1. Convenient one-pot synthesis, anti-mycobacterial and anticancer activities of novel benzoxepinoisoxazolones and pyrazolones.
- Author
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Saidachary G, Veera Prasad K, Divya D, Singh A, Ramesh U, Sridhar B, and China Raju B
- Subjects
- Crystallography, X-Ray, Drug Screening Assays, Antitumor, HeLa Cells, Humans, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests, Spectrometry, Mass, Electrospray Ionization, Spectrophotometry, Infrared, Antineoplastic Agents chemical synthesis, Antineoplastic Agents chemistry, Antineoplastic Agents pharmacology, Antitubercular Agents chemical synthesis, Antitubercular Agents chemistry, Antitubercular Agents pharmacology, Benzoxepins chemical synthesis, Benzoxepins chemistry, Benzoxepins pharmacology, Pyrazolones chemical synthesis, Pyrazolones chemistry, Pyrazolones pharmacology
- Abstract
Series of new benzoxepinoisoxazolones 4a-d and pyrazolones 6a-t were prepared by the cyclocondensation of substituted (E)-ethyl 3-oxo-2,3-dihydrobenzo[b]oxepine-4-carboxylates 3a-d with hydroxylamine hydrochloride and phenylhydrazine hydrochlorides 5a-k. Synthesized compounds were screened for their in vitro anti-mycobacterial activity and anticancer activity. Ten compounds displayed good anti-mycobacterial activity, among these; compound 4d and 6b found to be potent when compared to standard drug isoniazid. Eleven compounds displayed good anticancer activity and compounds 4b-d displayed equipotent activity on HeLa cell lines when compared to standard drug doxorubicin. Activation of caspase-3 and caspase-9 has been measured for compounds 4b-d on HeLa cell lines (apoptosis). This is the first report assigning in vitro anti-mycobacterial, anticancer and structure-activity relationship for this new class of benzoxepinoisoxazolones and pyrazolones., (Copyright © 2014 Elsevier Masson SAS. All rights reserved.)
- Published
- 2014
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