Synthesis and vasodilative activity of tanshinone IIA derivatives

Bioorg Med Chem Lett. 2010 Aug 15;20(16):4892-4. doi: 10.1016/j.bmcl.2010.06.076. Epub 2010 Jun 17.

Abstract

A series of 2,2'-(substituted methylene)bis-(1,6,6-trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione) derivatives were synthesized by the reaction of tanshinone IIA (D(1)) and aromatic aldehyde in the presence of p-TsOH. Bromination derivative of D(1) and hydrolysis product of cryptotanshinone (D(2)) were also prepared in this work. Vasodilation activity in vitro of them was valuated on the contractile response of vascular thoracic aorta smooth muscle from Wistar rats for the first time. Most of them exhibited a concentration-dependent inhibition on the contractile response of norepinephrine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes
  • Animals
  • Aorta, Thoracic / drug effects
  • Muscle, Smooth, Vascular / drug effects
  • Norepinephrine / metabolism
  • Phenanthrenes / chemical synthesis
  • Phenanthrenes / chemistry*
  • Phenanthrenes / pharmacology
  • Rats
  • Rats, Wistar
  • Salvia miltiorrhiza / chemistry
  • Structure-Activity Relationship
  • Vasodilator Agents / chemical synthesis*
  • Vasodilator Agents / chemistry
  • Vasodilator Agents / pharmacology

Substances

  • Abietanes
  • Phenanthrenes
  • Vasodilator Agents
  • tanshinone
  • cryptotanshinone
  • Norepinephrine