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- Title
Design, synthesis and antifungal evaluation of phenylthiazole‐1,3,4‐oxadiazole thione (ketone) derivatives inspired by natural thiasporine A.
- Authors
Shi, Jinchao; Tian, Yao; Chen, Shunshun; Liao, Changzhou; Mao, Guoqing; Deng, Xiaoqian; Yu, Linhua; Zhu, Xiang; Li, Junkai
- Abstract
BACKGROUND: Plant pathogenic fungal infections have become a severe threat to the yield and quality of agricultural products, and new green antifungal agents with high efficiency and low toxicity are needed. In this study, a series of thiasporine A derivatives containing phenylthiazole‐1,3,4‐oxadiazole thione (ketone) structures were designed and synthesized, and their antifungal activities against six invasive and highly destructive phytopathogenic fungi were evaluated. RESULTS: The results found that all compounds showed moderate to potent antifungal activity against six phytopathogenic fungi, and most of the E series compounds showed remarkable antifungal activity against Sclerotinia sclerotiorum and Colletotrichum camelliaet. In particular, compounds E1–E5, E7, E8, E13, E14, E17, and E22 showed more significant antifungal activity against S. sclerotiorum, with half‐maximal effective concentration (EC50) values of 0.22, 0.48, 0.56, 0.65, 0.51, 0.39, 0.60, 0.56, 0.60, 0.63, and 0.45 μg mL−1, respectively, which were superior to that of carbendazim (0.70 μg mL−1). Further activity studies showed that compound E1 possessed superior curative activities against S. sclerotiorum in vivo and better inhibitory effects on sclerotia germination and the formation of S. sclerotiorum compared with those of carbendazim. CONCLUSIONS: This study indicates that these thiasporine A derivatives containing phenylthiazole‐1,3,4‐oxadiazole thione structures might be used as antifungal agents against S. sclerotiorum. © 2023 Society of Chemical Industry.
- Subjects
SOCIETY of Chemical Industry (Great Britain); ANTIFUNGAL agents; KETONES; PHYTOPATHOGENIC fungi; SCLEROTINIA sclerotiorum; FARM produce; THIADIAZOLES; CARBENDAZIM
- Publication
Pest Management Science, 2023, Vol 79, Issue 10, p3439
- ISSN
1526-498X
- Publication type
Article
- DOI
10.1002/ps.7481