文献类型：期刊文献

英文题名：Novel 1,3,4-Oxadiazole-2-carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase

作者：Wu, Yuan-Yuan[1];Shao, Wu-Bin[1];Zhu, Jian-Jun[1];Long, Zhou-Qing[1];Liu, Li-Wei[1];Wang, Pei-Yi[1];Li, Zhong[2];Yang, Song[1,2]

机构：[1]Guizhou Univ, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn, Ctr R&D Fine Chem,Minist Educ, Guiyang 550025, Guizhou, Peoples R China;[2]East China Univ Sci & Technol, Coll Pharm, Shanghai 200237, Peoples R China

年份：2019

卷号：67

期号：50

起止页码：13892

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20195207916496);WOS:【SCI-EXPANDED(收录号:WOS:000503918100012)】；

基金：We acknowledge funds from the NNSF of China (21877021, 31860516, 21662009, 21702037), China's Research Project of Ministry of Education (20135201110005, 213033A), and Guizhou PSTP (LH [2017]7259, [2012]6012, [2017]5788).

语种：英文

外文关键词：1,3,4-oxadiazole; carbohydrazide; bioactivity; succinate dehydrogenase inhibitor

摘要：A novel simple 1,3,4-oxadiazole-2-carbohydrazide was reported to discover low-cost and versatile antifungal agents. Bioassay results suggested that a majority of the designed compounds were extremely bioactive against four types of fungi and two kinds of oomycetes. This extreme bioactivity was highlighted by the applausive inhibitory effects of compounds 4b, 4h, 5c, Sg, Sh, Si, Sm, Sp, St, and Sv against Gibberella zeae, affording EC50 values ranging from 0.486 to 0.799 mu g/mL, which were superior to that of fluopyram (2.96 mu g/mL) and comparable to those of carbendazim (0.947 mu g/mL) and prochloraz (0.570 mu g/mL). Meanwhile, compounds 4g, Sf, Si, and St showed significant actions against Fusarium oxysporum with EC50 values of 0.652, 0.706, 0.813, and 0.925 mu g/mL, respectively. Pharmacophore exploration suggested that the N'-phenyl-1,3,4-oxadiazole-2-carbohydrazide pattern is necessary for the bioactivity. Molecular docking of Sh with succinate dehydrogenase (SDH) indicated that it can completely locate the inside of the binding pocket via hydrogen-bonding and hydrophobic interactions, revealing that this novel framework might target SDH. This result was further verified by the significant inhibitory effect on SDH activity. In addition, scanning electron microscopy patterns were performed to elucidate the anti-G. zeae mechanism. Given these features, this type of framework is a suitable template for future exploration of alternative SDH inhibitors against plant microbial infections.