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A new 6a-hydroxypterocarpan with insect antifeedant and antifungal properties from the roots of Tephrosia hildebrandtii vatke

Published online by Cambridge University Press:  19 September 2011

W. Lwande ,
A. Hassanali ,
P. W. Njoroge ,
M. D. Bentley ,
F. Delle Monache  and
J. I. Jondiko
W. Lwande
Affiliation:
The International Centre of Insect Physiology and Ecology (ICIPE), P.O. Box 30772, Nairobi, Kenya
A. Hassanali
Affiliation:
The International Centre of Insect Physiology and Ecology (ICIPE), P.O. Box 30772, Nairobi, Kenya
P. W. Njoroge
Affiliation:
The International Centre of Insect Physiology and Ecology (ICIPE), P.O. Box 30772, Nairobi, Kenya
M. D. Bentley
Affiliation:
The International Centre of Insect Physiology and Ecology (ICIPE), P.O. Box 30772, Nairobi, Kenya
F. Delle Monache
Affiliation:
The International Centre of Insect Physiology and Ecology (ICIPE), P.O. Box 30772, Nairobi, Kenya
J. I. Jondiko
Affiliation:
The International Centre of Insect Physiology and Ecology (ICIPE), P.O. Box 30772, Nairobi, Kenya
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Abstract

A new 6a-hydroxylated pterocarpan, named hildecarpin, has been isolated from the healthy roots of Tephrosia hildebrandtii. It has been assigned the structure (−)-3, 6a-dihydroxy-2-methoxy-8, 9-methylenedioxypterocarpan on the basis of its spectroscopie data, optical rotation and chemical transformations. Hildecarpin has exhibited insect antifeedant activity against the legume pod-borer Maruca testulalis, an important pest of the cowpea (Vigna unguiculata), and antifungal activity against Cladosporium cucumerinum. This finding suggests that the pterocarpan phytoalexins formed as a result of microbial infection of the cowpea plant may constitute a basis for induced resistance in the plant against M. testulalis.

Résumé

Un nouveau 6a-hydroxylpterocarpan nommé hildecarpin, a été isolé des racines du Tephrosia hildebrandtii. On lui a donné la structure (−)-3, 6a-dihydroxy-2-methoxy-8, 9-methylenedioxypterocarpan en se basant sur ses valeurs spectroscopiques, sa rotation optique, et ses transformations chimiques. Hildecarpin a montre une activité antiparasitaire contre le rongeur de gousse de legume Maruca testulalis un important insecte nuisible au petit pois (cowpea) Vigna unguiculata, et une activité antimycosique contre Cladosporium cocumerinum. Cette découverte suggère que les phytoalexins du pterocarpan formés à la suite d'une infection microbienne de la plante de petit pois (cowpea) pourrait constituer une base de resistance induite dans la plante contre M. testulalis.

Keywords

Tephrosia hildebrandtiiLeguminosaepterocarpanhildecarpinflavonoidisoflavonoidantifeedantantifungalMaruca testulaliscowpeaVigna unguiculataVigna speciesrootsTephrosia hildebrandtiiLeguminosaepterocarpanhildecarpanflavonoidisoflavonoid antiparasitaireantimycosiqueMaruca testulaliscowpeaVigna unguiculataVigna racines
Type
Research Articles
Information
International Journal of Tropical Insect Science , Volume 6 , Issue 4 , August 1985 , pp. 537 - 541
Copyright
Copyright © ICIPE 1985

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