Design, synthesis and insecticidal activity and mechanism research of Chasmanthinine derivatives

Abstract

Unrestricted reproduction and spread of pest had caused great damage to the quality and yield of crops in recent years. Besides the use of traditional chemical pesticides, natural products also make a huge contribution against pests. Chasmanthinine, a diterpenoid alkaloid isolated from Aconitum franchetii var. villosulum, shown extremely antifeedant activity against Spodoptera exigua. Therefore, a series of novel Chasmanthinine derivatives were synthesized and their biological activity was studied in this work. Compound 33 showed the strongest antifeedant activity (EC50 = 0.10 mg/cm2) among all the test compounds. The mechanism research of 33 revealed that its antifeedant effect was related to the inhibition of carboxylesterase (CES), and proved the thiophene acyl group could form a strong binding effect with CES by molecular docking. Moreover, compound 10 exhibited the strongest cytotoxicity (IC50 = 12.87 μM) against Sf9 cell line and moderate contact toxicity. The mechanism research indicated that compound 10 could induce Sf9 cells apoptosis. In summary, the results lay a foundation for the application of diterpene alkaloids in plant protection.

Evaluation of Magonia pubescens A. St.-Hill. Roots Extract against Phytopathogens: Searching for Eco-Friendly Crop Protection Products

“…After complete evaporation of the solvent, three fifth-instar larvae of C. chalcites were placed in each petri dish (six replicates for each experiment) and allowed to feed in a growth chamber. The duration of the bioassay under these conditions was 20 h. The results were expressed in terms of refusal rate (FR) [45]. To calculate the FR in each dish, the leaf area consumed was measured with the ImageJ 1.53e program [46], and the refusal rate (FR) was calculated using the following formula: FR = [1 − (% Treated disks consumed/% Control disks consumed)] × 100.…”