Stemoninines from the roots of Stemona tuberosa

J Nat Prod. 2006 Jul;69(7):1051-4. doi: 10.1021/np0505317.

Abstract

Five new stemoninine-type alkaloids, bisdehydrostemoninine (1), isobisdehydrostemoninine (2), bisdehydroneostemoninine (3), and bisdehydrostemoninines A (4) and B (5), were isolated from the crude-alkaloid extract of the roots of Stemona tuberosa. Their structures were elucidated on the basis of one- and two-dimensional NMR and other spectroscopic studies. The relative configuration of 4 was determined by X-ray diffraction. Alkaloid 1 displayed significant antitussive activity in the citric acid-induced guinea pig cough model.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Animals
  • Antitussive Agents / chemistry
  • Antitussive Agents / isolation & purification*
  • Antitussive Agents / pharmacology
  • Crystallography, X-Ray
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Guinea Pigs
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Models, Animal
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry*
  • Pyrrolidines / chemistry
  • Pyrrolidines / isolation & purification*
  • Pyrrolidines / pharmacology
  • Stemonaceae / chemistry*

Substances

  • Alkaloids
  • Antitussive Agents
  • Drugs, Chinese Herbal
  • Lactones
  • Pyrrolidines
  • stemonine