Cytotoxic styrylpyrones from Goniothalamus amuyon

J Nat Prod. 2003 Apr;66(4):487-90. doi: 10.1021/np020441r.

Abstract

Two new styrylpyrones, (6R,7R,8R)-8-methoxygoniodiol (1) and (6R,7R,8R)-8-chlorogoniodiol (2), together with seven known styrylpyrones and eight other known compounds, were isolated from the leaves and/or stems of Goniothalamus amuyon. The structures of 1 and 2 were elucidated by spectral data interpretation, and the absolute stereochemistry of styrylpyrones in the diol and triol series was confirmed by X-ray crystallographic analysis and CD spectral data. Compound 2 demonstrated significant selective cytotoxicity toward the HONE-1 cancer cell line.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Annonaceae / chemistry*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Circular Dichroism
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Nasopharyngeal Neoplasms
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Pyrones / chemistry
  • Pyrones / isolation & purification*
  • Pyrones / pharmacology
  • Stereoisomerism
  • Taiwan
  • Tumor Cells, Cultured / drug effects

Substances

  • 8-chlorogoniodiol
  • 8-methoxygoniodiol
  • Antineoplastic Agents, Phytogenic
  • Pyrones