Insect antifeedants from tropical plants II: structure of zumsin.

Basic Information

ID: ALA3045030

Journal: J Agric Food Chem

Title: Insect antifeedants from tropical plants II: structure of zumsin.

Authors: Nihei K, Hanke FJ, Asaka Y, Matsumoto T, Kubo I.

Abstract: A novel A-seco limonoid was isolated from methanolic extract of Croton jatrophoides and designated as zumsin. This compound showed potent antifeedant activity against two lepidopteran larvae, pink bollworm, Pectinophora gossypiella (PC(50) = 1 microg/cm(2), PC(95) = 8 microg/cm(2)), and fall armyworm, Spodoptera frugiperda (PC(50) = 2 microg/cm(2), PC(95) = 16 microg/cm(2)). The structure of zumsin was determined as 1 using a variety of spectroscopic methods including nuclear magnetic resonance, mass spectrometry, and circular dichroism. The structure consists of an A'-B trans-fused ring while dumsin (2), a constituent of the same source, maintains an A'-B cis-fused ring, and suggests two unique biosynthetic processes after A ring oxidative expansion.

CiteXplore: 12188606

DOI: 10.1021/jf020245q

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