Morphinane alkaloid dimers from Sinomenium acutum

J Nat Prod. 2008 Jan;71(1):127-9. doi: 10.1021/np0704654. Epub 2007 Dec 15.

Abstract

Two new morphinane alkaloid dimers, 2,2'-disinomenine (1) and 7',8'-dihydro-1,1'-disinomenine (2), and known 1, 1'-disinomenine (3), were isolated from ethanol extracts of stems of Sinomenium acutum. Their structures were elucidated on the basis of spectroscopic methods. The absolute configuration of alkaloids 1-3 was determined by direct comparison of their CD spectra with the known alkaloid sinomenine. The isolated alkaloids were tested for cytotoxicity against A549, P388, and HeLa cell lines, and 1 and 3 showed weak inhibition against A549 and Hela cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • HeLa Cells
  • Humans
  • Molecular Structure
  • Morphinans / chemistry
  • Morphinans / isolation & purification*
  • Morphinans / pharmacology
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Sinomenium / chemistry*

Substances

  • 2,2'-disinomenine
  • 7',8'-dihydro-1,1'-disinomenine
  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Drugs, Chinese Herbal
  • Morphinans
  • sinomenine