Spasmolytic activity of trachylobanes ent-7α-acetoxytrachyloban-18-oic acid and ent-7α-hydroxytrachyloban-18-oic acid isolated from Xylopia langsdorfiana A. St-Hil. & Tul. (Annonaceae)

Nat Prod Res. 2012;26(24):2335-9. doi: 10.1080/14786419.2011.653974. Epub 2012 Jan 31.

Abstract

We aimed to investigate the possible spasmolytic activity of ent-7α-acetoxytrachyloban-18-oic acid (1) and ent-7α-hydroxytrachyloban-18-oic acid (2) on smooth muscle models. In male rat aorta and rat uterus, both diterpenes were unable to trigger spasmolytic action. However, 2 relaxed guinea-pig trachea: Compounds 1 and 2 antagonised, significantly and concentration-dependently, carbachol- and histamine-induced phasic contractions in guinea-pig ileum. Moreover, they induced a significant and concentration-dependent relaxation in pre-contracted (KCl, carbachol or histamine) guinea-pig ileum, with 2 being 15 times more potent than 1 in histamine-contracted ileum. These dissimilar results may be due to chemical differences between them. Thus, we demonstrated that 1 and 2 seem to be promising spasmolytic agents, although further studies are required to elucidate the spasmolytic action mechanism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analysis of Variance
  • Animals
  • Aorta / drug effects
  • Brazil
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Dose-Response Relationship, Drug
  • Drug Discovery
  • Female
  • Guinea Pigs
  • Ileum / drug effects
  • Male
  • Muscle Contraction / drug effects*
  • Muscle, Smooth / drug effects*
  • Parasympatholytics / isolation & purification
  • Parasympatholytics / pharmacology*
  • Plant Bark / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Rats
  • Trachea / drug effects
  • Uterus / drug effects
  • Xylopia / chemistry*

Substances

  • Diterpenes
  • Parasympatholytics
  • Plant Extracts
  • ent-7alpha-acetoxytrachyloban-18-oic acid
  • ent-7alpha-hydroxytrachyloban-18-oic acid