Metabolism of hibifolin by human intestinal bacteria

Planta Med. 2009 Apr;75(5):483-7. doi: 10.1055/s-0029-1185317. Epub 2009 Feb 20.

Abstract

Hibifolin, the highest-content bioactive flavonoid of the flowers of Abelmoschus manihot, was incubated with human intestinal bacteria, and four metabolites (1-4) were obtained from the incubated solution by chromatographic methods. The structures of the four metabolites were elucidated as gossypetin 8-O-beta-D-4''-deoxy- Delta(4'')-glucuropyranoside (1), gossypetin (2), quercetin (3), and 8-methoxy-quercetin (4), respectively, on the basis of UV, NMR, and MS data. Metabolite 1 was obtained as a new compound with a specific beta-D-4''-deoxy-Delta(4'')-glucuropyranosyl moiety, which was formed through a unique and novel metabolic pathway that has not been reported previously.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abelmoschus / chemistry
  • Bacteria / metabolism*
  • Flavonoids / isolation & purification
  • Flavonoids / metabolism*
  • Humans
  • Intestines / microbiology*
  • Monosaccharides / biosynthesis*
  • Monosaccharides / isolation & purification
  • Quercetin / isolation & purification
  • Quercetin / metabolism*

Substances

  • 8-O-beta-D-4'-deoxy-delta(4')-glucuropyranoside
  • Flavonoids
  • Monosaccharides
  • hibifolin
  • Quercetin
  • gossypetin