Novel cytotoxic monotetrahydrofuranic Annonaceous acetogenins from Annona montana

Bioorg Med Chem. 2005 Aug 1;13(15):4767-76. doi: 10.1016/j.bmc.2005.05.008.

Abstract

Four new monotetrahydrofuranic Annonaceous acetogenins, montalicins G (1) and H (2) and monlicins A (3) and B (4), and two new linear acetogenins, (+)-monhexocin (5) and (-)-monhexocin (6), as well as three known compounds, murisolin (7), 4-deoxyannomontacin (8), and muricatacin (9), were isolated from the seeds of Annona montana by high performance liquid chromatographic (HPLC) method. The absolute stereochemical structures of new isolates were elucidated and characterized by spectral and chemical methods. Interestingly, these compounds show special cytotoxicity against human hepatoma cells, Hep G2.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acetogenins
  • Annona / chemistry*
  • Cell Line, Tumor
  • Fatty Alcohols / chemistry*
  • Fatty Alcohols / isolation & purification
  • Fatty Alcohols / metabolism
  • Fatty Alcohols / toxicity*
  • Furans / chemistry*
  • Humans
  • Hydrogen / chemistry*
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Lactones / metabolism
  • Lactones / toxicity*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Acetogenins
  • Fatty Alcohols
  • Furans
  • Lactones
  • Hydrogen