Novel botanical active component derivatives containing carboxamide and 1,3,4-Thiadiazole thioether moieties: Design, synthesis, and inhibitory activity

被引:5
|
作者
Li, Pei [1 ]
Chen, Cong [1 ]
Zhu, Rongxi [1 ]
Yang, Guixia [1 ]
Xu, Min [1 ]
Wan, Guanghua [1 ]
Wang, Xiang [1 ]
机构
[1] Kaili Univ, Qiandongnan Engn & Technol Res Ctr Comprehens Util, Kaili, Peoples R China
来源
FRONTIERS IN CHEMISTRY | 2022年 / 10卷
关键词
botanical active component; carboxamide; 1; 3; 4-thiadiazole thioether; antibacterial activity; antifungal activity;
D O I
10.3389/fchem.2022.1036909
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, using the botanical active components of carvacrol, thymol, guaiacol, and sesamol as the lead structures, 19 novel botanical active component derivatives containing carboxamide and 1,3,4-thiadiazole thioether moieties (5a-5s) were synthesized and structurally characterized by H-1 NMR, C-13 NMR, and HRMS. The antibacterial bioassay results in vitro showed that compound 2-(2-methoxyphenoxy)-N-(5-(methylthio)-1,3,4-thiadiazol-2-yl)acetamide (5k) revealed excellent inhibitory activities against Xanthomonas axonopodis pv. citri (Xac) and Xanthomonas oryzae pv. oryzicolaby (Xoc), with the median effective concentration (EC50) values of 22 and 15 mu g/ml, respectively, which were even better than those of thiodiazole copper and bismerthiazol. Meanwhile, all the target compounds revealed lower in vitro inhibitory effects on Mucor bainieri (M. bainieri), Mucor fragilis (M. fragilis), and Trichoderma atroviride (T. atroviride), than carbendazim.
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页数:8
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