693259-79-9

Upstream product

• 98-88-4 benzoyl chloride 
• 693259-76-6 10-(4-methoxy-benzyloxy)-ginkgolide C 
• 15291-76-6 1,3,7,10-Tetrahydroxyginkgolid 

Relevant academic research and scientific papers

SYNTHESIS OF DERIVATIVES OF GINKGOLIDE C

The subject invention provides ginkgolide C derivatives compounds having the structure: wherein R is H or -A-Ar, where A is an alkyl group; and Ar is an aryl group, which may contain heteroatoms and may be unsubstituted or substituted by one to five substituents each selected from the group consisting of hydrogen, alkoxy, -CH2CO2R, and - CH2CONRR; where R is an alkyl group; and R and R are each, independently, hydrogen or a branched or unbranched alkyl group; wherein R is H or -COR, where R is alkyl, aryl or amino; wherein R is present or absent, and when present is H, COR or -CO-Z-R; where R is alkyl, aryl or amino; andZ is oxygen; wherein R is present or absent, and when present is -COR; where R is alkyl or aryl; wherein only one of R or R is present in the compound; wherein only two of R, R, R and R are H; and wherein each of a and b designates a single covalent bond which is present or absent, where bond a is present when R is absent and bond b is present when R is absent; or an optically pure enantiomer of the compound. Additionally, the subject invention provides methods of inhibiting the activity of a glycine receptor using these compounds.

Ginkgolides and Glycine Receptors: A Structure-Activity Relationship Study

Ginkgolides from the Ginkgo biloba tree are diterpenes with a cage structure consisting of six five-membered rings and a unique tBu group. They exert a variety of biological properties. In addition to being antagonists of the platelet activating factor receptor (PAFR), it has recently been shown that native ginkgolides are potent and selective antagonists of the inhibitory glycine receptor. Forty new ginkgolide derivatives have been prepared in good to high yields on milligram scales and investigated for their antagonistic properties at homomeric α1 glycine receptors, thus providing the first structure-activity relationship study of ginkgolides at glycine receptors. A high-throughput screening assay showed that native ginkgolide C was the most potent ligand, and that manipulation of any of the hydroxyl groups led to loss of activity at α1 glycine receptors.