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Volume 29, Issue 3
  • ISSN: 1385-2728
  • E-ISSN: 1875-5348

Abstract

Here, we report the solvent-free one-pot multicomponent synthesis of 4-substituted-1,5-benzodiazepine derivatives from -phenylenediamine, aromatic aldehydes, and dimedone using [DBUH][HSO] as a catalyst in excellent yields. This process was carried out in search of a reusable, easily accessible, affordable, and efficient catalyst. 1,5-Benzodiazepines demonstrate a new family of good inhibitors with potent anti-mycobacterial properties. The most promising compounds in the present series are , , and which showed excellent activity and inhibited the growth of both and strains with lower MICs. The most active compounds were further studied for their cytotoxicity against cell lines MCF-7, A549, HCT116, and THP-1 by MTT assays and the compounds were found to be non-toxic. The fact that none of these compounds work against either Gram-positive or Gram-negative bacteria suggests that they are only effective against MTB. The docking of the molecules against mycobacterial enoyl reductase, InhA enzyme could provide well-clustered solutions and have given valuable insights into the thermodynamic elements governing the binding affinities. The findings of this investigation unmistakably point to the discovery of extremely specific and selective MTB inhibitors, which can now be investigated further in search of possible anti-tubercular drugs.

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2024-08-28
2024-11-19

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/content/journals/coc/10.2174/0113852728315680240815095102
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[DBUH][HSO4]-catalyzed Solvent-free Synthesis of 1,5-benzodiazepine Derivatives: Bioevaluation and In silico Molecular Docking Study
Current Organic Chemistry 29, 226 (2025); https://doi.org/10.2174/0113852728315680240815095102
/content/journals/coc/10.2174/0113852728315680240815095102
/content/journals/coc/10.2174/0113852728315680240815095102
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  • Article Type:     Research Article
Keyword(s): 1,5-benzodiazepine; [DBUH][HSO4]; antitubercular activity; aromatic aldehydes; molecular docking; multicomponent reactions

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