期刊
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
卷 71, 期 14, 页码 5496-5506出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.2c08760
关键词
natural bioresources; N-acetyl-glucosamine; OfHex1; green pesticides; SEM; toxicity
To increase the use of natural bioresources in drug discovery and development, researchers studied N-acetyl-glucosamine (GlcNAc) derivatives of chitin as green pesticides. They synthesized C-glycoside naphthalimides using GlcNAc and found that compound 10l showed high inhibitory activity against OfHex1. The synthesized compounds also inhibited the molting process in Ostrinia furnacalis and showed larvicidal activity against Plutella xylostella without significant toxicity to Trichogramma ostriniae and rats.
In order to increase the application of natural bioresources in drug discovery and development, a study on N-acetyl-glucosamine (GlcNAc) derivatives of chitin as green pesticides was necessary. In this study, we designed and synthesized a series of novel C-glycoside naphthalimides using GlcNAc as a starting material. Compound 10l showed high inhibitory activity against OfHex1 (IC50 = 1.77 mu M), with a nearly 30-fold increase in activity over our previously reported C-glycoside CAUZL-A (IC50 = 47.47 mu M). By observing the morphology of the Ostrinia furnacalis, we found that the synthesized compounds significantly inhibited the molting process. In addition, we further explored the morphological changes of the inhibitor-treated O. furnacalis cuticle using scanning electron microscopy. This is the first study to validate the insecticidal mechanism of OfHex1 inhibitors at the microscale level. Several compounds also exhibited excellent larvicidal activity against Plutella xylostella. Moreover, the toxicity measurements and predictions indicated that the C-glycoside naphthalimides have little effect on the natural enemy Trichogramma ostriniae and rats. Together, our results highlight an approach for the design of green pesticides, taking advantage of natural bioresources to control pests in agriculture.
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