Isolation of ginkgolides A, B, C, J and bilobalide from G-biloba extracts

被引:52
作者
Jaracz, S [1 ]
Malik, S [1 ]
Nakanishi, K [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
Ginkgo biloba; Ginkgoaceae; isolation; terpenes; ginkgolides; bilobalide;
D O I
10.1016/j.phytochem.2004.08.026
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
Ginkgolides A, B, C and J, together with bilobalide, are unique terpenoid components of the Ginkgo biloba tree. Due to similar chemical properties, their separation is quite tedious. We have developed an efficient and rapid protocol for separation of individual ginkgolides and bilobalide from G. biloba extracts. The procedure takes advantage of enhanced susceptibility of ginkgolides B and C to benzylation and the ease of separation of these products from ginkgolides A and J which do not react. The protocol is applicable to the previously reported enriched extracts prepared from G. biloba leaves. A single chromatographic step prior to benzylation provides bilobalide and mixture of ginkgolides A, B, C, and J. After benzylation, the individual ginkgolides are separated by chromatography. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2897 / 2902
页数:6
相关论文
共 38 条
[1]  
[Anonymous], GINKGO BILOBA
[2]  
BRAQUET P, 1987, Drugs of the Future, V12, P643
[3]   EVAPORATIVE LIGHT-SCATTERING AND THERMOSPRAY MASS-SPECTROMETRY - 2 ALTERNATIVE METHODS FOR DETECTION AND QUANTITATIVE LIQUID-CHROMATOGRAPHIC DETERMINATION OF GINKGOLIDES AND BILOBALIDE IN GINKGO-BILOBA LEAF EXTRACTS AND PHYTOPHARMACEUTICALS [J].
CAMPONOVO, FF ;
WOLFENDER, JL ;
MAILLARD, MP ;
POTTERAT, O ;
HOSTETTMANN, K .
PHYTOCHEMICAL ANALYSIS, 1995, 6 (03) :141-148
[4]   Neuroprotective effects of bilobalide, a component of the Ginkgo biloba extract (EGb 761), in gerbil global brain ischemia [J].
Chandrasekaran, K ;
Mehrabian, Z ;
Spinnewyn, B ;
Drieu, K ;
Fiskum, G .
BRAIN RESEARCH, 2001, 922 (02) :282-292
[5]   Supercritical-fluid extraction of bilobalide and ginkgolides from Ginkgo biloba leaves by use of a mixture of carbon dioxide, methanol, and water [J].
Choi, YH ;
Kim, J ;
Yoo, KP .
CHROMATOGRAPHIA, 2002, 56 (11-12) :753-757
[6]   INTRAMOLECULAR AND INTERMOLECULAR HYDROXYL REACTIVITY DIFFERENCES IN GINKGOLIDE-A, GINKGOLIDE-B GINKGOLIDE-C AND THEIR CHEMICAL APPLICATIONS [J].
COREY, EJ ;
RAO, KS ;
GHOSH, AK .
TETRAHEDRON LETTERS, 1992, 33 (46) :6955-6958
[7]  
DRIEU K, 2000, MED AROMATIC PLANTS, V12, P267
[8]   Alkyl and alkoxycarbonyl derivatives of ginkgolide B: Synthesis and biological evaluation of PAF inhibitory activity [J].
Hu, LH ;
Chen, ZL ;
Xie, YY ;
Jiang, YY ;
Zhen, HW .
BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (06) :1515-1521
[9]   Terpene trilactones from Ginkgo biloba are antagonists of cortical glycine and GABAA receptors [J].
Ivic, L ;
Sands, TTJ ;
Fishkin, N ;
Nakanishi, K ;
Kriegstein, AR ;
Stromgaard, K .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (49) :49279-49285
[10]   Protection of mitochondrial respiration activity by bilobalide [J].
Janssens, D ;
Remacle, J ;
Drieu, K ;
Michiels, C .
BIOCHEMICAL PHARMACOLOGY, 1999, 58 (01) :109-119