Structural investigation of resin glycosides from Ipomoea lonchophylla

被引:25
作者
MacLeod, JK [1 ]
Ward, A [1 ]
Oelrichs, PB [1 ]
机构
[1] NATL RES CTR ENVIRONM TOXICOL,BRISBANE,QLD 4108,AUSTRALIA
来源
JOURNAL OF NATURAL PRODUCTS | 1997年 / 60卷 / 05期
关键词
D O I
10.1021/np960693q
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A fraction from Ipomoea lonchophylla, which was toxic to mice, contained an inseparable mixture of resin glycosides with differing numbers of C-5 ester groups on the hexasaccharide chain. After alkaline hydrolysis of the esters, the structure of the major component (1) was elucidated using high-field NMR spectroscopy, mass spectrometry, chemical studies, and comparison with known resin glycosides. Compound 1 was identified as 3,11-dihydroxytetradecanoic acid 11-O-beta-quinovopyranosyl-(1-->2)-beta-glucopyranosyl-(1-->3)-[alpha-rhamnopyranosyl-(1-->4)]-quinovopyranosyl-(1-->2)-beta-glucopyranosyl-(1-->2)-beta-fucopyranoside.
引用
收藏
页码:467 / 471
页数:5
相关论文
共 22 条
[11]  
NODA N, 1988, CHEM PHARM BULL, V36, P920
[12]   RESIN GLYCOSIDES .12. SCAMMONIN-VII AND SCAMMONIN-VIII, 2 RESIN GLYCOSIDES FROM CONVOLVULUS-SCAMMONIA [J].
NODA, N ;
KOGETSU, H ;
KAWASAKI, T ;
MIYAHARA, K .
PHYTOCHEMISTRY, 1992, 31 (08) :2761-2766
[13]  
OELRICHS PB, 1977, LLOYDIA, V40, P209
[14]  
ONO M, 1990, CHEM PHARM BULL, V38, P1892, DOI 10.1248/cpb.38.1892
[15]  
ONO M, 1990, CHEM PHARM BULL, V38, P2650, DOI 10.1248/cpb.38.2650
[16]  
ONO M, 1993, CHEM PHARM BULL, V41, P1925, DOI 10.1248/cpb.41.1925
[17]  
ONO M, 1993, CHEM PHARM BULL, V41, P1023, DOI 10.1248/cpb.41.1023
[18]  
ONO M, 1989, CHEM PHARM BULL, V37, P3209, DOI 10.1248/cpb.37.3209
[19]   TRICOLORIN-A, MAJOR PHYTOGROWTH INHIBITOR FROM IPOMOEA-TRICOLOR [J].
PEREDAMIRANDA, R ;
MATA, R ;
ANAYA, AL ;
WICKRAMARATNE, DBM ;
PEZZUTO, JM ;
KINGHORN, AD .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (04) :571-582
[20]   STRUCTURE OF PESCAPROSIDE-E, A FATTY-ACID GLYCOSIDE FROM IPOMOEA-PESCAPRAE [J].
SRIVASTAVA, R ;
SACHDEV, K ;
MADHUSUDANAN, KP ;
KULSHRESHTHA, DK .
CARBOHYDRATE RESEARCH, 1991, 212 :169-176