Pharmacology of a potent long-acting imidazole-5-acrylic acid angiotensin AT1 receptor antagonist

Eur J Pharmacol. 1995 Sep 5;283(1-3):63-72. doi: 10.1016/0014-2999(95)00287-u.

Abstract

The angiotensin II antagonistic activity of SB 203220, [E-alpha-[[2-butyl-1-(4-carboxy-1-naphthalenyl)methyl]-1H- imidazol-5-yl]-methylene]-2-thiophene-propanic acid], was examined in several in vitro and in vivo assays. SB 203220 displaced [125I]angiotensin II binding from a variety of tissues including the cloned human AT1 receptor (IC(50)5-15 nM). SB 203220 (10 microM) did not interact with AT2, endothelin (ETA and ETB) or calcitonin gene-related peptide receptors. [3H]SB 203220 bound with high affinity to the AT1 receptor (Kd = 4.9 nM), but dissociated from the receptor at a much slower rate when compared to [3H]SK&F 108566. SB 203220 antagonized intracellular Ca2+ mobilization induced by angiotensin II in rat vascular smooth muscle cells and exhibited a selective and partially insurmountable antagonism of angiotensin II-induced contraction in isolated rabbit aorta. In the aorta, SB 203220 produced a concentration-dependent parallel shift in the concentration-response curve to angiotensin II [EC30 = 5.94 +/- 1.6 10(-11) M] and depressed the maximal contractile response to angiotensin II by approximately 35%. The antagonistic effect of SB 203220 in rabbit aorta was slowly reversible compared to SK&F 108566. SB 203220 displayed no agonist activity and had no effect on the contractile responses to KCl, endothelin-1 or norepinephrine. In rats, SB 203220 at 10 mg/kg i.v. inhibited angiotensin II-induced aldosterone release. Intraduodenal or oral administration of SB 203220 (1-10 mg/kg) to conscious rats and dogs inhibited the pressor responses to exogenous angiotensin II.(ABSTRACT TRUNCATED AT 250 WORDS)

MeSH terms

  • Angiotensin II / pharmacology
  • Angiotensin Receptor Antagonists*
  • Animals
  • Antihypertensive Agents / pharmacology*
  • Aorta / drug effects
  • Binding, Competitive
  • Calcium / metabolism
  • Cattle
  • Dogs
  • Dose-Response Relationship, Drug
  • Humans
  • Male
  • Muscle, Smooth, Vascular / drug effects*
  • Naphthalenes / pharmacology*
  • Rabbits
  • Rats
  • Rats, Sprague-Dawley
  • Thiophenes / pharmacology*
  • Time Factors

Substances

  • Angiotensin Receptor Antagonists
  • Antihypertensive Agents
  • Naphthalenes
  • Thiophenes
  • Angiotensin II
  • SB 203220
  • Calcium