59 トウダイグサ科植物Aleurites fordiiおよびEuphorbia cotinifoliaの生物活性diterpene esters

概要

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Eight diterpene esters were isolated from two species of plants in the family Euphorbiaceae. There were two piscicidal and two related compounds from A. fordii and four piscicidal compounds from E. cotinifolia. On the basis of chemical and spectral evidences, the compounds from A. fordii were 16-hydroxy-phorbol- and related-esters as shown by 1, 2, 3 and 4, and those from E. cotinifolia were ingenol-esters shown to be 7, 8, 9 and 10. In addition to the piscicidal activity, inhibitory activity of the compounds on embryo cell division of sea urchin and ornithine decarboxylase inducing activity on mouse skin were examined. Common structural factors, required to show activity in all of the biological assays, were pointed out. Acyl moieties and 4β-hydroxy (or 4β-hydrogen) were essential to the activity of 16-hydroxyphorbol-esters. For the activity of ingenol-esters, the presence of an acyl group on the oxygen at C-3 and the free hydroxy group at C-5 are important. Furthermore active esters caused abnormal morphological change of unfertilized embryos of sea urchin. They stimulated the incorporation of ^3H-leucine into the protein fraction.
天然有機化合物討論会の論文
1980-09-10