STRUCTURE REVISION AND INTERNAL ACYL MIGRATION OF GYMNEMARSGENIN

被引：9

作者：

QIU, SX

LIN, LZ

NAN, Y

LIN, P

CHEN, JJ

ZHANG, ZX

ZHOU, J

CORDELL, GA

机构：

[1] UNIV ILLINOIS,COLL PHARM,DEPT MED CHEM & PHARMACOGNOSY,PROGRAM COLLABORAT RES PHARMACEUT SCI,CHICAGO,IL 60612

[2] NADUS INC,CHICAGO,IL 60612

[3] ACAD SINICA,KUNMING INST BOT,KUNMING 650204,PEOPLES R CHINA

来源：

PHYTOCHEMISTRY | 1995年 / 40卷 / 03期

关键词：

GYMNEMA YUNNANENSE; MARSDENIA GLOBIFERA; PREGNANE STEROID; NMR ASSIGNMENTS; STRUCTURE REVISION; GYMNEMARSGENIN;

D O I：

10.1016/0031-9422(95)00364-D

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Reinvestigation of the NMR spectra of gymnemarsgenin by the selective INEPT and various two-dimensional NMR techniques (DQF-COSY, ROESY, HETCOR) led to the structural revision of gymnemarsgenin as 12 beta-O-cinnamoyl-20-O-benzoyl sarcostin. The H-1 and C-13 NMR spectra were completely assigned. It is apparent that the 12-cinnamoyl group migrated to C-20 under the mild alkaline conditions rendered for partial saponification.

引用

页码：917 / 921

页数：5

共 8 条

[1] STRUCTURAL REVISION OF PREGNANE ESTER GLYCOSIDES FROM CONDURANGO CORTEX AND NEW COMPOUNDS
BERGER, S
JUNIOR, P
KOPANSKI, L
[J]. PHYTOCHEMISTRY, 1988, 27 (05) : 1451 - 1458
[2] CHEN JJ, 1989, ACTA BOT YUNNAN, V11, P936
[3] HAYASHI K, 1972, CHEM PHARM BULL, V20, P2065
[4] HAYASHI K, 1972, CHEM PHARM BULL, V20, P2289
[5] SPECTRAL ASSIGNMENT OF 2''-O-BETA-D-GLUCOPYRANOSYLSAIKOSAPONIN-B2 BY 2-DIMENSIONAL NMR TECHNIQUES
LIN, LZ
LIN, LJ
CORDELL, GA
LUO, SQ
JIANG, HF
[J]. MAGNETIC RESONANCE IN CHEMISTRY, 1992, 30 (11) : 1097 - 1103
[6] ASSIGNMENT OF THE H-1 AND C-13 NMR-SPECTRA OF THE C-21 STEROIDS 12-BETA-O-ACETYLTENACIGENIN-A AND TENACIGENIN-A BY 2-DIMENSIONAL NMR TECHNIQUES AND COMPUTER MODELING
LUO, SQ
LIN, LZ
CORDELL, GA
XUE, LA
JOHNSON, ME
[J]. MAGNETIC RESONANCE IN CHEMISTRY, 1993, 31 (03) : 215 - 221
[7] QIU S-X, 1990, Acta Botanica Sinica, V32, P936
[8] SETO H, 1976, CHEM PHARM BULL, V24, P443

← 1 →