Bioactive guaianolides from siyekucai (Ixeris chinensis)

J Nat Prod. 2006 Oct;69(10):1425-8. doi: 10.1021/np068015j.

Abstract

Two new guaianolides, named chinensiolides D (5) and E (6), were isolated from Ixeris chinensis Nakai, and their structures were determined to be 10alpha-hydroxy-3-oxoguaia-11(13)-eno-12,6alpha-lactone (5) and 10alpha-hydroxy-3beta-O-[2,6-di(p-hydroxyphenylacetyl)-beta-glucopylanosyl]guaia-4(15),11(13)-dieno-12,6alpha-lactone (6). The first isolation of (11S)-10alpha-hydroxy-3-oxoguaia-4-eno-12,6alpha-lactone (4) from natural sources and its characterization are also reported. Chinenciolide E (6) showed significant growth inhibitory activity toward VA-13 malignant lung tumor cells (IC50 = 0.72 microM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Asteraceae / chemistry*
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal* / chemistry
  • Drugs, Chinese Herbal* / isolation & purification
  • Drugs, Chinese Herbal* / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Intercellular Adhesion Molecule-1 / biosynthesis
  • Intercellular Adhesion Molecule-1 / drug effects
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Sesquiterpenes, Guaiane* / chemistry
  • Sesquiterpenes, Guaiane* / isolation & purification
  • Sesquiterpenes, Guaiane* / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Drugs, Chinese Herbal
  • Sesquiterpenes, Guaiane
  • chinensiolide D
  • chinensiolide E
  • Intercellular Adhesion Molecule-1