ISSN:
0170-2041
Keywords:
1,10-Dihydroxyginkgolide
;
7-Deoxyginkgolide M
;
3-Deoxyginkgolide B
;
1,7,10-Trihydroxyginkgolide
;
Ginkgolide M
;
14-Epiginkgolide
;
Ginkgo biloba L.
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Chemistry of the Ginkgolides, VI. - Preparation of 1,10-Dihydroxy- and 1,7,10-Trihydroxyginkgolide from 1,3,7,10-Tetrahydroxyginkgolide1,3,7,10-Tetrahydroxyginkgolide (“ginkgolide C”, 1) which can be isolated in large quantities from the terpene fraction of Ginkgo leaves, can be converted into 1-(tert-butyldiphenylsilyloxy)-3,7,10-trihydroxyginkgolide (2) in 95% yield. 2 was converted via straightforward reactions into 1,7,10-trihydroxyginkgolide (“ginkgolide M”, 9) and into the until now unknown 1,10-dihydroxyginkgolide (15). 15 can also be obtained from 1,3,10-trihydroxyginkgolide (“ginkgolide B”, 10). The intermediate products 14-epiginkgolides 8 and 14 were epimerized to the ginkgolides with natural configuration at C-14 by reaction with 4-(dimethylamino)pyridine in acetonitrile. The title compounds are of interest for their possible activity as antagonists of the platelet activating factor (PAF).
Additional Material:
6 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1993199301162
