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从苦豆子中鉴定出槐属三萜皂苷及其对豌豆蚜的杀虫活性。

Identification of azukisapogenol triterpenoid saponins from Oxytropis hirta Bunge and their aphicidal activities against pea aphid Acyrthosiphon pisum Harris.

机构信息

State Key Laboratory of Crop Stress Biology for Arid Areas, College of Forestry, Northwest A&F University, Yangling, PR China.

College of Plant Protection, Northwest A&F University, Yangling, PR China.

出版信息

Pest Manag Sci. 2023 Jan;79(1):55-67. doi: 10.1002/ps.7172. Epub 2022 Sep 26.

Abstract

BACKGROUND

Acyrthosiphon pisum Harris is the most destructive pest worldwide because of its ability to feed on plants directly and transmit plant viruses as a vector. This study aims to identify triterpenoid saponins from Oxytropis hirta Bunge as biopesticides to control aphids.

RESULTS

Three new azukisapogenol triterpenoid saponins (1-3), a new pinoresinol lignan glycoside (8), and four known saponins (4-7) were identified from the root of O. hirta. Compounds 4-7 displayed significant aphicidal activities against A. pisum with oral toxicities (LC  = 51.10-147.43 μg/mL, 72 h), deterrent effects (deterrence index = 1.00, 100-200 μg/mL, 24 h), and aphid reproduction inhibitory effects (inhibition rates = 75.91-86.73%, 400 μg/mL, 24 h), respectively. The carboxyl groups at C-3 GlcA and C-30 were functional groups for their aphicidal activities. The toxic symptoms caused by the optimal 5 involved insect body-color changes from light green to dark or gray-green, and then brown until death. The intestinal cavity, apical microvilli, nuclei, mitochondria, and electron dense granules in the midgut tissues of A. pisum were the target sites showing aphicidal activity. The suppression of pepsin and α-amylase, and the activation of lipase and trypsin could be the signs of organelle damage in the midgut tissues.

CONCLUSION

Azukisapogenol triterpenoid saponins from O. hirta could be used as biopesticides to control aphids for their multiple efficacies, including oral toxicity, deterrent activity, and reproduction inhibitory activity. The toxic symptoms involved insect body-color changes. Midgut tissues and their related enzymes were the targets for saponins showing aphicidal activities. © 2022 Society of Chemical Industry.

摘要

背景

豌豆蚜是世界上最具破坏性的害虫,因为它能够直接取食植物,并作为载体传播植物病毒。本研究旨在从黄花棘豆中鉴定出三萜皂苷作为生物农药来防治蚜虫。

结果

从黄花棘豆根部分离得到三种新的羽扇豆醇三萜皂苷(1-3)、一种新的松脂醇木脂素糖苷(8)和四种已知的皂苷(4-7)。化合物 4-7 对豌豆蚜具有显著的杀虫活性,口服毒性(LC 50=51.10-147.43μg/mL,72 h)、驱避作用(驱避指数=1.00,100-200μg/mL,24 h)和蚜虫繁殖抑制作用(抑制率=75.91-86.73%,400μg/mL,24 h)。C-3 GlcA 和 C-30 上的羧基是其杀虫活性的功能基团。最优 5 种化合物引起的蚜虫毒理学症状为体色由浅绿变为深绿或灰绿,然后变为棕色,直至死亡。豌豆蚜的肠道腔、顶端微绒毛、细胞核、线粒体和中肠组织中的电子致密颗粒是表现杀虫活性的靶标。中肠组织中胃蛋白酶和α-淀粉酶的抑制以及脂肪酶和胰蛋白酶的激活可能是细胞器损伤的标志。

结论

黄花棘豆中的羽扇豆醇三萜皂苷可作为生物农药防治蚜虫,具有口服毒性、驱避活性和繁殖抑制活性等多种功效。毒理学症状涉及昆虫体色变化。中肠组织及其相关酶是皂苷表现杀虫活性的靶标。© 2022 化学学会。

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