4.7 Article

Feeding deterrence and contact toxicity of Stemona alkaloids -: A source of potent natural insecticides

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 50, Issue 22, Pages 6383-6388

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jf0205615

Keywords

pyrrolo[1,2-a]azepine alkaloids; didehydrostemofoline; stemofoline; 2 '-hydroxystemofoline; tuberostemonine; Sternonaceae; Stemona collinsae; Stemona tuberosa; insecticidal activity; antifeedant; repellent; contact toxicity; Spodoptera littoralis

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On the basis of chronic feeding bioassays with neonate larvae of Spodoptera littoralis reared on an artificial diet, the methanolic leaf and root extracts from Stemona collinsae displayed very high insect toxicity compared to those of two Aglaia species, a commercial Pyrethrum extract, and azadirachtin, whereas S. tuberosa extracts demonstrated low activity in roots and no activity in leaves. Beyond that, in leaf disk choice tests against fifth instar larvae, S. collinsae showed strong antifeedant activity, whereas S. tuberosa was characterized by remarkable repellency. The anti-insect properties of both species were based on pyrrolo[1,2-a]azepine alkaloids, from which didehydrosternofoline (asparagamine A) was the major compound of the roots of S. collinsae, exhibiting the highest toxicity in feeding assays. Saturation and hydroxylation of the side chain in the co-occurring stemofoline and 2'-hydroxystemofoline, respectively, led to an increasing loss of activity. Contact toxicity tests with stemofoline and didehydrosternofoline exhibited even higher activities than those of Pyrethrum extract. Tuberostemonine was the dominating alkaloid in the roots of S. tuberosa, showing outstanding repellency but no toxic effects.

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