Chemical constituents of Aristolochia constricta: antispasmodic effects of its constituents in guinea-pig ileum and isolation of a diterpeno-lignan hybrid

J Nat Prod. 2008 Jul;71(7):1167-72. doi: 10.1021/np800041t. Epub 2008 Jun 21.

Abstract

Twenty constituents were isolated from the n-hexane and chloroform extracts of Aristolochia constricta, a plant whose aerial parts have been used empirically in folk medicine for various purposes. The inhibitory effects of these constituents on smooth muscle contraction in isolated guinea-pig ileum were studied in order to observe their antispasmodic effects. 3,4-Dibenzyldihydrofuran-type lignans [(-)-cubebin, (-)-hinokinin, and (-)-pluviatolide] and a kaurene-type diterpene [(-)-kaur-16-en-19-oic acid] were isolated as active principals. They inhibited electrically induced and acetylcholine-induced contraction in the isolated guinea-pig ileum. In addition, 9- O-[(-)-kaur-15-en-17-oxyl]cubebin was isolated as a new diterpeno-lignan hybrid, although this constituent did not exhibit antispasmodic activity.

MeSH terms

  • 4-Butyrolactone / analogs & derivatives
  • 4-Butyrolactone / pharmacology
  • Animals
  • Aristolochia / chemistry*
  • Benzodioxoles
  • Dioxoles / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology*
  • Ecuador
  • Guinea Pigs
  • Ileum / drug effects
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology*
  • Medicine, Traditional
  • Parasympatholytics / pharmacology
  • Plants, Medicinal / chemistry*
  • Stereoisomerism

Substances

  • 9-O-(kaur-15-en-17-oxyl)cubebin
  • Benzodioxoles
  • Dioxoles
  • Diterpenes
  • Lignans
  • Parasympatholytics
  • hinokinin
  • cubebin
  • 4-Butyrolactone