Active Principles of the Euphorbiaceae. VII. Milliamines H and I, Peptide Esters of 20-Deoxy-5ζ-Hydroxyphorbol fromEuphorbia milii

Planta Medica
1984.0

Abstract

Two diesters of the new diterpene alcohol 20-deoxy-5-hydroxyphorbol, milliamines H and I, have been isolated from Euphorbia milii. Both carry an acetate group in position 13. In position 12, milliamine H contains a 2-[2-(methylamino)benzoyl]aminobenzoyl dipeptide moiety and milliamine I a 2-(2-hydroxybenzoyl)aminobenzoyl moiety. They exhibit weak (H) or virtually no (I) irritant activities. From rhizomes of Hemsleya macrosperma, three new saponins of oleanolic acid named hemsiosides-Mal, -Ma2 and -Ma3 were isolated along with dihydrocucurbitacin F, its 25-O-acetate and 3-glucosyl oleanolate and their structures were elucidated. From rhizomes of H. chinensis, dihydrocucurbitacin F, its 25-O-acetate, 3-glucosyl oleanolate, hemsiosides-Mal and -Ma3 and chikusetsusaponin-IVa (a saponin from Panax japonicus and other Panax spp.) were also isolated. The close structural relationship of saponins of these plants to those of Panax japonicus (Araliaceae) is noted.

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