Abstract
A series of 4-(2,5-dimethylpyrrol-1-yl)/4-pyrrol-1-yl benzoic acid hydrazide analogs, some derived 1,3,4-oxadiazoles, 5-substituted-4-amino-1,2,4-triazolin-3-thione and 2,5-dimethyl pyrroles have been synthesized in good yields and structures of these compounds were established by IR, 1H NMR, 13C NMR, Mass spectral and elemental analysis. These compounds were evaluated for their preliminary in vitro antibacterial, antifungal and antitubercular activities against Mycobacterium tuberculosis H37Rv strain by broth dilution assay method. Twelve of these compounds displayed good antimicrobial activity, with a minimum inhibitory concentration (MIC) values 1–4 μg mL−1. Several compounds 4, 8d, 9, 12c–d and 12f–h exhibited good in vitro antitubercular activity with MIC values 1–2 μg mL−1. Further, some title compounds were also assessed for their cytotoxic activity (IC50) against mammalian Vero cell lines and A549 (lung adenocarcinoma) cell lines using MTT assay method. The results reveal that these compounds exhibit antitubercular activity at non-cytotoxic concentrations.
Graphical Abstract
Synthesis, spectral studies and antibacterial, antifungal and antitubercular activities of a novel series of pyrrole derivatives are described
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Acknowledgments
We thank Shri. H. V. Dambal, President, S. E. T’s College of Pharmacy, Dharwad, Karnataka, India, for providing necessary facilities. We are thankful to Dr. A. M. Godbole for his valuable suggestions and appreciate the co-operation of Mr. Uttam More in the preparation of this manuscript. We are grateful to Dr. K. G. Bhat, Maratha Mandal’s Dental College, Hospital and Research Centre, Belgaum, Karnataka, India for providing the facilities for antibacterial and antitubercular activities. We also wish to thank Director, SAIF, Indian Institute of Technology, Chennai, India and Director, USIC, Karnataka University Dharwad, India for providing NMR and Mass spectral data.
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Joshi, S.D., More, Y., Vagdevi, H.M. et al. Synthesis of new 4-(2,5-dimethylpyrrol-1-yl)/4-pyrrol-1-yl benzoic acid hydrazide analogs and some derived oxadiazole, triazole and pyrrole ring systems: a novel class of potential antibacterial, antifungal and antitubercular agents. Med Chem Res 22, 1073–1089 (2013). https://doi.org/10.1007/s00044-012-0112-0
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DOI: https://doi.org/10.1007/s00044-012-0112-0