Structural relationships and vasorelaxant activity of monoterpenes
Journal Title: DARU Journal of Pharmaceutical Sciences - Year 2012, Vol 20, Issue 0
Abstract
Background and purpose of the study The hypotensive activity of the essential oil of Mentha x villosa and its main constituent, the monoterpene rotundifolone, have been reported. Therefore, our objective was to evaluate the vasorelaxant effect of monoterpenes found in medicinal plants and establish the structureactivity relationship of rotundifolone and its structural analogues on the rat superior mesenteric artery.Methods Contractions of the vessels were induced with 10 muM of phenylephine (Phe) in rings with endothelium. During the tonic phase of the contraction, the monoterpenes (10-8 - 10-3, cumulatively) were added to the organ bath. The extent of relaxation was expressed as the percentage of Phe-induced contraction.Results The results from the present study showed that both oxygenated terpenes (rotundifolone, (+)- limonene epoxide, pulegone epoxide, carvone epoxide, and (+)-pulegone) and nonoxygenated terpene ((+)-limonene) exhibit relaxation activity. The absence of an oxygenated molecular structure was not a critical requirement for the molecule to be bioactive. Also it was found that the position of ketone and epoxide groups in the monoterpene structures influence the vasorelaxant potency and efficacy. Major conclusion The results suggest that the presence of functional groups in the chemical structure of rotundifolone is not essential for its vasorelaxant activity.
Authors and Affiliations
Tamires Cardoso Lima, Marcelo Mendonça Mota, Márcio Roberto Viana Dos Santos, Damião Pergentino De Sousa, José Maria Barbosa-Filho
Keywords
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