Cytotoxic butanolides and secobutanolides from the stem wood of Formosan Lindera communis

Planta Med. 2002 Feb;68(2):142-5. doi: 10.1055/s-2002-20260.

Abstract

Bioassay-guided fractionation of the chloroform-soluble fraction from the stem wood of Formosan Lindera communis led to the isolation of two new cytotoxic butanolides, lincomolide C (1), lincomolide D (2), as well as two new secobutanolides, secolincomolide A (3), secolincomolide B (4), together with four known compounds, including one butanolide, isoobtusilactone A (5), and one secobutanolide, secoisolancifolide (6), one sesquiterpene, epi-cubenol (7), one steroid: beta-sitosterol (8). Compound 4 existed in enol [(2E)-2-[(1R)-1-hydroxy-2-oxo-propyl]-6,9-dimethyl-8-hydroxy-hexadec-2,7-dienoic acid methyl ester] (4a) and keto [(2E)-2-[(1R)-1-hydroxy-2-oxo-propyl]-6,9-dimethyl-8-oxo-hexadec-2-enoic acid methyl ester] (4b) tautomers. Compound 2 showed significant cytotoxicity against P-388 and HT-29 cancer cell lines. Also, 2 exhibited marginal activity against A549, 5 against P-388, and 1 against P-388, A549 and HT-29 cancer cell lines. Their structures were determined by spectroscopic analyses.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives
  • 4-Butyrolactone / chemistry
  • 4-Butyrolactone / isolation & purification
  • 4-Butyrolactone / pharmacology*
  • Biological Assay
  • Fatty Acids / chemistry
  • Fatty Acids / isolation & purification
  • Fatty Acids / pharmacology*
  • Fatty Acids, Unsaturated / chemistry
  • Fatty Acids, Unsaturated / isolation & purification
  • Fatty Acids, Unsaturated / pharmacology*
  • HT29 Cells / drug effects
  • Humans
  • Isomerism
  • Lindera*
  • Magnetic Resonance Spectroscopy
  • Medicine, Chinese Traditional
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plant Stems / chemistry*
  • Tumor Cells, Cultured / drug effects

Substances

  • Fatty Acids
  • Fatty Acids, Unsaturated
  • Plant Extracts
  • lincomolide C
  • lincomolide D
  • secolincomolide A
  • secolincomolide B
  • 4-Butyrolactone