Structure of a novel phytoecdysteroid, vitexirone, and efficient isolation of phytoecdysteroids from Vitex fisherii

A novel phytoecdysteroid, vitexirone, has been isolated from a MeOH extract of the root bark of the East African medicinal plant Vitx fisherii by recycling high-performance liquid chromatography on a semipreparative scale. In addition, three known phytoecdysteroids, 20-hydroxyecdysone, ajugasterone...

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Bibliographic Details
Published in:Journal of chemical ecology 1990-08, Vol.16 (8), p.2581-2588
Main Authors: Kubo, I. (University of California, Berkeley, CA), Asaka, Y, Stout, M.J, Nakatsu, T
Format: Article
Language:English
Subjects:
Agronomy. Soil science and plant productions
Biological and medical sciences
CHIMIE
DOSAGE BIOLOGIQUE
ENSAYO BIOLOGICO
EXTRACTOS VEGETALES
EXTRAIT D'ORIGINE VEGETALE
Fundamental and applied biological sciences. Psychology
Genetics and breeding of economic plants
HORMONAS DE LA MUDA
HORMONE DE MUE
Invertebrates
PECTINOPHORA GOSSYPIELLA
Pest animals
Pest resistance
QUIMICA
RACINE
RAICES
Varietal selection. Specialized plant breeding, plant breeding aims
VITEX
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Summary:A novel phytoecdysteroid, vitexirone, has been isolated from a MeOH extract of the root bark of the East African medicinal plant Vitx fisherii by recycling high-performance liquid chromatography on a semipreparative scale. In addition, three known phytoecdysteroids, 20-hydroxyecdysone, ajugasterone C, and turkesterone, also were isolated. The structure of vitexirone has been established spectroscopically. The position and stereochemistry of the 11-alpha-hydroxy group of ajugasterone C and vitexirone were confirmed by the 1H-1H homonuclear COSY NMR data. These phytoecdysteroids disrupt the molting process of the pink bollworm Pectinophora gossypiella
ISSN:0098-0331
1573-1561
DOI:10.1007/BF01017480