Asterosaponins and glycosylated polyhydroxysteroids from the starfish Culcita novaeguineae and their cytotoxic activities

J Asian Nat Prod Res. 2015;17(10):1010-7. doi: 10.1080/10286020.2015.1041930. Epub 2015 May 22.

Abstract

Using combined chromatographic methods, two asterosaponins (compounds 1 and 2), including a new compound novaeguinoside E (compound 1), and six glycosylated polyhydroxysteroids (compounds 3-8) were isolated from a methanol extract of the starfish Culcita novaeguineae. Their structures were determined on the basis of spectroscopic data ((1)H and (13)C NMR, HSQC, HMBC, (1)H-(1)H COSY, ROESY, and HRESI-MS) and by comparison with the literature values. The new compound 1 represents the third example of asterosaponins containing the 5α-cholesta-9(1l)-en-3β,6α,20,22-tetraol aglycone. Among isolated compounds, 4-7 exhibited moderate to weak cytotoxic activities against five human cancer cell lines such as Hep-G2 (hepatoma), KB (epidermoid carcinoma), LNCaP (prostate cancer), MCF7 (breast cancer), and SK-Mel2 (melanoma).

Keywords: Culcita novaeguineae; Oreasteridae; cytotoxic activity; novaeguinoside E; starfish.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

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

Substances

  • Antineoplastic Agents
  • Saponins
  • Steroids
  • novaeguinoside E