Two novel glycosidic triterpene alkaloids from the stem barks of Machilus yaoshansis

Org Lett. 2007 Jan 4;9(1):129-32. doi: 10.1021/ol062725z.

Abstract

[structure: see text] Two unusual glycosidic triterpene alkaloids, machilaminosides A (1) and B (2), have been isolated from the stem barks of Machilus yaoshansis. Their structures were elucidated by detailed spectroscopic analysis. A possible biogenetic origin of 1 and 2 mediated by the coupling of 2-O-beta-D-glucopyranosyl-cucurbitacin I, respectively, with urea and adenosine was postulated. 1 and 2 showed nonselective cytotoxic activities against several human cancer cell lines as well as TNF-alpha secretion inhibitory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / biosynthesis
  • Alkaloids / chemistry*
  • Glycosides / biosynthesis
  • Glycosides / chemistry*
  • Lauraceae / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Bark / chemistry*
  • Triterpenes / chemistry*

Substances

  • Alkaloids
  • Glycosides
  • Triterpenes
  • machilaminoside A
  • machilaminoside B