Abstract: A number of substituted benzopentathiepin-6-amines and their analogues without a polysulfur ring were synthesized and evaluated in vitro for antimicrobial activity against a panel of reference bacterial and fungal strains. Trifluoroacetamide 14 demonstrated high antibacterial activity against Staphylococcus aureus (MRSA strain) with a MIC of 4 mu g/mL, which was four-fold higher than the activity of a reference drug amoxicillin. This compound was also most active against the Candida albicans fungus (MIC of 1 mu g ml(-1)), whereas amide 17 containing a morpholine substituent was most active against the Cryptococcus neoformans fungus (MIC of 2 mu g ml(-1)). These compounds have no hemolytic activity and are low cytotoxic. Replacement of the pentathiepine ring with 1,3-dithiolan-2-one or 1,3-dithiolane moieties leads to loss of antimicrobial activity. Based on the QSAR analysis and molecular docking data, bacterial DNA ligase might be one of the targets for the antibacterial activity of substituted benzopentathiepin-6-amines against S. aureus.

Cite: Khomenko T.M. , Korchagina D.V. , Baev D.S. , Vassiliev P.M. , Volcho K.P. , Salakhutdinov N.F.
Antimicrobial Activity of Substituted Benzopentathiepin-6-amines
Journal of Antibiotics. 2019. V.72. N8. P.590-599. DOI: 10.1038/s41429-019-0191-y WOS Scopus РИНЦ OpenAlex

Dates:

Published online:	May 22, 2019
Published print:	Aug 1, 2019

Identifiers:

Web of science:	WOS:000477713000002
Scopus:	2-s2.0-85066239790
Elibrary:	41629330
OpenAlex:	W2946720712

Citing:

DB	Citing
Web of science	5
Scopus	6
Elibrary	6
OpenAlex	4

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