Quassinoids from Picrasma chinensiswith Insecticidal Activity against Adults and Larvae of Diaphorina citriKuwayama and Neuroprotective Effect

Autor: Fan, Xianzhe, Han, Yang, Deng, Li, Song, Jiaqi, Zhu, Yangli, Yang, Tingmi, Liu, Ting, Zhang, Lijun, Liao, Haibing
Zdroj: Journal of Agricultural and Food Chemistry; January 2023, Vol. 71 Issue: 1 p457-468, 12p
Abstrakt: Eleven new tetracyclic quassinoids, picrachinensin A–K (1–11), along with six known congeners, were isolated from the stems and leaves of Picrasma chinensis. Their structures were elucidated by integrated multiple spectroscopic techniques, single-crystal X-ray diffraction analysis, and electronic circular dichroism. Notably, compounds 3and 4are a pair of undescribed epimers, and 8and 9are unusual quassinoids with a hydroxymethyl group at C-13. Biologically, compound 7exhibited insecticidal activity on both adults and larvae of Diaphorina citriKuwayama even more effectively than the positive control (abamectin), with an LD50of 55.69 mg/L for adults and a corrected mortality rate of 30.42 ± 2.78% for larvae (100 mg/L). According to preliminary structure–activity relationship investigations, the hydroxymethyl at the C-13 position of quassinoids was beneficial for their insecticidal activity. In addition, compounds 1, 4, and 12exhibited excellent neuroprotective effect against H2O2-induced oxidative injury on SH-SY5Y cells, with more potent activity than the positive control (Trolox), and all the compounds exhibited no cytotoxicity to SH-SY5Y and BV-2 cells at the indicated concentrations.
Databáze: Supplemental Index