An expeditious synthesis of spinasterol and schottenol, two phytosterols present in argan oil and in cactus pear seed oil, and evaluation of their biological activities on cells of the central nervous system

Steroids. 2015 Jul;99(Pt B):119-24. doi: 10.1016/j.steroids.2015.01.005. Epub 2015 Jan 13.

Abstract

Spinasterol and schottenol, two phytosterols present in argan oil and in cactus pear seed oil, were synthesized from commercially available stigmasterol by a four steps reactions. In addition, the effects of these phytosterols on cell growth and mitochondrial activity were evaluated on 158N murine oligodendrocytes, C6 rat glioma cells, and SK-N-BE human neuronal cells with the crystal violet test and the MTT test, respectively. The effects of spinasterol and schottenol were compared with 7-ketocholesterol (7KC) and ferulic acid, which is also present in argan and cactus pear seed oil. Whatever the cells considered, dose dependent cytotoxic effects of 7KC were observed whereas no or slight effects of ferulic acid were found. With spinasterol and schottenol, no or slight effects on cell growth were detected. With spinasterol, reduced mitochondrial activities (30-50%) were found on 158N and C6 cells; no effect was found on SK-N-BE. With schottenol, reduced mitochondrial activity were revealed on 158N (50%) and C6 (10-20%) cells; no effect was found on SK-N-BE. Altogether, these data suggest that spinasterol and schottenol can modulate mitochondrial activity and might therefore influence cell metabolism.

Keywords: Crystal violet test; MTT test; Nervous cells; Organic synthesis; Schottenol; Spinasterol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line
  • Cell Proliferation / drug effects
  • Central Nervous System / cytology*
  • Humans
  • Mice
  • Mitochondria / drug effects
  • Mitochondria / metabolism
  • Phytosterols / chemical synthesis*
  • Phytosterols / chemistry
  • Phytosterols / pharmacology
  • Plant Oils / chemistry*
  • Pyrus / chemistry*
  • Rats
  • Seeds / chemistry*
  • Sitosterols / chemical synthesis*
  • Sitosterols / chemistry
  • Sitosterols / pharmacology
  • Stigmasterol / analogs & derivatives*
  • Stigmasterol / chemical synthesis
  • Stigmasterol / chemistry
  • Stigmasterol / pharmacology

Substances

  • Phytosterols
  • Plant Oils
  • Sitosterols
  • spinasterol
  • argan oil
  • stigmast-7-enol
  • Stigmasterol