Design, Synthesis, and Bioactivity Evaluation of Novel Vanillic Acid Derivatives Containing an 1,2,4-Triazole Thioether Moiety

作者：Dan Wang, Yongxiang Wu, Wenmin Pan, You Zhang, Xiang Wang, Pei Li · 发表于：Russian Journal of General Chemistry · 年份：2025 · DOI：10.1134/s1070363225605009 · 被引用次数：1 · 研究领域：Biochemical and biochemical processes、Allelopathy and phytotoxic interactions、Synthesis and biological activity

Abstract In this study, using the plant-derived active compound vanillic acid as the lead structure, a series of novel vanillic acid derivatives containing an 1,2,4-triazole thioether moiety were synthesized and characterized their structures by 1H, 13C NMR, and HRMS methods. Then, the in vitro antioxidant and α-glucosidase inhibitory activities of these compounds were evaluated. Bioassay results revealed that the target compounds revealed certain in vitro antioxidant and α-glucosidase inhibitory activities. Among them, compound 3-[4-(benzyloxy)-3-methoxyphenyl]-5-(benzylthio)-4-methyl-4H-1,2,4-triazole exhibited in vitro DPPH scavenging activity at 40 μg/mL and α-glucosidase inhibitory activity at 200 μg/mL, with inhibition rates of 23.4% and 39.4%, respectively, which were even better than those of vanillic acid but lower than those of vitamin C and acarbose. To the best of our knowledge, this is the first report on the synthesis and bioactivity evaluation of this series of novel vanillic acid derivatives containing an 1,2,4-triazole thioether moiety.