Lipoxygenase inhibiting ethyl substituted glycoside from Symplocos racemosa

Nat Prod Res. 2005 Jul;19(5):509-15. doi: 10.1080/1478641042000261978.

Abstract

Phytochemical investigation of Symplocos racemosa resulted in the isolation of a new ethyl substituted glycoside, 1-ethyl brachiose-3'-acetate (1) along with four known compounds ketochaulmoogric acid (2), nonaeicosanol (3), triacontyl palmitate (4) and methyl triacontanoate (5). The substitution of ethyl group on 1 was natural because during the course of extraction and purification ethanol was not used. The structural elucidation of the isolated compounds was based primarily on 1D- and 2D-NMR analysis, including COSY, HMQC, and HMBC correlations. The glycoside 1 and triacontyl palmitate (4) displayed the inhibitory potential against lipoxygenase and urease enzyme, respectively.

MeSH terms

  • Glycosides / chemistry*
  • Glycosides / pharmacology
  • Lipoxygenase Inhibitors / chemistry*
  • Lipoxygenase Inhibitors / pharmacology
  • Magnoliopsida / chemistry*
  • Molecular Structure

Substances

  • 1-ethyl brachiose-3'-acetate
  • Glycosides
  • Lipoxygenase Inhibitors