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

Matteo Incerti, and Paola Vicini, and Athina Geronikaki, and Phaedra Eleftheriou, and Athanasios Tsagkadouras, and Panagiotis Zoumpoulakis, and Charalmpos Fotakis, and Ana Ćirić, and Jasmina Glamočlija, and Marina Soković
Dipartimento di Scienze degli Alimenti e del Farmaco , Universita' degli Studi di Parma , Italy.

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.

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