Phytochemical studies on Stemona plants: isolation of stemofoline alkaloids

J Nat Prod. 2005 Dec;68(12):1763-7. doi: 10.1021/np050361y.

Abstract

Six new stemofoline alkaloids, (2'R)-hydroxystemofoline (5), (3'R)-stemofolenol (6), (3'S)-stemofolenol (7), 1',2'-didehydrostemofoline-N-oxide (8), the first C(19) stemofoline alkaloid, methylstemofoline (9), and the first glycosidated Stemona alkaloid, stemofolinoside (10), and three known alkaloids, (2'S)-hydroxystemofoline (2), (11Z)-1',2'-didehydrostemofoline (3), and (11E)-1',2'-didehydrostemofoline (4), have been isolated from a root extract of an unidentified Stemona species. The structure and relative configuration of these new alkaloids have been determined by spectral data interpretation and from semisynthetic studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification*
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / isolation & purification*
  • Molecular Structure
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry*
  • Stemonaceae / chemistry*
  • Stereoisomerism
  • Thailand

Substances

  • Alkaloids
  • Heterocyclic Compounds, 4 or More Rings
  • stemofoline