Synthesis of glycosides of lupane-type triterpene acids

被引：26

作者：

Samoshina, NF ^{[1
]}

Denisenko, MV ^{[1
]}

Denisenko, VA ^{[1
]}

Uvarova, NI ^{[1
]}

机构：

[1] Russian Acad Sci, Pacific Inst Bioorgan Chem, Far E Div, Vladivostok 690022, Russia

来源：

CHEMISTRY OF NATURAL COMPOUNDS | 2003年 / 39卷 / 06期

基金：

俄罗斯基础研究基金会;

关键词：

betulin; betuinic acid; ulucosides; PMR and C-13 NMR;

D O I：

10.1023/B:CONC.0000018113.79735.34

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A preparative synthesis of glucosides of the lupane-type triterpene acids betulinic, dihydrobetulinic, betulonic, dihydrobetulonic. and 3,20-dioxo-30-norlupan-28-oic was proposed. Glycosylation of 3-hydroxyacids by alpha-acetohronioglucose (ABG) with Ag2O was performed in pyridine (Py) to form glycosides at C-28, repeated glycosylation of which by these same reagents but in CH2Cl2 generated a glycoside bond at C-3 to form bisglucosides 28- Glucosides of ketoacids were formed in high yields in both Py and CH2Cl2.

引用

页码：575 / 582

页数：8

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