Design and Synthesis of Novel Phthalide Derivatives containing 1,3,4‐Oxadiazole/1,2,4‐Triazole Units as Potential Antifungal Agents

Author:

Li Yong1,Luo Zhongfu1,Liu Wenjing1,Chen Wenzhang1,Wang Jianta1,Zhu Gaofeng1,Guo Bing1,Tang Lei1,Fan Lingling1ORCID

Affiliation:

1. College of Pharmacy Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D Guizhou Provincial Key Laboratory of Pathogenesis and Drug Research on Common Chronic Diseases Guizhou Medical University Guiyang 561113 People's Republic of China

Abstract

AbstractFour series of novel 1,3,4‐oxadiazole/1,2,4‐triazole hybrids of phthalide derivatives were designed and synthesized to search for novel potential antifungal agents. Preliminary antifungal activity assay results showed that compounds 4 a, 4 b, 4 m, 5 b, 5 f, 5 h, and 7 h exhibited moderate to excellent inhibitory activity against some phytopathogenic fungi. Among them, compound 5 b displayed the most outstanding antifungal effects against V. mali and S. sclerotiorum, with the EC50 mean of 3.96 μg/mL and 5.60 μg/mL, respectively, which was superior to those of commercial fungicides hymexazol and chlorothalonil. Furthermore, compound 5 b could completely suppress the spore germination of V. mali at a concentration of 10 μg/mL. Finally, molecular docking revealed that the potential target for the antifungal activity of compound 5 b was succinate dehydrogenase (SDH). This research provides novel candidate compounds for the prevention of phytopathogenic fungi.

Publisher

Wiley

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