Synthesis, and biological screening of chloropyrazine conjugated benzothiazepine derivatives as potential antimicrobial, antitubercular and cytotoxic agents

Article


Shaik, A. B., Bhandare, R. R., Nissankararao, S., Lokesh, B. V. S., Shahanaaz, S. and Rahman, M. 2020. Synthesis, and biological screening of chloropyrazine conjugated benzothiazepine derivatives as potential antimicrobial, antitubercular and cytotoxic agents. Arabian Journal of Chemistry. 14 (Art. 102915). https://doi.org/10.1016/j.arabjc.2020.102915
AuthorsShaik, A. B., Bhandare, R. R., Nissankararao, S., Lokesh, B. V. S., Shahanaaz, S. and Rahman, M.
Abstract

A series of twenty new chloropyrazine conjugated benzothiazepines (22-41) have been synthesized with 58%–95% yields. The compounds were characterized by using different spectroscopic techniques including FT-IR, ¹H NMR, ¹³C NMR spectroscopy and mass spectrometry. The synthesized compounds (22-41) and their precursor chalcones (2-21) were evaluated for antitubercular and cytotoxic activities. Additionally, compounds 22-41 were also tested for antimicrobial activity. Among the chalcone series (2-21), compounds 7 and 14 showed significant antitubercular activities (MICs 25.51 and 23.89 µM, respectively), whereas among benzothiazepines (22-41), compounds 27 and 34 displayed significant antimicrobial (MICs 38.02 µM, 19.01 µM) and antitubercular (MIC 18.10 µM) activities. Compounds 7 and 41 displayed cytotoxic activities with IC₅₀ of 46.03 ± 1 and 35.10 ± 2 µM respectively. All the compounds were evaluated for cytotoxic activity on normal human liver cell lines (L02) and found to be relatively less selective towards this cell line. The most active compounds identified through this study could be considered as potential leads for the development of drugs with possible antimicrobial, antitubercular, and cytotoxic activities.

JournalArabian Journal of Chemistry
Journal citation14 (Art. 102915)
ISSN1878-5352
Year2020
PublisherElsevier for King Saud University
Accepted author manuscript
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Anyone
Digital Object Identifier (DOI)https://doi.org/10.1016/j.arabjc.2020.102915
Publication dates
Online03 Dec 2020
Publication process dates
Accepted28 Nov 2020
Deposited04 Dec 2020
Copyright holder© 2020 The Authors
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