heterocycles Derived from Novel Quinolinyl Chalcone'' Journal of Heterocyclic Chemistry, 54(6), 3133-3142, 2017.
  • [69] S.S. Gaikwad, V.S. Suryawanshi, K.S. Lohar, D.V. Jadhav, N.D. Shinde ''Synthesis and Biological Activity of Some 3,4‐Dihydro‐4‐(4‐substituted aryl)‐6‐(naptho [2,1‐b]furan‐2‐yl pyrimidine‐2(1H)‐one Derivatives'' Journal of Chemistry, 9(1), 175-180, 2011.
  • [70] A.H.M. Hussein, M.A.M. Gad-Elkareem, A.-B.A.A.M. El-Adasy, A.A. Khames, I.M.M. Othman. ''β-Oxoanilides in Heterocyclic Synthesis: Synthesis and Antimicrobial Activity of Pyridines, Pyrans, Pyrimidines and Azolo, Azinopyrimidines Incorporating Antipyrine Moiety'' International Journal of Organic Chemistry, 02(04), 341-351, 2012.
  • [71] Anupama, B. Singh ''Synthesis of Pharmacologically Important Some Novel Pyrimidine and Chalcone Moieties Containing s-triazines'' American Chemical Science Journal, 8(2), 1-7, 2015.
  • [72] P. Perlikova, M. Hocek. ''Pyrrolo [2,3-d]pyrimidine (7-deazapurine) as a privileged scaffold in design of antitumor and antiviral nucleosides'' Medicinal Research Reviews, 37(6), 1429-1460, 2017.
  • [73] J. Shen, X. Meng. ''Selective synthesis of pyrimidines from cinnamyl alcohols and amidines using the heterogeneous OMS-2 catalyst'' Catalysis Communications, 138, 105846, 2020.
  • [74] M.A. Radwan, M.A. Alshubramy, M. Abdel-Motaal, B.A. Hemdan, D.S. El-Kady. ''Synthesis, molecular docking and antimicrobial activity of new fused pyrimidine and pyridine derivatives'' Bioorganic Chemistry, 96, 103516, 2020.
  • [75] X.E. Jian, F. Yang, C.S. Jiang, W.W. You, P.L. Zhao. ''Synthesis and biological evaluation of novel pyrazolo [3,4-b]pyridines as cis-restricted combretastatin A-4 analogues, Bioorganic & Medicinal Chemistry Letters, 30(8), 127025, 2020.
  • [76] I. Hatti, O. Sujana, M. Nookaraju, J. Suresh, K. Aparna Seetharam, R.R. Raju. ''Rational design, synthesis, and anticancer evaluation of pyridine and substituted aryl linked 1,3,4-oxadiazole derivatives'' Results in Chemistry, 11, 101755, 2024.
  • [77] P.K. Jami, S.R. Battula, J. Sandhya, U.D. Parimi. ''Design, synthesis and biological evaluation of amide derivatives of isoxazole-imidazo [1,2-a]pyridine as anticancer agents'' Chemical Data Collections, 44, 101001, 2023.
  • [78] J. Zhang, J. Dai, X. Lan, Y. Zhao, F. Yang, H. Zhang, S. Tang, G. Liang, X. Wang, Q. Tang. ''Synthesis, bioevaluation and molecular dynamics of pyrrolo-pyridine benzamide derivatives as potential antitumor agents in vitro and in vivo'' European Journal of Medicinal Chemistry, 233, 114215, 2022.
  • [79] S. Khan, H. Ullah, F. Rahim, R. Hussain, Y. Khan, M.S. Khan, R. Iqbal, B. Ali, M.F. Albeshr. ''Synthesis, biological evaluation and molecular docking study of pyrimidine based thiazolidinone derivatives as potential anti-urease and anti-cancer agents'' Journal of Saudi Chemical Society, 27(4), 101688, 2023.
  • [80] S. Wang, R.-H. Zhang, H. Zhang, Y.-C. Wang, D. Yang, Y.-L. Zhao, G.-Y. Yan, G.-B. Xu, H.-Y. Guan, Y.-H. Zhou, D.-B. Cui, T. Liu, Y.-J. Li, S.-G. Liao, M. Zhou. ''Design, synthesis, and biological evaluation of 2,4-diamino pyrimidine derivatives as potent FAK inhibitors with anti-cancer and anti-angiogenesis activities'' European Journal of Medicinal Chemistry, 222, 113573, 2021.
  • [81] B. Siva Reddy, G. Purna Chandra Rao, E. Ramya Devi, K.R.S. Prasad, S. Nalla. ''Synthesis and biological evaluation of 1,2,3-triazole incorporated pyridin-4-yl)-1H-1,2,4-triazol-3-yl)pyrimidine derivatives as anticancer agents'' Results in Chemistry, 8, 101598, 2024.
  • [82] S. Sh Dashyan, E.V. Babaev, A.G. Ayvazyan, S.S. Mamyan, E.G. Paronikyan, T.A. Nikoghosyan, L.S. Hunanyan, R.G. Paronikyan. ''Synthesis, evaluation of biological activity and SAR of new thioalkyl derivatives of pyridine'' Bioorganic Chemistry, 148, 107435, 2024.
  • [83] N.C. Desai, D.V. Vaja, J.D. Monapara, V. Manga, T. Vani. ''Synthesis, biological evaluation, and molecular docking studies of novel pyrazole, pyrazoline‐clubbed pyridine as potential antimicrobial agents'' Journal of Heterocyclic Chemistry, 58(3), 737-750, 2021.
  • [84] S.K. Borthakur, P.K. Kalita, S. Borthakur. ''Synthesis and antifungal activities of 3,5‐diphenyl‐7‐amino‐ [1,3]‐thiazolo [3,2‐a]pyrimidine‐6‐nitrile derivatives'' Journal of Heterocyclic Chemistry, 57(3), 1261-1265, 2020.
  • [85] K.N. Hari, B. Poojary, G. Chandrasehar. ''Design, synthesis and evaluation of new alkylated pyrimidine derivatives as antibacterial agents'' Results in Chemistry, 4, 100676, 2022.
  • [86] Elsayed, M. A., Elsayed, A. M., Sroor, F. M. ‘’Novel biologically active pyridine derivatives: Synthesis, structure characterization, in vitro antimicrobial evaluation and structure-activity relationship’’ Medicinal Chemistry Research, 33(3), 476-491, 2024.
  • [87] A.U. Nerkar. ''Use of Pyrimidine and Its Derivative in Pharmaceuticals: A Review'' Journal of Advanced Chemical Sciences, 7(2), 729-732, 2021.
  • [88] S. Mohana Roopan, R. Sompalle. ''Synthetic chemistry of pyrimidines and fused pyrimidines: A review'' Synthetic Communications, 46(8), 645-672, 2016.
  • [89] N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu, S.B. Jonnalagadda. ''A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications'' Molecules, 25(8), 2020.
  • [90] S. Pinheiro, E.M.C. Pinheiro, E.M.F. Muri, J.C. Pessôa, M.A. Cadorini, S.J. Greco. ''Biological activities of [1,2,4]triazolo [1,5-a]pyrimidines and analogs'' Medicinal Chemistry Research, 29(10), 1751-1776, 2020.
  • [91] X.J. Dai, L.P. Xue, S.K. Ji, Y. Zhou, Y. Gao, Y.C. Zheng, H.M. Liu, H.M. Liu. ''Triazole-fused pyrimidines in target-based anticancer drug discovery'' European Journal of Medicinal Chemistry, 249, 115101, 2023.
  • [92] K. Oukoloff, B. Lucero, K.R. Francisco, K.R. Brunden, C. Ballatore. ''1,2,4-Triazolo [1,5-a]pyrimidines in drug design'' European Journal of Medicinal Chemistry, 165, 332-346, 2019.
  • [93] A. Frydrych, K. Jurowski. ''Toxicity of minoxidil - Comprehensive in silico prediction of main toxicity endpoints: Acute toxicity, irritation of skin and eye, genetic toxicity, health effect, cardiotoxicity and endocrine system disruption'' Chemico-Biological Interactions, 393, 110951, 2024.
  • [94] S.M. Mohammed, A.A. Masry, A.H. Moustafa, H.A. El-Sayed, E.M. Gad, H.A. Morsy. ''K2CO3-nanoparticles catalyzed the synthesis of 3-arylidine imidazo [1,2-c]pyrimidine candidates'' Cytotoxic activity and docking study'' Synthetic Communications, 53(16), 1319-1332, 2023.
  • [95] C.F. Burgos, C. Sanchez, C. Sepulveda, E. Fuentes, I. Palomo, M. Alarcon. ''Anti-aggregation effect on platelets of Indiplon a hypnotic sedative non-benzodiazepine drug'' Biomed Pharmacother, 111, 378-385, 2019.
  • [96] G. Piccirillo, R. Aroso, J.A. Baptista, A.E.C. R, G.J. da Silva, M.J.F. Calvete, M.M. Pereira, J. Canotilho, S.E.M. Ermelinda. ''Trimethoprim-Based multicomponent solid Systems: Mechanochemical Screening, characterization and antibacterial activity assessment'' International Journal of Pharmaceutics, 661, 124416, 2024.
  • [97] P. Skolnick. ''Anxioselective anxiolytics: on a quest for the Holy Grail'' Trends in Pharmacological Sciences, 33(11), 611-20, 2012.
  • [98] A. Nur Oktay, J.E. Polli. ''Comparison of a single pharmaceutical surfactant versus intestinal biorelevant media for etravirine dissolution: Role and impact of micelle diffusivity'' International Journal of Pharmaceutics, 624, 122015, 2022.
  • [99] M.V. Muftakhov, P.V. Shchukin, R.V. Khatymov. ''Thymidine and stavudine molecules in reactions with low-energy electrons'' Radiation Physics and Chemistry, 184, 109464, 2021.
  • [100] M. Bachir, L. Guglielmetti, S. Tunesi, T. Billard-Pomares, S. Chiesi, J. Jaffre, H. Langris, V. Pourcher, F. Schramm, N. Lemaitre, J. Robert, G. Isoniazid Resistance. ''Molecular detection of isoniazid monoresistance improves tuberculosis treatment: A retrospective cohort in France'' Journal of Infection, 85(1), 24-30, 2022.
  • [101] X. Wang, G. Cheng, X. Liang, J. Yang, A. Deng, D. Chen, C. Liu, Y. Gao, J. Li. ''Toxic Epidermal Necrolysis Observed in a Patient With the HLA-B*1502 Treated With Levofloxacin'' Clinical Therapeutics, 2024.
  • [102] S. Neuner, T. Gelbrich, K. Wurst, J. Spreitz, S. Nerdinger, U.J. Griesser, M. Stefinovic, H. Schottenberger. ''Iclaprim mesylate displaying a hydrogen-bonded molecular tape'' Acta Crystallographica Section E Crystallographic Communications, 79(1), 24-27, 2023.
  • [103] K. Hoseyni, B. Sepehri, M. Irani ''Discovery of new Glyoxalase I inhibitors by repurposing of FDA-approved drugs: An in silico study'' Journal of Molecular Structure, 1312, 138522, 2024.
  • [104] O. Fiste, E. Mavrothalassitis, K. Apostolidou, C. Trika, M. Liontos, K. Koutsoukos, M. Kaparelou, C. Dimitrakakis, M. Gavriatopoulou, M.A. Dimopoulos, F. Zagouri. ''Cardiovascular complications of ribociclib in breast cancer patients'' Critical Reviews in Oncology/Hematology, 196, 104296, 2024.
  • [105] M.S. Sedrak, M.K. Lee, J. Ji, D.V. Satele, R.A. Freedman, P.D. Poorvu, T. O'Connor, G.R. Williams, J.O. Hopkins, H.B. Muss, H.J. Cohen, A.H. Partridge, L.A. Carey, S.L. Chow, N. Subbiah, J. Le-Rademacher, A. Jatoi. ''Palbociclib in adults aged 70 years and older with advanced breast cancer: A phase 2 multicenter trial (Alliance A171601)'' Journal of Geriatric Oncology, 15(6), 101813, 2024.
  • [106] K. Sakaguchi, T. Naito, K. Hoshikawa, Y. Miyadera, H. Tanaka, E. Nakatsugawa, T. Furuta, K. Sugimoto, J. Kawakami. ''Characterization of plasma vonoprazan and CYP3A activity using its endogenous marker and genetic variants in patients with digestive system disorders'' Drug Metabolism and Pharmacokinetics, 101027, 2024.
  • [107] R.M. Alzhrani, A.H. Almalki, M.E. Alosaimi, M.A. Algarni, M.H. Abduljabbar, M.F. Aldawsari, M.S. Alturki, F.T. Alsulami, A.H. Abdelazim. ''Spectrofluorometric determination of futibatinib in human plasma and pharmaceutical formulations'' Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 320, 124543, 2024.
  • [108] B. Nehra, M. Kumar, S. Singh, P.A. Chawla. ''Olutasidenib: A ray of hope in the treatment of acute myeloid leukaemia'' Health Sciences Review, 7, 100100, 2023.
  • [109] J. Bacharach, J.W. Brubaker, D.G. Evans, F. Lu, N. Odani-Kawabata, T. Yamabe, D.L. Wirta'' Omidenepag Isopropyl Versus Timolol in Patients With Glaucoma or Ocular Hypertension: Two Randomized Phase 3 Trials (SPECTRUM 4 and 3)'' American Journal of Ophthalmology, 263, 23-34, 2024.
  • [110] R.C. Mashau, S.T. Meiring, V.C. Quan, J. Nel, G.S. Greene, A. Garcia, C. Menezes, D.L. Reddy, M. Venter, S. Stacey, M. Madua, L. Boretti, T.S. Harrison, G. Meintjes, A. Shroufi, L. Trivino-Duran, J. Black, N.P. Govender, S.A. Germs. ''Outcomes of flucytosine-containing combination treatment for cryptococcal meningitis in a South African national access programme: a cross-sectional observational study'' Lancet Infect Dis, 22(9), 1365-1373, 2022.
  • [111] E. Zarenezhad, M. Farjam, A. Iraji. ''Synthesis and biological activity of pyrimidines-containing hybrids: Focusing on pharmacological application'' Journal of Molecular Structure 1230, 129833, 2021.
  • [112] C.T. Uppuluri, P.R. Ravi, A.V. Dalvi. ''Design and evaluation of thermo-responsive nasal in situ gelling system dispersed with piribedil loaded lecithin-chitosan hybrid nanoparticles for improved brain availability'' Neuropharmacology, 201, 108832, 2021.
There are 112 citations in total.

Details

Primary Language English
Subjects Chemical Engineering (Other)
Journal Section Review Article
Authors

Gönül Bükülmez

Rahmi Kasımoğulları

Early Pub Date October 31, 2025
Publication Date November 20, 2025
Submission Date May 27, 2025
Acceptance Date October 21, 2025
Published in Issue Year 2030

Cite

APA Bükülmez, G., & Kasımoğulları, R. (2025). Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. https://doi.org/10.65206/pajes.68353
AMA Bükülmez G, Kasımoğulları R. Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. Published online October 1, 2025. doi:10.65206/pajes.68353
Chicago Bükülmez, Gönül, and Rahmi Kasımoğulları. “Recent Advances in the Synthesis and Biological Activity Studies of Pyridine and Pyrimidine Derivatives: A Review”. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi, October (October 2025). https://doi.org/10.65206/pajes.68353.
EndNote Bükülmez G, Kasımoğulları R (October 1, 2025) Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi
IEEE G. Bükülmez and R. Kasımoğulları, “Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review”, Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi, October2025, doi: 10.65206/pajes.68353.
ISNAD Bükülmez, Gönül - Kasımoğulları, Rahmi. “Recent Advances in the Synthesis and Biological Activity Studies of Pyridine and Pyrimidine Derivatives: A Review”. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. October2025. https://doi.org/10.65206/pajes.68353.
JAMA Bükülmez G, Kasımoğulları R. Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. 2025. doi:10.65206/pajes.68353.
MLA Bükülmez, Gönül and Rahmi Kasımoğulları. “Recent Advances in the Synthesis and Biological Activity Studies of Pyridine and Pyrimidine Derivatives: A Review”. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi, 2025, doi:10.65206/pajes.68353.
Vancouver Bükülmez G, Kasımoğulları R. Recent advances in the synthesis and biological activity studies of pyridine and pyrimidine derivatives: A review. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. 2025.

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