Novel pyrazole integrated 1,3,4-oxadiazoles: Synthesis, characterization and antimicrobial evaluation

Ningaiah, S. and Bhadraiah, U. K. and Doddaramappa, S. D. and Keshavamurthy, S. and Javarasetty, C. (2014) Novel pyrazole integrated 1,3,4-oxadiazoles: Synthesis, characterization and antimicrobial evaluation. Bioorganic and Medicinal Chemistry Letters, 24 (1). pp. 245-248. ISSN 0960-894X

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Official URL: https://doi.org/10.1016/j.bmcl.2013.11.029

Abstract

A novel series of 2-(5-methyl-1,3-diphenyl-1H-pyrazol-4-yl)-5-phenyl-1,3,4- oxadiazoles 7(a-m) were synthesized either by cyclization of N�-benzoyl-5-methyl-1,3-diphenyl-1H-pyrazole-4-carbohydrazide 4a using POCl 3 at 120 C or by oxidative cyclization of hydrazones derived from various arylaldehyde and (E)-N�-benzylidene-5-methyl-1,3-diphenyl-1H- pyrazole-4-carbohydrazide 5(a-d) using chloramine-T as oxidant. Newly synthesized compounds were characterized by analytical and spectral (IR, 1 H NMR, 13 C NMR and LC-MS) methods. The synthesized compounds were evaluated for their antimicrobial activity and were compared with standard drugs. The compounds demonstrated potent to weak antimicrobial activity. Among the synthesized compounds, compound 7m emerged as an effective antimicrobial agent, while compounds 7d, 7f, 7i and 7l showed good to moderate activity. The minimum inhibitory concentration of the compounds was in the range of 20-50 μg mL -1 against bacteria and 25-55 μg mL -1 against fungi. The title compounds represent a novel class of potent antimicrobial agents.

Item Type: Article
Uncontrolled Keywords: 3, Article, carbon nuclear magnetic resonance, drug synthesis, in vitro study, infrared spectroscopy, mass spectrometry, nonhuman, proton nuclear magnetic resonance, drug structure, Molecular Structure, Structure-Activity Relationship, Dose-Response Relationship, Drug, pyrazole derivative, Pyrazoles, Anti-Bacterial Agents, antibiotic agent, antifungal activity, antifungal agent, Antifungal Agents, antiinfective agent, Aspergillus niger, Escherichia coli, Fusarium, Fusarium oxysporum, Klebsiella pneumoniae, Staphylococcus aureus, hydrazone derivative, 1, tetracycline, article, Fungi, minimum inhibitory concentration, Bacteria, Microbial Sensitivity Tests, 4 oxadiazole derivative, Oxadiazoles, antimicrobial activity, reaction time, liquid chromatography, nystatin, Bacillus cereus, cyclization, Aspergillus flavus, Pyrazole, Antimicrobial activity, Chloramine-T, 4-Oxadiazoles, Fusarium monaliforme, minimum bactericidal concentration, Minimum inhibitory concentration (MIC), tosylchloramide sodium
Subjects: B Life Science > Biotechnology
C Chemical Science > Chemistry
Divisions: Department of > Biotechnology
Department of > Chemistry
Yuvaraj college > Chemistry
Depositing User: Arshiya Kousar
Date Deposited: 01 Jul 2019 05:57
Last Modified: 01 Jul 2019 05:57
URI: http://eprints.uni-mysore.ac.in/id/eprint/3958

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