Synthesis of glycosylcurcuminoids

被引:49
作者
Mohri, K
Watanabe, Y
Yoshida, Y
Satoh, M
Isobe, K
Sugimoto, N
Tsuda, Y
机构
[1] Showa Pharmaceut Univ, Tokyo 1948543, Japan
[2] Natl Inst Hlth Sci, Setagaya Ku, Tokyo 1588501, Japan
[3] Univ Karachi, HEJ Res Inst Chem, Karachi 75270, Pakistan
关键词
glycosylcurcuminoid; diglucosylcurcumin; monoglucosylcurcumin; digalactosylcurcumin; monogalactosylcurcumin;
D O I
10.1248/cpb.51.1268
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Condensation of glycosylated arylaldehyde with acetylacetone-B2O3 Complex gave a corresponding diglycosylcurcuminoid, and a similar reaction using a mixture of arylaldehyde and glycosylarylaldehyde gave an unsymmetrical monoglycosylcurcuminoid, both as boron-complexes. The boron was removed from the complexes by heating in methanol, thus achieving the synthesis of di- and mono-glycosylcurcuminoids.
引用
收藏
页码:1268 / 1272
页数:5
相关论文
共 18 条
[1]   Hypolipidemic action of curcumin, the active principle of turmeric (Curcuma longa) in streptozotocin induced diabetic rats [J].
Babu, PS ;
Srinivasan, K .
MOLECULAR AND CELLULAR BIOCHEMISTRY, 1997, 166 (1-2) :169-175
[2]  
Gurudutt KN, 1996, CARBOHYD RES, V285, P159, DOI 10.1016/0008-6215(96)00011-0
[3]  
HERGENHAHN M, 2001, Patent No. 2337
[4]   METABOLISM AND EXCRETION OF CURCUMIN (1,7-BIS-(4-HYDROXY-3-METHOXYPHENYL)-1,6-HEPTADIENE-3,5-DIONE) IN THE RAT [J].
HOLDER, GM ;
PLUMMER, JL ;
RYAN, AJ .
XENOBIOTICA, 1978, 8 (12) :761-768
[5]   Solid-liquid phase transfer catalyzed novel glycosylation reaction of phenols [J].
Hongu, M ;
Saito, K ;
Tsujihara, K .
SYNTHETIC COMMUNICATIONS, 1999, 29 (16) :2775-2781
[6]  
HUANG MT, 1994, CANCER RES, V54, P5841
[7]  
KIUCHI F, 1993, CHEM PHARM BULL, V41, P1640, DOI 10.1248/cpb.41.1640
[8]  
KREGER R, 2000, Patent No. 99271387
[9]  
Lemieux R. U., 1963, METHODS CARBOHYDRATE, V2, P221
[10]  
PABON HJJ, 1964, RECL TRAV CHIM PAY B, V83, P379