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Synthesis and Vasorelaxant and Platelet Antiaggregatory Activities of a New Series of 6-Halo-3-phenylcoumarins†
1
Chemistry Department, Faculty of Sciences, University Porto, 4169-007 Porto, Portugal
2
Dipartimento Farmaco Chimico Tecnologico, Universita degli Studi di Cagliari, Via Ospedale 72, 09124 Cagliari, Italy
3
Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain
4
Department of Pharmacology, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain
† In memory of Prof. Francisco Orallo.
* Author to whom correspondence should be addressed.
Received: 4 December 2009; in revised form: 21 December 2009 / Accepted: 23 December 2009 / Published: 12 January 2010
Abstract: 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.
Keywords: resveratrol; coumarin; vasorelaxant; platelet antiaggregatory activity
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Cite This Article
MDPI and ACS Style
Quezada, E.; Delogu, G.; Picciau, C.; Santana, L.; Podda, G.; Borges, F.; García-Morales, V.; Viña, D.; Orallo, F. Synthesis and Vasorelaxant and Platelet Antiaggregatory Activities of a New Series of 6-Halo-3-phenylcoumarins. Molecules 2010, 15, 270-279.
AMA Style
Quezada E, Delogu G, Picciau C, Santana L, Podda G, Borges F, García-Morales V, Viña D, Orallo F. Synthesis and Vasorelaxant and Platelet Antiaggregatory Activities of a New Series of 6-Halo-3-phenylcoumarins. Molecules. 2010; 15(1):270-279.
Chicago/Turabian Style
Quezada, Elías; Delogu, Giovanna; Picciau, Carmen; Santana, Lourdes; Podda, Gianni; Borges, Fernanda; García-Morales, Verónica; Viña, Dolores; Orallo, Francisco. 2010. "Synthesis and Vasorelaxant and Platelet Antiaggregatory Activities of a New Series of 6-Halo-3-phenylcoumarins." Molecules 15, no. 1: 270-279.