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Abstract <p>In this study, using the plant-derived active compounds guaiacol and carvacrol as the lead structures, a series of novel phenol derivatives bearing an 1,2,4-triazole thioether scaffold were synthesized, and their structures were characterized by <sup>1</sup>H, <sup>13</sup>C NMR, and HRMS. The in vitro antioxidant and α-glucosidase inhibitory activities of these compounds were subsequently evaluated. Bioassay results demonstrated that the target compounds exhibited certain in vitro DPPH and ABTS scavenging as well as α-glucosidase inhibitory activities. Notably, 4-ethyl-3-[(5-isopropyl-2-methylphenoxy)methyl]-5-(propylthio)-4<i>H</i>-1,2,4-triazole displayed excellent in vitro α-glucosidase inhibitory activity, with an inhibition rate of 56.68%, surpassing that of the reference drug acarbose (53.00%). To the best of our knowledge, this is the first report on the synthesis and biological evaluation of this class of phenol derivatives bearing an 1,2,4-triazole thioether scaffold.</p>

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Design, Synthesis, and Bioactivity Evaluation of Novel Phenol Derivatives Bearing a 1,2,4-Triazole Thioether Scaffold

  • 期刊论文

  • 发表日期：

    2026年3月26日

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  • Wenting Mei,
  • Yongxiang Wu,
  • Wenmin Pan,
  • You Zhang,
  • Xiang Wang,
  • Pei Li

摘要

Abstract

In this study, using the plant-derived active compounds guaiacol and carvacrol as the lead structures, a series of novel phenol derivatives bearing an 1,2,4-triazole thioether scaffold were synthesized, and their structures were characterized by 1H, 13C NMR, and HRMS. The in vitro antioxidant and α-glucosidase inhibitory activities of these compounds were subsequently evaluated. Bioassay results demonstrated that the target compounds exhibited certain in vitro DPPH and ABTS scavenging as well as α-glucosidase inhibitory activities. Notably, 4-ethyl-3-[(5-isopropyl-2-methylphenoxy)methyl]-5-(propylthio)-4H-1,2,4-triazole displayed excellent in vitro α-glucosidase inhibitory activity, with an inhibition rate of 56.68%, surpassing that of the reference drug acarbose (53.00%). To the best of our knowledge, this is the first report on the synthesis and biological evaluation of this class of phenol derivatives bearing an 1,2,4-triazole thioether scaffold.