Synthesis and Antimicrobial Activity of Some New N-substituted-5-arylidene-thiazolidine-2,4-diones

doi:10.1002/JHET.1726

Paper

Synthesis and Antimicrobial Activity of Some New N-substituted-5-arylidene-thiazolidine-2,4-diones

Published Mar 1, 2014 · A. Stana, B. Tiperciuc, M. Duma

Journal of Heterocyclic Chemistry

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Abstract

A total of 17 new N-substituted derivatives (2b, 2c, 2d, 2e, 2f, 2g, 2h, 2i, 2j, 2k and 3b, 3c, 3d, 3e, 3f, 3g, 3h) of 5-((2-phenylthiazol-4-yl)methylene) thiazolidine-2,4-dione (2a) and 5-(2,6-dichloro- benzylidene)thiazolidine-2,4-dione (3a) were synthesized. The structural elucidation of the newly synthesized compounds was based on elemental analysis and spectroscopic data (MS, 1H NMR, 13C NMR), and their antimicrobial activities were assessed in vitro against several strains of Gram-positive and Gram-negative bacteria and one fungal strain (Candida albicans) as growth inhibition diameter. Some of them showed modest to good antibacterial activity against Gram-negative Escherichia coli and Salmonella typhimurium and Gram-positive Staphylococcus aureus, Bacillus cereus, and Enterococcus fecalis bacterial strains, whereas almost all the compounds were inactive against Listeria monocytogenes. All of the synthesized compounds showed moderate to very good activity against C. albicans.

Study Snapshot

New N-substituted 5-arylidene-thiazolidine-2,4-diones show moderate to very good antimicrobial activity against various bacteria and fungi, with most showing inactive against Listeria monocytogenes.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis and Antimicrobial Activity of Some New N-substituted-5-arylidene-thiazolidine-2,4-diones

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References

Citations

An Insight into Rational Drug Design: The Development of In-House Azole Compounds with Antimicrobial Activity

Our research group has developed in-house azole compounds with antimicrobial activity, focusing on thiazole, to combat antimicrobial resistance.

Development of new thiazolidine-2,4-dione hybrids as aldose reductase inhibitors endowed with antihyperglycaemic activity: design, synthesis, biological investigations, and in silico insights

Compound 8b, a 2,4-thiazolidinedione hybrid, shows potential as a promising therapeutic agent for treating diabetic complications by inhibiting aldose reductase and reducing blood glucose levels.

Synthesis, antitumor, and apoptosis-inducing activities of novel 5-arylidenethiazolidine-2,4-dione derivatives: Histone deacetylases inhibitory activity and molecular docking study.

Novel 5-arylidenethiazolidine-2,4-dione derivatives show high antitumor activity and HDAC inhibitory activity, with compounds 18b, 18c, 18f, 19d, and 19e showing the highest apoptosis-inducing activity.

Regioselectivity evaluation of the (Z)-5-(4-hydroxybenzylidene)-thiazolidine-2,4‑dione alkylation in alkaline environment

Alkylating (Z)-5-(4-hydroxybenzylidene)-thiazolidine-2,4dione with aliphatic halides in an alkaline environment produces N-alkylated derivatives, which can be used for the synthesis of bioactive multitargeting agents

Facile Synthesis and Characterization of Some New 5-ethylidene-Thiazolidine-2,4-diones and their Antimicrobial Evaluation

Novel 5-ethylidene-thiazolidine-2,4-diones derivatives show moderate to very good antimicrobial activity against Gram-positive, Gram negative bacteria, and a fungal strain.