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Issue 11, 2017
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New N-(2-phenyl-4-oxo-1,3-thiazolidin-3-yl)-1,2-benzothiazole-3-carboxamides and acetamides as antimicrobial agents

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Abstract

A series of 21 novel N-[2-phenyl-4-oxo-1,3-thiazolidin-3-yl]-1,2-benzothiazole-3-carboxamides/acetamides (4a–4p) as well as a series of N′-(halophenylmethylidene)-1,2-benzothiazole-3-acetohydrazides (3h–3p) have been synthesized and evaluated for their antimicrobial activity against eight bacterial and eight fungal species, among them plant, animal and human pathogens and food contaminating species. All compounds appeared to be potent and the best activity was exhibited by compound 4d with MIC in the range of 10.7–21.4 μmol mL−1 × 10−2 and MBC of 21.4–40.2 μmol mL−1 × 10−2. The best antifungal activity was observed for compounds 4p and 3h. Elucidation of the relationship between the antimicrobial activity and molecular properties of the synthesized compounds was also performed. Synthetic intermediates were also tested with several exhibiting good antimicrobial activities. Docking studies for some compounds were performed.

Graphical abstract: New N-(2-phenyl-4-oxo-1,3-thiazolidin-3-yl)-1,2-benzothiazole-3-carboxamides and acetamides as antimicrobial agents

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Publication details

The article was received on 30 Jun 2017, accepted on 09 Oct 2017 and first published on 03 Nov 2017


Article type: Research Article
DOI: 10.1039/C7MD00334J
Citation: Med. Chem. Commun., 2017,8, 2142-2154
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    New N-(2-phenyl-4-oxo-1,3-thiazolidin-3-yl)-1,2-benzothiazole-3-carboxamides and acetamides as antimicrobial agents

    M. Incerti, P. Vicini, A. Geronikaki, P. Eleftheriou, A. Tsagkadouras, P. Zoumpoulakis, C. Fotakis, A. Ćirić, J. Glamočlija and M. Soković, Med. Chem. Commun., 2017, 8, 2142
    DOI: 10.1039/C7MD00334J

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