Syntheses of R-beta-rutinosides by rutin-degrading reaction

J Asian Nat Prod Res. 2009;11(1):18-23. doi: 10.1080/10286020802513822.

Abstract

Rutinose and five R-beta-rutinosides were obtained by means of rutin-degrading reaction in water or aqueous alcohol (ROH, R = methyl, ethyl, propyl, isopropyl, and benzyl) with rutin-degrading enzyme as catalyst and rutin as starting material in 84-94% yields, of which methyl-beta-rutinoside, propyl-beta-rutinoside, isopropyl-beta-rutinoside, and benzyl-beta-rutinoside are firstly reported in this paper. Based on spectral analysis, the structures of all products were elucidated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Disaccharides / chemical synthesis*
  • Disaccharides / chemistry
  • Fagopyrum / enzymology*
  • Glycosides / chemical synthesis*
  • Glycosides / chemistry
  • Molecular Structure
  • Rutin / analogs & derivatives*
  • Rutin / chemistry
  • Rutin / metabolism*
  • Seeds / enzymology
  • Stereoisomerism

Substances

  • Disaccharides
  • Glycosides
  • rutinose
  • Rutin