Synthesis of New Thiazole Derivatives Bearing Thiazolidin-4(5H)-One Structure and Evaluation of Their Antimicrobial Activity

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Evren A. E., YURTTAŞ L., Gencer H. K.

BRAZILIAN JOURNAL OF PHARMACEUTICAL SCIENCES, vol.58, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 58
  • Publication Date: 2022
  • Doi Number: 10.1590/s2175-97902022e19248
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, CAB Abstracts, EMBASE, Veterinary Science Database, Directory of Open Access Journals
  • Keywords: Thiazole, Thiazolidin-4-one, Azoles, Antibacterial activity, Anticandidal activity, BIOLOGICAL EVALUATION, ANTIBACTERIAL ACTIVITY, DESIGN, 4-THIAZOLIDINONES, HYDRAZONES, RESISTANCE, ANALOGS, POTENT, SERIES, AGENTS
  • Anadolu University Affiliated: Yes


The first report about antimicrobial resistance was published in the 1940s. And today, the antimicrobial resistance has become a worldwide problem. Because of this problem, there is a need to develop new drugs. That's why we synthesized some novel thiazolidine-4- one derivatives and evaluated their antimicrobial activity. The final compounds were obtained by reacting 2-[(4,5- diphenylthiazol-2-yl)imino]thiazolidin-4-one with some aryl aldehydes. The synthesized compounds were investigated for their antimicrobial activity against four Candida species, five gram-negative and four gram-positive bacterial species. The lead compounds (4ah) were obtained with a yield of at least 70%. All compounds showed antimicrobial activity. Compound 4f (MIC: 31.25 mu g/ml) exhibited more efficacy than the other compounds against C. glabrata (ATCC 24433). Compound 4b (MIC: 62.5 mu g/ml) was the most active compound against all bacterial species, particularly K. pneumoniae (NCTC 9633). Whereas, compound 4c (MIC: <31.25 mu g/ml) was observed as the most active compound against E. coli (ATCC 25922). In general, all compounds (4a-4h) showed antimicrobial activity against all fungi and bacterial species. Compounds 4b (2,6-dichlorobenzylidene), 4c (2,6- dihydroxybenzylidene), 4f (1H-pyrrol-2yl) methylene), 4g (4-triflouromethylbenzylidene) and 4h (2,3,4-trimethoxybenzylidene) were determined as the most active compounds.