STEROIDAL SAPONINS FROM THE RHIZOMES OF SMILAX-SIEBOLDII

被引:45
作者
KUBO, S
MIMAKI, Y
SASHIDA, Y
NIKAIDO, T
OHMOTO, T
机构
[1] TOKYO COLL PHARM,1432-1 HORINOUCHI,HACHIOJI,TOKYO 19203,JAPAN
[2] TOHO UNIV,FAC PHARMACEUT SCI,FUNABASHI,CHIBA 274,JAPAN
关键词
SMILAX-SIEBOLDII; LILIACEAE; STEROIDAL SAPONINS; SPIROSTANOL GLYCOSIDES; FUROSTANOL GLYCOSIDES; LAXOGENIN GLYCOSIDES; TIGOGENIN GLYCOSIDE; CAMP PHOSPHODIESTERASE; INHIBITORY ACTIVITY;
D O I
10.1016/0031-9422(92)83296-B
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
Six new steroidal saponins were isolated from the rhizomes of Smilax sieboldii. Their structures were determined by spectroscopic analysis and hydrolysis to be 3-beta-hydroxy-(25R)-5-alpha-spirostan-6-one (laxogenin) 3-O-beta-D-glucopyranosyl-(1 --> 4)-O-[alpha-L-arabinopyranosyl-(1 --> 6)]-beta-D-glucopyranoside, laxogenin 3-0-alpha-L-arabinopyranosyl-(1 --> 6)-beta-D-glucopyranoside, 3-beta,27-dihydroxy-(25S)-5-alpha-spirostan-6-one 3-0-beta-D-glucopyranosyl-(1 --> 4)-O-[alpha-L-ara-binopyranosyl-(1 --> 6)]-beta-D-glucopyranoside, 26-O-beta-D-glucopyranosyl-3-beta,22-xi,26-trihydroxy-(25R)-5-alpha-furostan-6-one 3-0-alpha-L-arabinopyranosyl-(1 --> 6)-beta-D-glucopyranoside, 26-0-beta-D-glucopyranosyl-3-beta,22-xi,26-trihydroxy-(25R)-5-alpha-furostan-6-one 3-0-beta-D-glucopyranosyl-(1 --> 4)-O-[alpha-L-arabinopyranosyl-(l --> 6)]-beta-D-glucopyranoside and (25R)-5-alpha-spirostan-3-beta-ol (tigogenin) 3-0-beta-D-gluCopyranosyl-(l --> 4)-O-[alpha-L-arabinopyranosyl-(l --> 6)]-beta-D-glucopyranoside. The inhibition of cAMP phosphodiesterase by the saponins was evaluated.
引用
收藏
页码:2445 / 2450
页数:6
相关论文
共 17 条
[1]   C-13 NMR SPECTRAL INVESTIGATIONS .10. C-13 NMR-SPECTROSCOPY OF STEROIDAL SAPOGENINS AND STEROIDAL SAPONINS [J].
AGRAWAL, PK ;
JAIN, DC ;
GUPTA, RK ;
THAKUR, RS .
PHYTOCHEMISTRY, 1985, 24 (11) :2479-2496
[2]   CATALOG OF INFRARED ABSORPTION SPECTRA OF STEROIDAL SAPOGENIN ACETATES [J].
EDDY, CR ;
WALL, ME ;
SCOTT, MK .
ANALYTICAL CHEMISTRY, 1953, 25 (02) :266-271
[3]  
HOTTA M, 1989, USEFUL PLANTS WORLD, P989
[4]   STUDIES IN STEROID METABOLISM .17. THE INFRARED ABSORPTION SPECTRA OF THE STEROID SAPOGENINS [J].
JONES, RN ;
KATZENELLENBOGEN, E ;
DOBRINER, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (01) :158-166
[5]   STEROID SAPONINS [J].
MAHATO, SB ;
GANGULY, AN ;
SAHU, NP .
PHYTOCHEMISTRY, 1982, 21 (05) :959-978
[6]  
MATSUURA H, 1989, CHEM PHARM BULL, V37, P1390, DOI 10.1248/cpb.37.1390
[7]  
NIKAIDO T, 1981, CHEM PHARM BULL, V29, P3586
[8]   INHIBITORS OF CYCLIC-AMP PHOSPHODIESTERASE IN MEDICINAL-PLANTS [J].
NIKAIDO, T ;
OHMOTO, T ;
NOGUCHI, H ;
KINOSHITA, T ;
SAITOH, H ;
SANKAWA, U .
PLANTA MEDICA, 1981, 43 (01) :18-23
[9]   STEROIDAL SAPONINS FROM SMILAX-RIPARIA AND S-CHINA [J].
SASHIDA, Y ;
KUBO, S ;
MIMAKI, Y ;
NIKAIDO, T ;
OHMOTO, T .
PHYTOCHEMISTRY, 1992, 31 (07) :2439-2443
[10]   DETECTION AND ESTIMATION OF STEROIDAL SAPOGENINS IN PLANT TISSUE [J].
WALL, ME ;
EDDY, CR ;
MCCLENNAN, ML ;
KLUMPP, ME .
ANALYTICAL CHEMISTRY, 1952, 24 (08) :1337-1341