A cyanoallyl glucoside from Alliaria petiolata, as a feeding deterrent for larvae of Pieris napi oleracea

Meena Haribal, Zhicai Yang, Athula B. Attygalle, J. Alan A. Renwick, Jerrold Meinwald

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

Alliarinoside, a feeding inhibitor against early instar larvae of Pieris napi oleracea, was isolated from the foliage of Alliaria petiolata and characterized as (2Z)-4-(β-D-glucopyranosyloxy)-2-butenenitrile (1) by spectroscopic methods. The structural assignment was confirmed by synthesis of peracetylated alliarinoside (2) and its 2E isomer (3). A sample of synthetic 1 was isolated by preparative HPLC from the hydrolysis of the 2Z acetate. Feeding inhibition assays showed comparable activity for the synthetic and natural glycosides.

Original languageEnglish
Pages (from-to)440-443
Number of pages4
JournalJournal of Natural Products
Volume64
Issue number4
DOIs
StatePublished - Apr 2001

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