Gamma-pyrone compounds. II: Synthesis and antiplatelet effects of tetraoxygenated xanthones.
Norathyriol and its analogues, 1,3,5,6-, 3,4,5,6-, 3,4,6,7- and 2,3,6,7-tetrahydroxyxanthone, were synthesized from benzophenone precursors by Friedel-Crafts acylation and subsequent base-catalyzed cyclization to eliminate methanol. Both 3,4,6,7- and 2,3,6,7-tetrahydroxyxanthone tetraacetate showed potent anti-platelet aggregation effects on arachidonic acid-induced platelet aggregation. 3,4,6,7-Tetrahydroxyxanthone tetraacetate and 1,3,5,6-tetrahydroxyxanthone showed potent and significant anti-platelet aggregation effects on collagen-induced platelet aggregation.
Lin
C N
CN
Natural Products Research Center, Kaohsiung Medical College, Taiwan, Republic of China.
Liou
S S
SS
Ko
F N
FN
Teng
C M
CM
D000244:Adenosine Diphosphate / Q000494:pharmacology; D000818:Animals; D016718:Arachidonic Acid / Q000494:pharmacology; D002478:Cells, Cultured; D003094:Collagen / Q000494:pharmacology; D010972:Platelet Activating Factor / Q000494:pharmacology; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011817:Rabbits; D013329:Structure-Activity Relationship; D014966:Xanthenes / Q000138:chemical synthesis* / Q000494:pharmacology
D010972:Platelet Activating Factor; D010975:Platelet Aggregation Inhibitors; D014966:Xanthenes; D016718:Arachidonic Acid; C069053:norathyriol; D000244:Adenosine Diphosphate; D003094:Collagen