Synthesis and vasorelaxant and platelet antiaggregatory activities of a new series of 6-halo-3-phenylcoumarins.
A series of 6-halo-3-hydroxyphenylcoumarins (resveratrol-coumarins hybrid derivatives) was synthesized in good yields by a Perkin reaction followed by hydrolysis. The new compounds were evaluated for their vasorelaxant activity in intact rat aorta rings pre-contracted with phenylephrine (PE), as well as for their inhibitory effects on platelet aggregation induced by thrombin in washed human platelets. These compounds concentration-dependently relaxed vascular smooth muscle and some of them showed a platelet antiaggregatory activity that was up to thirty times higher than that shown by trans-resveratrol and some other previously synthesized derivatives.
Quezada
Elías
E
Chemistry Department, Faculty of Sciences, University Porto, 4169-007 Porto, Portugal.
Delogu
Giovanna
G
Picciau
Carmen
C
Santana
Lourdes
L
Podda
Gianni
G
Borges
Fernanda
F
García-Morales
Verónica
V
Viña
Dolores
D
Orallo
Francisco
F
D000818:Animals; D002866:Chromonar / Q000737:chemistry; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005260:Female; D006801:Humans; D066298:In Vitro Techniques; D020128:Inhibitory Concentration 50; D008297:Male; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry; D014664:Vasodilation / Q000187:drug effects; D014665:Vasodilator Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014859:Warfarin / Q000737:chemistry
D003374:Coumarins; D010975:Platelet Aggregation Inhibitors; D013267:Stilbenes; D014665:Vasodilator Agents; D014859:Warfarin; D000077185:Resveratrol; D002866:Chromonar