Redevelopment of natural eugenol as potential pesticidal resource: New insights into synthesis and antifungal evaluation of eugenol-derived Schiff bases with reactive oxygen species behavior

被引：2

作者：

Chen, Ai-Qun ^{[1
]}

Wu, Yuan-Yuan ^{[1
]}

Fu, Xi-Chun ^{[1
]}

Long, Zhou-Qing ^{[1
]}

Li, Mei ^{[1
]}

Yang, Lin-Li ^{[1
]}

Feng, Yu-Mei ^{[1
]}

Shao, Li-Hui ^{[1
]}

Zhou, Xiang ^{[1
]}

Liu, Li-Wei ^{[1
]}

Yang, Song ^{[1
]}

机构：

[1] Guizhou Univ, Ctr R&D Fine Chem, State Key Lab Green Pesticides, Key Lab Green Pesticide & Agr Bioengn,Minist Educ, Guiyang 550025, Peoples R China

来源：

INDUSTRIAL CROPS AND PRODUCTS | 2024年 / 222卷

基金：

中国国家自然科学基金;

关键词：

Natural products; Eugenol; Schiff base; Reactive oxygen species; Fungal infection; Antifungal activity; BOTRYOSPHAERIA-DOTHIDEA; ESSENTIAL OILS; PLANT; DERIVATIVES; MECHANISM; DIPTERA; FRUIT;

D O I：

10.1016/j.indcrop.2024.119956

中图分类号：

S2 [农业工程];

学科分类号：

0828 ;

摘要：

Natural products have ancient history as fascinating sources of pharmaceuticals, agrochemicals as well as NPs- derived drug/pesticide innovation. Its diversiform biological performance and skeleton diversity enable to fill the drug/pesticide discovery pipeline in response to the growing innovation demand. Eugenol, a naturally occurring phenolic compound from plant Eugenia caryophyllata, have been attracting attention in agricultural application. To further extend its value-added utilizations in agricultural application and elucidate the underlying molecule mechanism, the 35 of novel eugenol-derived Schiff bases were herein skillfully prepared by means of natural- products modification strategy. Interestingly, the antifungal activity results indicated that the optimal anti- fungal molecule was A10, affording an EC50 of 0.850 mu g/mL toward Botryosphaeria dothidea (B. d .), which was superior to those of parent eugenol (EC50 > 100 mu g/mL) and ferimzone (EC50 > 100 mu g/mL). It was illustrated that introduction of Schiff base scaffold into natural eugenol contributed to enhance the antifungal performance. Furthermore, a series of bioassays showed the antifungal behavior of compound A10, which had a powerful disruptive effect on the membrane by triggering reactive oxygen species production in the mycelium. Taken together, this study redeveloped natural eugenol as potential antifungal candidates to control fungal infections by triggering reactive oxygen species production.

引用

页数：12