The semi-synthetic kaurane ent-16α-methoxykauran-19-oic acid induces vascular relaxation and hypotension in rats

Eur J Pharmacol. 2011 Jun 25;660(2-3):402-10. doi: 10.1016/j.ejphar.2011.04.019. Epub 2011 Apr 27.

Abstract

The present work investigates the mechanisms involved in the vasorelaxant effect of ent-16α-methoxykauran-19-oic acid (KA-OCH3), a semi-synthetic derivative obtained from the kaurane-type diterpene ent-kaur-16-en-19-oic acid (kaurenoic acid). Vascular reactivity experiments were performed in aortic rings isolated from male Wistar rats using standard muscle bath procedures. The cytosolic calcium concentration ([Ca2+]c) was measured by confocal microscopy using the fluorescent probe Fluo-3 AM. Blood pressure measurements were performed in conscious rats. KA-OCH3 (10, 50 and 100 μmol/l) inhibited phenylephrine-induced contraction in either endothelium-intact or endothelium-denuded rat aortic rings. KA-OCH3 also reduced CaCl2-induced contraction in a Ca2+-free solution containing KCl (30 mmol/l) or phenylephrine (0.1 μmol/l). KA-OCH3 (0.1-300 μmol/l) concentration-dependently relaxed endothelium-intact and endothelium-denuded aortas pre-contracted with either phenylephrine or KCl, to a greater extent than kaurenoic acid. Moreover, a Ca2+ mobilisation study showed that KA-OCH3 (100 μmol/l) inhibited the increase in Ca2+ concentration in smooth muscle and endothelial cells induced by phenylephrine or KCl. Pre-incubation of intact or denuded aortic rings with NG-nitro-L-arginine methyl ester (L-NAME, 100 μmol/l), 7-nitroindazole (100 μmol/l), wortmannin (0.5 μmol/l) and 1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one (ODQ, 1 μmol/l) produced a rightward displacement of the KA-OCH3 concentration-response curve. Intravenous administration of KA-OCH3 (1-10 mg/kg) reduced mean arterial blood pressure in normotensive rats. Collectively, our results show that KA-OCH3 induces vascular relaxation and hypotension. The mechanisms underlying the cardiovascular actions of KA-OCH3 involve blockade of Ca2+ influx and activation of the NO-cGMP pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aorta / drug effects
  • Aorta / metabolism
  • Aorta / physiology
  • Aorta / physiopathology
  • Blood Pressure / drug effects
  • Blood Pressure / physiology
  • Calcium / metabolism
  • Calcium Chloride / pharmacology
  • Diterpenes, Kaurane / chemical synthesis
  • Diterpenes, Kaurane / pharmacology*
  • Hypotension / chemically induced*
  • Hypotension / metabolism
  • Hypotension / pathology
  • Hypotension / physiopathology
  • In Vitro Techniques
  • Intracellular Space / drug effects
  • Intracellular Space / metabolism
  • Male
  • Phenylephrine / pharmacology
  • Potassium Chloride / pharmacology
  • Rats
  • Time Factors
  • Vasodilation / drug effects*

Substances

  • Diterpenes, Kaurane
  • ent-16alpha-methoxykauran-19-oic acid
  • Phenylephrine
  • Potassium Chloride
  • Calcium Chloride
  • Calcium