ISOLATION AND RELAY SYNTHESIS OF 11-ALPHA-HYDROPEROXY DIACETYL HEDERAGENIN, A NOVEL TRITERPENOID DERIVATIVE FROM SERJANIA-TRIQUETRA (SAPINDACEAE) - BIOGENETIC IMPLICATIONS

被引：18

作者：

CHAVEZ, MI ^{[1
]}

DELGADO, G ^{[1
]}

机构：

[1] UNIV NACL AUTONOMA MEXICO, INST QUIM, CIRCUITO EXTERIOR, COYOACAN 04510, DF, MEXICO

来源：

TETRAHEDRON | 1994年 / 50卷 / 13期

关键词：

SERJANIA-TRIQUETRA; SAPINDACEAE; MEDICINAL PLANT; SAPOGENINS; 11-ALPHA-HYDROPEROXY-DIACETYL HEDERAGENIN; BETA-AMYRIN DERIVATIVES; BIOGENETIC INTERMEDIATE; CHEMICAL INTERMEDIATE; PENTACYCLIC TRITERPENES; BIOGENESIS; RELAY SYNTHESIS;

D O I：

10.1016/S0040-4020(01)89663-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stigmasterol, oleanolic acid, morolic acid, hederagenin, and 11alpha-hydroperoxy-hederagenin were isolated and characterized as the sapogenins present in the aerial parts of the medicinal plant Serjania triquetra (Sapindaceae). The structure of the novel triterpenoid derivative, 11alpha-hydroperoxy-diacetyl hederagenin, considered as a key biogenctic and chemical intermediate, was confirmed by relay synthesis from diacetyl hederagenin, via bromo-lactonization, dehydrobromination, and oxidation with H2O2. Biogenetic relationships are briefly described.

引用

页码：3869 / 3878

页数：10

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