Research Article
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Year 2020, Volume: 48 Issue: 4, 381 - 387, 06.07.2020
https://doi.org/10.15671/hjbc.669068

Abstract

Supporting Institution

KARADENİZ TEKNİK ÜNİVERSİTESİ BİLİMSEL ARAŞTIRMA PROJESİ

Project Number

5289

Thanks

BİYOLOJİK AKTİVİTELERİ HİZMET ALIMI ŞEKLİNDE GERÇEKLEŞTİRİLMESİNE RAĞMEN PROF. DR. ŞENGÜL ALPAY KARAOĞLU'NA TEŞEKKÜR EDER.

References

  • [1] Sun S, Lou H, Gao Y, Fan P, Ma B, Ge W, et al. Liquid chromatography–tandem mass spectrometric method for the analysis of fluconazole and evaluation of the impact of phenolic compounds on the concentration of fluconazole in Candida albicans. Journal of Pharmaceutical and Biomedical Analysis 2004;34:1117–24. https://doi.org/10.1016/j.jpba.2003.11.013.
  • [2] Verreck G, Six K, Van den Mooter G, Baert L, Peeters J, Brewster ME. Characterization of solid dispersions of itraconazole and hydroxypropylmethylcellulose prepared by melt extrusion—part I. International Journal of Pharmaceutics 2003;251:165–74. https://doi.org/10.1016/S0378-5173(02)00591-4.
  • [3] Abastabar M, Al-Hatmi AMS, Vafaei Moghaddam M, de Hoog GS, Haghani I, Aghili SR, et al. Potent Activities of Luliconazole, Lanoconazole, and Eight Comparators against Molecularly Characterized Fusarium Species. Antimicrob Agents Chemother 2018;62:e00009-18, /aac/62/5/e00009-18.atom. https://doi.org/10.1128/AAC.00009-18.
  • [4] Rostom SAF, Shalaby MA, El-Demellawy MA. Polysubstituted pyrazoles, part 5.11For part 4: see Ref. [18]. Synthesis of new 1-(4-chlorophenyl)-4-hydroxy-1H-pyrazole-3-carboxylic acid hydrazide analogs and some derived ring systems. A novel class of potential antitumor and anti-HCV agents. European Journal of Medicinal Chemistry 2003;38:959–74. https://doi.org/10.1016/j.ejmech.2003.08.003.
  • [5] Turan-Zitouni G, Kaplancikli ZA, Erol K, Kiliç FS. Synthesis and analgesic activity of some triazoles and triazolothiadiazines. Il Farmaco 1999;54:218–23. https://doi.org/10.1016/S0014-827X(99)00016-6.
  • [6] Kolavi G, Hegde V, Khazi I ahmed, Gadad P. Synthesis and evaluation of antitubercular activity of imidazo[2,1-b][1,3,4]thiadiazole derivatives. Bioorganic & Medicinal Chemistry 2006;14:3069–80. https://doi.org/10.1016/j.bmc.2005.12.020.
  • [7] Shivarama Holla B, Sarojini BK, Sooryanarayana Rao B, Akberali PM, Suchetha Kumari N, Shetty V. Synthesis of some halogen-containing 1,2,4-triazolo-1,3,4-thiadiazines and their antibacterial and anticancer screening studies — Part I. Il Farmaco 2001;56:565–70. https://doi.org/10.1016/S0014-827X(01)01094-1.
  • [8] Narendra Sharath Chandra JN, Sadashiva CT, Kavitha CV, Rangappa KS. Synthesis and in vitro antimicrobial studies of medicinally important novel N-alkyl and N-sulfonyl derivatives of 1-[bis(4-fluorophenyl)-methyl]piperazine. Bioorganic & Medicinal Chemistry 2006;14:6621–7. https://doi.org/10.1016/j.bmc.2006.05.064.
  • [9] Dixit PP, Patil VJ, Nair PS, Jain S, Sinha N, Arora SK. Synthesis of 1-[3-(4-benzotriazol-1/2-yl-3-fluoro-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-3-substituted-thiourea derivatives as antituberculosis agents. European Journal of Medicinal Chemistry 2006;41:423–8. https://doi.org/10.1016/j.ejmech.2005.12.005.
  • [10] Abu-Elmaati, T.M., Reactions with Heterocyclic Amines: New Routes fort he Synthesis of Novel Azolo{1,5-α]Pyrimidine, some Pyridine, Pyran and Pyrazole Derivatives Containing The Antipyrine Moiety. Acta Chimica Slovenica 2002; 49; 721-732.
  • [11] El Sayed MT, El-Sharief MAMSh, Zarie ES, Morsy NM, Elsheakh AR, Voronkov A, et al. Design, synthesis, anti-inflammatory activity and molecular docking of potential novel antipyrine and pyrazolone analogs as cyclooxygenase enzyme (COX) inhibitors. Bioorganic & Medicinal Chemistry Letters 2018;28:952–7. https://doi.org/10.1016/j.bmcl.2018.01.043.
  • [12] Bansal T, Singh M, Mishra G, Talegaonkar S, Khar RK, Jaggi M, et al. Concurrent determination of topotecan and model permeability markers (atenolol, antipyrine, propranolol and furosemide) by reversed phase liquid chromatography: Utility in Caco-2 intestinal absorption studies. Journal of Chromatography B 2007;859:261–6. https://doi.org/10.1016/j.jchromb.2007.09.025.
  • [13] El-Ghamaz NA, Ghoneim MM, El-Sonbati AZ, Diab MA, El-Bindary AA, Abd El-Kader MK. Synthesis and optical properties studies of antipyrine derivatives thin films. Journal of Saudi Chemical Society 2017;21:S339–48. https://doi.org/10.1016/j.jscs.2014.03.010
  • [14] Bayrak, H., Cebeci, Y. U., Karaoğlu, S. A. Synthesis of Novel Antipyrine Derivatives Possessing Excellent Antimicrobial Activities, ChemistrySelect 2019;6;12906-12908. https://doi.org/10.1002/slct.201902376
  • [15] Woods GL, Clinical and Laboratory Standards Institute (Wayne P. Susceptibility testing of mycobacteria, nocardiae, and other aerobic actinomycetes: approved standard. Wayne: Clinical and Laboratory Standards Institute; 2011.

Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles

Year 2020, Volume: 48 Issue: 4, 381 - 387, 06.07.2020
https://doi.org/10.15671/hjbc.669068

Abstract

Starting from antipyrine-triazole moiety some new kind of conazoles were synthesized. The synthesized compounds were screened for their antimicrobial activities against some test microorganisms. Among them compound 3 which is an reduction product of compound 2 showed very good antitubercular activity against Mycobacterium smegmatis compared with Streptomycin standard drug. Also among the conazoles compound 4b and 4c showed good antitubercular activity.

Project Number

5289

References

  • [1] Sun S, Lou H, Gao Y, Fan P, Ma B, Ge W, et al. Liquid chromatography–tandem mass spectrometric method for the analysis of fluconazole and evaluation of the impact of phenolic compounds on the concentration of fluconazole in Candida albicans. Journal of Pharmaceutical and Biomedical Analysis 2004;34:1117–24. https://doi.org/10.1016/j.jpba.2003.11.013.
  • [2] Verreck G, Six K, Van den Mooter G, Baert L, Peeters J, Brewster ME. Characterization of solid dispersions of itraconazole and hydroxypropylmethylcellulose prepared by melt extrusion—part I. International Journal of Pharmaceutics 2003;251:165–74. https://doi.org/10.1016/S0378-5173(02)00591-4.
  • [3] Abastabar M, Al-Hatmi AMS, Vafaei Moghaddam M, de Hoog GS, Haghani I, Aghili SR, et al. Potent Activities of Luliconazole, Lanoconazole, and Eight Comparators against Molecularly Characterized Fusarium Species. Antimicrob Agents Chemother 2018;62:e00009-18, /aac/62/5/e00009-18.atom. https://doi.org/10.1128/AAC.00009-18.
  • [4] Rostom SAF, Shalaby MA, El-Demellawy MA. Polysubstituted pyrazoles, part 5.11For part 4: see Ref. [18]. Synthesis of new 1-(4-chlorophenyl)-4-hydroxy-1H-pyrazole-3-carboxylic acid hydrazide analogs and some derived ring systems. A novel class of potential antitumor and anti-HCV agents. European Journal of Medicinal Chemistry 2003;38:959–74. https://doi.org/10.1016/j.ejmech.2003.08.003.
  • [5] Turan-Zitouni G, Kaplancikli ZA, Erol K, Kiliç FS. Synthesis and analgesic activity of some triazoles and triazolothiadiazines. Il Farmaco 1999;54:218–23. https://doi.org/10.1016/S0014-827X(99)00016-6.
  • [6] Kolavi G, Hegde V, Khazi I ahmed, Gadad P. Synthesis and evaluation of antitubercular activity of imidazo[2,1-b][1,3,4]thiadiazole derivatives. Bioorganic & Medicinal Chemistry 2006;14:3069–80. https://doi.org/10.1016/j.bmc.2005.12.020.
  • [7] Shivarama Holla B, Sarojini BK, Sooryanarayana Rao B, Akberali PM, Suchetha Kumari N, Shetty V. Synthesis of some halogen-containing 1,2,4-triazolo-1,3,4-thiadiazines and their antibacterial and anticancer screening studies — Part I. Il Farmaco 2001;56:565–70. https://doi.org/10.1016/S0014-827X(01)01094-1.
  • [8] Narendra Sharath Chandra JN, Sadashiva CT, Kavitha CV, Rangappa KS. Synthesis and in vitro antimicrobial studies of medicinally important novel N-alkyl and N-sulfonyl derivatives of 1-[bis(4-fluorophenyl)-methyl]piperazine. Bioorganic & Medicinal Chemistry 2006;14:6621–7. https://doi.org/10.1016/j.bmc.2006.05.064.
  • [9] Dixit PP, Patil VJ, Nair PS, Jain S, Sinha N, Arora SK. Synthesis of 1-[3-(4-benzotriazol-1/2-yl-3-fluoro-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-3-substituted-thiourea derivatives as antituberculosis agents. European Journal of Medicinal Chemistry 2006;41:423–8. https://doi.org/10.1016/j.ejmech.2005.12.005.
  • [10] Abu-Elmaati, T.M., Reactions with Heterocyclic Amines: New Routes fort he Synthesis of Novel Azolo{1,5-α]Pyrimidine, some Pyridine, Pyran and Pyrazole Derivatives Containing The Antipyrine Moiety. Acta Chimica Slovenica 2002; 49; 721-732.
  • [11] El Sayed MT, El-Sharief MAMSh, Zarie ES, Morsy NM, Elsheakh AR, Voronkov A, et al. Design, synthesis, anti-inflammatory activity and molecular docking of potential novel antipyrine and pyrazolone analogs as cyclooxygenase enzyme (COX) inhibitors. Bioorganic & Medicinal Chemistry Letters 2018;28:952–7. https://doi.org/10.1016/j.bmcl.2018.01.043.
  • [12] Bansal T, Singh M, Mishra G, Talegaonkar S, Khar RK, Jaggi M, et al. Concurrent determination of topotecan and model permeability markers (atenolol, antipyrine, propranolol and furosemide) by reversed phase liquid chromatography: Utility in Caco-2 intestinal absorption studies. Journal of Chromatography B 2007;859:261–6. https://doi.org/10.1016/j.jchromb.2007.09.025.
  • [13] El-Ghamaz NA, Ghoneim MM, El-Sonbati AZ, Diab MA, El-Bindary AA, Abd El-Kader MK. Synthesis and optical properties studies of antipyrine derivatives thin films. Journal of Saudi Chemical Society 2017;21:S339–48. https://doi.org/10.1016/j.jscs.2014.03.010
  • [14] Bayrak, H., Cebeci, Y. U., Karaoğlu, S. A. Synthesis of Novel Antipyrine Derivatives Possessing Excellent Antimicrobial Activities, ChemistrySelect 2019;6;12906-12908. https://doi.org/10.1002/slct.201902376
  • [15] Woods GL, Clinical and Laboratory Standards Institute (Wayne P. Susceptibility testing of mycobacteria, nocardiae, and other aerobic actinomycetes: approved standard. Wayne: Clinical and Laboratory Standards Institute; 2011.
There are 15 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Articles
Authors

Hacer Bayrak 0000-0001-5843-8716

Project Number 5289
Publication Date July 6, 2020
Acceptance Date September 29, 2020
Published in Issue Year 2020 Volume: 48 Issue: 4

Cite

APA Bayrak, H. (2020). Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. Hacettepe Journal of Biology and Chemistry, 48(4), 381-387. https://doi.org/10.15671/hjbc.669068
AMA Bayrak H. Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. HJBC. July 2020;48(4):381-387. doi:10.15671/hjbc.669068
Chicago Bayrak, Hacer. “Synthesis and Antimicrobial Activites of Some Antipyrine-Triazole-Conazoles”. Hacettepe Journal of Biology and Chemistry 48, no. 4 (July 2020): 381-87. https://doi.org/10.15671/hjbc.669068.
EndNote Bayrak H (July 1, 2020) Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. Hacettepe Journal of Biology and Chemistry 48 4 381–387.
IEEE H. Bayrak, “Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles”, HJBC, vol. 48, no. 4, pp. 381–387, 2020, doi: 10.15671/hjbc.669068.
ISNAD Bayrak, Hacer. “Synthesis and Antimicrobial Activites of Some Antipyrine-Triazole-Conazoles”. Hacettepe Journal of Biology and Chemistry 48/4 (July 2020), 381-387. https://doi.org/10.15671/hjbc.669068.
JAMA Bayrak H. Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. HJBC. 2020;48:381–387.
MLA Bayrak, Hacer. “Synthesis and Antimicrobial Activites of Some Antipyrine-Triazole-Conazoles”. Hacettepe Journal of Biology and Chemistry, vol. 48, no. 4, 2020, pp. 381-7, doi:10.15671/hjbc.669068.
Vancouver Bayrak H. Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. HJBC. 2020;48(4):381-7.

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