Synthesis of phospholipase A2 inhibitory biflavonoids.
A series of C-C biflavones was designed to investigate the relationship between structural array of different flavone-flavone subunit linkage and the inhibitory activity against phospholipase A2 (PLA2). Among six classes of C-C biflavones designed, four classes of C-C biflavones, which have flavone-flavone subunit linkages at A ring-A ring, A ring-B ring, B ring-B ring, and B ring-C ring, were synthesized. The synthetic biflavones exhibited somewhat different inhibitory activities against sPLA2-IIA. Among them, the biflavone a having a C-C 4'-4' linkage showed comparable inhibitory activity with that of the natural biflavonoid, ochnaflavone, and 7-fold stronger activity than that of amentoflavone. Further chemical modification is being carried out in order to obtain the chemically optimized biflavonoids.
Chen
Jianjun
J
College of Pharmacy, Kangwon National University, Chunchon 200-701, Republic of Korea.
Chang
Hyeun Wook
HW
Kim
Hyun Pyo
HP
Park
Haeil
H
D044946:Biflavonoids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D015195:Drug Design; D006801:Humans; D015394:Molecular Structure; D010741:Phospholipases A / Q000037:antagonists & inhibitors*; D054467:Phospholipases A2; D013329:Structure-Activity Relationship
D044946:Biflavonoids; D010741:Phospholipases A; D054467:Phospholipases A2