Synthesis of 1,7-bis(4-hydroxypenyl)-4-hydroxy-1,3-heptadiene-5-one, an antiplatelet diarylheptanoid from Alpinia blepharocalyx K. schum.
A general and staight forward total synthesis of 1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3-heptadiene-5-one (5) starting from 4-methoxycinnamic acid (6) via ethyl 5-(4-methoxyphenyl)-3-hydroxy-2.4-pentadienoate (14) was accomplished in 19% overall yield.
Venkateswarlu
S
S
Laila Impex R&D Centre, Jawahar Autonagar, Vijayawada, India.
Ramachandra
M S
MS
Rambabu
M
M
Subbaraju
G V
GV
D036381:Diarylheptanoids; D007659:Ketones / Q000138:chemical synthesis*; D019684:Magnoliopsida / Q000737:chemistry*; D008956:Models, Chemical; D010636:Phenols / Q000138:chemical synthesis*; D010936:Plant Extracts / Q000737:chemistry*; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis*
C110805:1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3-heptadien-5-one; D036381:Diarylheptanoids; D007659:Ketones; D010636:Phenols; D010936:Plant Extracts; D010975:Platelet Aggregation Inhibitors