Cytotoxic holostane-type triterpene glycosides from the sea cucumber Pentacta quadrangularis

Planta Med. 2010 Nov;76(16):1900-4. doi: 10.1055/s-0030-1249854. Epub 2010 Apr 27.

Abstract

Two new holostane-type triterpene glycosides, named pentactasides I (1) and II (2), and a new natural product, pentactaside III (3), together with two known glycosides, philinopsides A (4) and B (5), were isolated from the sea cucumber Pentacta quadrangularis. Their structures were elucidated by extensive spectroscopic analysis and chemical evidences. Compounds 1 and 2 possess the same trisaccharide moiety which is a rare structural feature among naturally occurring sea cucumber glycosides and has been infrequently reported, while 3 is a sulfated diglycoside. All the glycosides showed significant in vitro cytotoxicities against six tumor cell lines (P-388, A-549, MCF-7, MKN-28, HCT-116, and U87MG) with IC(50) in the range of 0.60-3.95 µM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antineoplastic Agents / therapeutic use*
  • Cell Line, Tumor
  • Glycosides / isolation & purification
  • Glycosides / pharmacology
  • Glycosides / therapeutic use*
  • Humans
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Saponins / isolation & purification
  • Saponins / therapeutic use
  • Sea Cucumbers / chemistry*
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology
  • Triterpenes / therapeutic use*

Substances

  • Antineoplastic Agents
  • Glycosides
  • Saponins
  • Triterpenes
  • philinopside A