A simple efficient synthesis and biological evaluation of 3-O-ethylascorbic acid

Biosci Biotechnol Biochem. 2014;78(12):1984-7. doi: 10.1080/09168451.2014.946396. Epub 2014 Aug 15.

Abstract

A single-step synthesis of 3-O-ethyl-l-ascorbic acid was performed without the induction of protecting groups. Sodium l-ascorbate reacted with ethyl bromide in DMSO to give 3-O-ethylascorbic acid in a yield of 51.0%. 3-O-Ethylascorbic acid enhanced dibutyryl cyclic AMP-induced neurite outgrowth in PC12 cells.

Keywords: 3-O-ethylascorbic acid; PC12 cells; neurite outgrowth; single-step synthesis.

MeSH terms

  • Animals
  • Ascorbic Acid / analogs & derivatives*
  • Ascorbic Acid / chemical synthesis
  • Ascorbic Acid / chemistry
  • Ascorbic Acid / pharmacology
  • Bromides / chemistry
  • Bucladesine / metabolism
  • Calcium / metabolism
  • Cell Survival / drug effects
  • Neurites / drug effects*
  • PC12 Cells
  • Rats

Substances

  • Bromides
  • Bucladesine
  • 3-O-ethylascorbic acid
  • Ascorbic Acid
  • Calcium