Synthesis of some novel 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazoles as potential antimicrobial and antitubercular agents

• Published in: European journal of medicinal chemistry 2010-05, Vol.45 (5), p.2063-2074
• Main Authors: Suresh Kumar, G.V., Rajendraprasad, Y., Mallikarjuna, B.P., Chandrashekar, S.M., Kistayya, C.
• Format: Article
• Language: English
• Subjects: 4-Isopropylthiazole-2-carbohydrazide analogs; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Antibacterial; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antifungal; Antifungal agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Antitubercular; Antitubercular Agents - chemical synthesis; Antitubercular Agents - chemistry; Antitubercular Agents - pharmacology; Biological and medical sciences; Broth dilution assay; Cell Line, Tumor; Cell Proliferation - drug effects; Clubbed triazole-thiazole derivatives; Cytotoxicity; Drug Screening Assays, Antitumor; General aspects; Humans; Medical sciences; Microbial Sensitivity Tests; Molecular Structure; Mycobacterium tuberculosis - drug effects; Oxadiazoles - chemistry; Pharmacology. Drug treatments; Stereoisomerism; Structure-Activity Relationship; Thiazoles - chemical synthesis; Thiazoles - chemistry; Thiazoles - pharmacology; Triazoles - chemistry
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2010.01.045

In the present study a series of 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazole derivatives have been synthesized and characterized by IR, 1H NMR, 13C NMR and mass spectral analysis. Synthesized compounds were evaluated for their preliminary cytotoxicity, antimicrobial and antitubercular activity against Mycobacterium tuberculosis H37Rv strain by broth dilution assay method. Antimycobacterial activity tested against M. tuberculosis indicated that compounds 4b and 6g exhibited twofold enhanced potency than parent compound 1 and the results indicate that some of them exhibited promising activities and they deserve more consideration as potential antitubercular agents. Compound 3c, 4b and 6c exhibited good or moderate antibacterial inhibition and compounds 3h and 7c showed excellent antifungal activity. [Display omitted]