Vascular effects of 7-epiclusianone, a prenylated benzophenone from Rheedia gardneriana, on the rat aorta
Introduction
Polyprenylated benzophenones have been described as antioxidant, free radical scavengers; as antiulcer agents; as inhibitors of iNOS and COX-2 expression in colon carcinoma; and as apoptosis inducers (Pan et al., 2001; Tanaka et al., 2000; Yamaguchi et al., 2000a, Yamaguchi et al., 2000b), demonstrating a broad spectrum of biological activities for this class of compounds. The association of antioxidant and anti-inflammatory effect with vasodilatation would be relevant for the treatment of cardiovascular illnesses such as atherosclerosis and ischemia.
7-epiclusianone (Fig. 1) is a prenylated benzophenone isolated as the main constituent from Rheedia gardneriana Miers ex Planch & Triana (Santos et al., 1998). The biological activities of this substance remain poorly investigated. There is only one previous report demonstrating in vitro activity of 7-epiclusianone against trypomastigotes of Trypanosoma cruzi (Alves et al., 1999). In the present work, we began the investigation of the effects of 7-epiclusianone on the vascular system.
Section snippets
Experimental procedure
Animal experiments were performed according to the recommendations of the Brazilian Council for Animal Care and to the directives of the Ethics Committee of the Universidade Federal de Minas Gerais. Male Wistar rats (200–250 g each) were killed by cervical dislocation and exsanguinated. The aortic rings were mounted and maintained in Krebs-Henseleit solution of the following composition (mM): NaCl 110.8, KCl 5.9, NaHCO3 25.0, MgSO4 1.07, CaCl2 2.49, NaH2PO4 2.33 and glucose 11.51, as described
Results and discussion
In endothelium-intact aortic rings, 7-epiclusianone induced concentration-dependent relaxation with a maximal effect (Emax) of 61.7±3.3% and an IC50 value of 8.1±1.5 μM (Fig. 2) in rat aortic rings pre-contracted with phenylephrine (0.3 μM). This vasodilator effect was dramatically reduced () in endothelium-denuded arteries (Fig. 2A). Acetylcholine, a well-known endothelium-dependent vasodilator, also induced a concentration-dependent vasodilator effect with an Emax of 70.6±6.2% and
Acknowledgements
To the National Research Council (CNPq; Brazil) for research fellowships (A.J.C., V.S.L., M.H.S., T.J.N., S.F.C.) and Research foundation from Minas Gerais (FAPEMIG; Brazil) for financial support.
References (11)
- et al.
Release of eicosanoids from cultured rat aortic endothelial cells; studies with arachidonic acid and calcium ionophore A23187
Cell Biol. Int. Rep.
(1986) - et al.
Biological activities of 7-epiclusianone
J. Nat. Prod.
(1999) - et al.
Mechanisms of the vasodilator effect of 12-O-methylcurine in rat aortic rings
J. Pharm. Pharmacol.
(2002) - et al.
Biosynthesis inhibitors for leukotrienes in bronchial asthma
Allerg. Immunopathol.
(1997) - et al.
Induction of apoptosis by garcinol and curcumin through cytochrome c release and activation of caspases in human leukemia HL-60 cells
J. Agric. Food Chem.
(2001)
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