Polyhydroxysteroidal glycosides from the starfish Anthenea chinensis

J Nat Prod. 2010 Apr 23;73(4):590-7. doi: 10.1021/np9007188.

Abstract

Ten new polyhydroxysteroidal glycosides, anthenosides B-K (2-11), were isolated from the ethanol extract of the starfish Anthenea chinensis. Their structures were elucidated by extensive spectroscopic studies and chemical evidence. The unprecedented carbohydrate chain 6-O-methyl-beta-d-galactofuranosyl-(1-->3)-(6-O-methyl-beta-d-galactofuranose) was present in all the compounds except compounds 10 and 11. Compounds 5, 7, a mixture of 8 and 9, and a mixture of 10 and 11 showed inhibitory activity against human tumor K-562 and BEL-7402 cells. Furthermore, the mixture of 10 and 11 also exhibited cytotoxicity against human tumor U87MG cells and promoted tubulin polymerization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Humans
  • K562 Cells
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Starfish / chemistry*
  • Steroids / chemistry
  • Steroids / isolation & purification*
  • Steroids / pharmacology
  • Tubulin Modulators / chemistry
  • Tubulin Modulators / isolation & purification*
  • Tubulin Modulators / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Steroids
  • Tubulin Modulators