Steroid glycosides from the starfish Pentaceraster gracilis

J Asian Nat Prod Res. 2017 May;19(5):474-480. doi: 10.1080/10286020.2016.1235038. Epub 2016 Oct 5.

Abstract

Using combined chromatographic separations, two new steroid glycosides namely pentacerosides A (1) and B (2), and four known compounds were isolated from the methanol extract of the starfish Pentaceraster gracilis. Their structures were determined on the basis of spectroscopic data (1H and 13C NMR, HSQC, HMBC, 1H-1H COSY, ROESY, and FT-ICR-MS) and by comparing obtained results to the literature values. Among the isolated compounds, only maculatoside (5) showed significant cytotoxic effect against Hep-G2 (IC50 = 16.75 ± 0.69 μM) and SK-Mel2 (IC50 = 19.44 ± 1.45 μM) cell lines and moderate effect on KB (IC50 = 36.53 ± 0.78 μM), LNCaP (IC50 = 39.75 ± 3.34 μM), and MCF7 (IC50 = 47.34 ± 7.01 μM) cell lines.

Keywords: Oreasteridae; Pentaceraster gracilis; starfish; steroid glycoside.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology*
  • Hep G2 Cells
  • Humans
  • KB Cells
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Starfish / chemistry*
  • Steroids / chemistry
  • Steroids / isolation & purification*

Substances

  • Antineoplastic Agents
  • Glycosides
  • Steroids
  • pentaceroside A
  • pentaceroside B