Year 2020, Volume 48 , Issue 4, Pages 381 - 387 2020-07-06

Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles

Hacer Bayrak [1]


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.
Antipyrine, Azole, Conazole
  • [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.
Primary Language en
Subjects Engineering
Journal Section Articles
Authors

Orcid: 0000-0001-5843-8716
Author: Hacer Bayrak (Primary Author)
Institution: Karadeniz Technical University
Country: Turkey


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.
Dates

Publication Date : July 6, 2020

Bibtex @research article { hjbc669068, journal = {Hacettepe Journal of Biology and Chemistry}, issn = {2687-475X}, eissn = {2687-475X}, address = {Hacettepe Üniversitesi Fen Fakültesi, 06532, Beytepe/ ANKARA/ TÜRKİYE}, publisher = {Hacettepe University}, year = {2020}, volume = {48}, pages = {381 - 387}, doi = {10.15671/hjbc.669068}, title = {Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles}, key = {cite}, author = {Bayrak, Hacer} }
APA Bayrak, H . (2020). Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles . Hacettepe Journal of Biology and Chemistry , 48 (4) , 381-387 . DOI: 10.15671/hjbc.669068
MLA Bayrak, H . "Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles" . Hacettepe Journal of Biology and Chemistry 48 (2020 ): 381-387 <https://dergipark.org.tr/en/pub/hjbc/issue/55838/669068>
Chicago Bayrak, H . "Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles". Hacettepe Journal of Biology and Chemistry 48 (2020 ): 381-387
RIS TY - JOUR T1 - Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles AU - Hacer Bayrak Y1 - 2020 PY - 2020 N1 - doi: 10.15671/hjbc.669068 DO - 10.15671/hjbc.669068 T2 - Hacettepe Journal of Biology and Chemistry JF - Journal JO - JOR SP - 381 EP - 387 VL - 48 IS - 4 SN - 2687-475X-2687-475X M3 - doi: 10.15671/hjbc.669068 UR - https://doi.org/10.15671/hjbc.669068 Y2 - 2020 ER -
EndNote %0 Hacettepe Journal of Biology and Chemistry Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles %A Hacer Bayrak %T Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles %D 2020 %J Hacettepe Journal of Biology and Chemistry %P 2687-475X-2687-475X %V 48 %N 4 %R doi: 10.15671/hjbc.669068 %U 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
AMA Bayrak H . Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. HJBC. 2020; 48(4): 381-387.
Vancouver Bayrak H . Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles. Hacettepe Journal of Biology and Chemistry. 2020; 48(4): 381-387.
IEEE H. Bayrak , "Synthesis and Antimicrobial activites of some Antipyrine-Triazole-Conazoles", Hacettepe Journal of Biology and Chemistry, vol. 48, no. 4, pp. 381-387, Jul. 2020, doi:10.15671/hjbc.669068