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. 2010 Jan 12;15(1):270-9.
doi: 10.3390/molecules15010270.

Synthesis and vasorelaxant and platelet antiaggregatory activities of a new series of 6-halo-3-phenylcoumarins

Elías Quezada  1 , Giovanna Delogu, Carmen Picciau, Lourdes Santana, Gianni Podda, Fernanda Borges, Verónica García-Morales, Dolores Viña, Francisco Orallo
Affiliations

Synthesis and vasorelaxant and platelet antiaggregatory activities of a new series of 6-halo-3-phenylcoumarins

Elías Quezada et al. Molecules. .

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.

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Figures

Figure 1
Figure 1
Chemical structures of trans-resveratrol, carbochromen, and warfarin.
Scheme 1
Scheme 1
General synthetic route to obtain compounds 6-17.
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References

    1. Borges F., Roleira F., Milhazes N., Santana L., Uriarte E. Simple coumarins and analogues in medicinal chemistry: Occurrence, synthesis and biological activity. Curr. Med. Chem. 2005;12:887–916. doi: 10.2174/0929867053507315. - DOI - PubMed
    1. Fiedler V.B., Scholtholt J. Effects of carbocromene on myocardial oxygen consumption in isolated dog hearts. J. Pharmacol. Exp. Ther. 1981;217:306–313. - PubMed
    1. Opherk D., Schuler G., Waas W., Dietz R., Kubler W. Intravenous carbochromen: A potent and effective drug for estimation of coronary dilatory capacity. Eur. Heart J. 1990;11:342–347. doi: 10.1093/oxfordjournals.eurheartj.a059708. - DOI - PubMed
    1. Cao Y.G., Liu X.Q., Chen Y.C., Hao K., Wang G.J. Warfarin maintenance dose adjustment with indirect pharmacodynamic model in rats. Eur. J. Pharm. Scien. 2007;30:175–180. doi: 10.1016/j.ejps.2006.10.009. - DOI - PubMed
    1. Bradamante S., Barenghi L., Villa A. Cardiovascular protective effects of resveratrol. Cardiovasc. Drug Rev. 2004;22:169–188. doi: 10.1111/j.1527-3466.2004.tb00139.x. - DOI - PubMed

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