Oxidative lactonization of oleanane and ursane acids by treating with ozone

被引：5

作者：

Husnutdinova, E. F. ^{[1
]}

Lobov, A. N. ^{[1
]}

Kukovinets, O. S. ^{[1
]}

Kataev, V. E. ^{[2
]}

Kazakova, O. B. ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Russia

[2] Russian Acad Sci, Arbusov Inst Organ & Phys Chem, Kazan Sci Ctr, Kazan, Tatarstan, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 51卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

OLEANOLIC ACID; URSOLIC ACID; BIOLOGICAL EVALUATION; RECEPTOR ANTAGONIST; DERIVATIVES; EFFICIENT; TRITERPENOIDS; OZONOLYSIS; ENDOTHELIN; PREVENTION;

D O I：

10.1134/S1070428015020219

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Features of process of oxidative lactonization of 3-oxooleanolic and 3-oxoursolic acids under treatment with ozone were established. The similarity of the processes consists in generation of 3-oxooleanolic or 3-oxoursolic 13 beta,28-lactones with 12-oxo or 12-hydroxy group. In the case of ursane derivative the generation exclusively of compounds with beta-oriented 12-hydroxy group was observed, in the case of oleanane lactones prevailingly compounds with alpha-oriented 12-hydroxy group were obtained. The processes differ by the generation of the product of allylic oxidation, 3,11-dioxoursolic acid, or the isolation of the product of the lactone cycle opening with participation of the solvent, 3,12-dioxoolean-28-olic acid.

引用

页码：261 / 268

页数：8

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