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Abstract <p>A new series of thiazolidine-2,4-dione derivatives incorporating a 1,3,4-oxadiazole moiety linked to various substituted benzylidene fragments was synthesized and evaluated for their antibacterial properties. The synthetic route involves the stepwise formation of thiazolidine-2,4-dione, 3-fluoro-4-(trifluoromethyl)benzohydrazide, and subsequent cyclization with POCl<sub>3</sub> to form the key 1,3,4-oxadiazole intermediate. Further condensation with aromatic aldehydes furnished final derivatives. Structures were confirmed using spectroscopic techniques including IR, NMR (<sup>1</sup>H and <sup>13</sup>C), and mass spectrometry. Biological evaluation showed promising antibacterial activity comparable to streptomycin. Structure-activity relationship (SAR) analysis indicated that electron-withdrawing substituents enhanced antibacterial efficacy. These findings suggest the potential of the synthesized derivatives as antibacterial agents.</p>

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Design, Synthesis, Spectroscopic Characterization, and Antibacterial Evaluation of Thiazolidine-2,4-dione-Based 1,3,4-Oxadiazole Derivatives

  • 期刊论文

  • 发表日期：

    2025年11月1日

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  • Shital Patel,
  • Maharshi Shukla,
  • Jyotindra Mahyavanshi,
  • Jigar Patel,
  • Ganpat Patel,
  • Jayesh Jadhav

摘要

Abstract

A new series of thiazolidine-2,4-dione derivatives incorporating a 1,3,4-oxadiazole moiety linked to various substituted benzylidene fragments was synthesized and evaluated for their antibacterial properties. The synthetic route involves the stepwise formation of thiazolidine-2,4-dione, 3-fluoro-4-(trifluoromethyl)benzohydrazide, and subsequent cyclization with POCl3 to form the key 1,3,4-oxadiazole intermediate. Further condensation with aromatic aldehydes furnished final derivatives. Structures were confirmed using spectroscopic techniques including IR, NMR (1H and 13C), and mass spectrometry. Biological evaluation showed promising antibacterial activity comparable to streptomycin. Structure-activity relationship (SAR) analysis indicated that electron-withdrawing substituents enhanced antibacterial efficacy. These findings suggest the potential of the synthesized derivatives as antibacterial agents.