Ginkgolides: selective acetylations, translactonization, and biological evaluation.
Protocols for selective acetylation of the hydroxyl groups of ginkgolide C have been developed. These acetylations have given rise to various ginkgolide C acetates and iso-ginkgolide C acetates, the latter having a rearranged skeleton resulting from translactonization. These acetyl derivatives, as well as ginkgolides A and B acetates have been investigated for their ability to bind to a cloned platelet-activating factor (PAF) receptor.
Jaracz
Stanislav
S
Department of Chemistry, Columbia University, 3000 Broadway, New York, New York 10027, USA.
Strømgaard
Kristian
K
Nakanishi
Koji
K
D000085:Acetates / Q000737:chemistry / Q000494:pharmacology; D001667:Binding, Competitive; D002384:Catalysis; D004224:Diterpenes; D020441:Ginkgo biloba / Q000737:chemistry*; D046934:Ginkgolides; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology; D008024:Ligands; D019920:Photoaffinity Labels / Q000737:chemistry* / Q000494:pharmacology; D010972:Platelet Activating Factor / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship
D000085:Acetates; D004224:Diterpenes; D046934:Ginkgolides; D007783:Lactones; D008024:Ligands; D019920:Photoaffinity Labels; D010972:Platelet Activating Factor; C469722:ginkgolide M; C058295:ginkgolide C; C045856:ginkgolide B; C075228:ginkgolide J