Nine new tropane alkaloids from Datura stramonium L. identified by GC/MS

Fitoterapia. 2011 Mar;82(2):193-7. doi: 10.1016/j.fitote.2010.09.010. Epub 2010 Sep 18.

Abstract

Sixty seven tropane alkaloids were identified in the organs of Datura stramonium L. by GC/MS. Nine new tropane alkaloids, 3,7-dihydroxy-6-propionyloxytropane, 6,7-dehydro-3-tigloyloxytropane, 3-tigloyloxy-6,7-epoxytropane, 3,7-dihydroxy-6-(2'-methylbutyryloxy)tropane, 6,7-dehydroapoatropine, 3-(3'-methoxytropoyloxy)tropane, 3-tigloyloxy-6-isobutyryloxy-7-hydroxytropane, 3-tropoyloxy-6-isobutyryloxytropane, 3β-tropoyloxy-6β-isovaleroyloxytropane were tentatively identified. The alkaloids cyclotropine, dihydroaposcopolamine, 6,7-dehydrohyoscyamine and 4'-hydroxylittorine are reported for the first time for the genus Datura and 6,7-dehydrotropine for the family Solanaceae. Hyoscyamine and scopolamine figure as the major tropane alkaloids in the plant organs.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Atropine / analysis
  • Datura stramonium / chemistry*
  • Gas Chromatography-Mass Spectrometry
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Scopolamine / analysis
  • Tropanes / chemistry
  • Tropanes / isolation & purification*

Substances

  • Alkaloids
  • Plant Extracts
  • Tropanes
  • Atropine
  • Scopolamine