Triterpene tetraglycosides from the sea cucumber Stichopus horrens

Nat Prod Res. 2018 May;32(9):1039-1043. doi: 10.1080/14786419.2017.1378206. Epub 2017 Sep 21.

Abstract

Using various chromatographic separations, three triterpene tetraglycosides (1-3), including one new compound, namely stichorrenoside E (1) along with thelenotoside B (2) and deacetyl thelenotoside B (3), were isolated from the MeOH extract of the Vietnamese sea cucumber Stichopus horrens. Their structures were confirmed by spectroscopic experiments, such as 1D and 2D NMR and HR-ESI-MS. Deacetylated thelenotoside B (3) is firstly isolated as a natural product. Among these compounds, thelenotoside B (2) showed strong cytotoxicities against five human cancer cell lines as HepG2, KB, LNCaP, MCF7 and SK-Mel2 with the IC50 values from 0.95 ± 0.08 to 1.90 ± 0.13 μM, whereas stichorrenoside E (1) and deacetyl thelenotoside B (3) exhibited significant activities with the IC50 values from 6.87 ± 0.25 to 11.62 ± 1.05 μM.

Keywords: Stichopodidae; Stichopus horrens; cytotoxicity; triterpene saponin.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry*
  • Glycosides / pharmacology
  • Hep G2 Cells
  • Humans
  • Inhibitory Concentration 50
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Spectrometry, Mass, Electrospray Ionization
  • Stichopus / chemistry*
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology

Substances

  • Antineoplastic Agents
  • Glycosides
  • Triterpenes