Microbial metabolism of cannflavin A and B isolated from Cannabis sativa

Phytochemistry. 2010 Jun;71(8-9):1014-9. doi: 10.1016/j.phytochem.2010.02.011. Epub 2010 Mar 10.

Abstract

Microbial metabolism of cannflavin A (1) and B (2), two biologically active flavonoids isolated from Cannabis sativa L., produced five metabolites (3-7). Incubation of 1 and 2 with Mucor ramannianus (ATCC 9628) and Beauveria bassiana (ATCC 13144), respectively, yielded 6''S,7''-dihydroxycannflavin A (3), 6''S,7''-dihydroxycannflavin A 7-sulfate (4) and 6''S,7''-dihydroxycannflavin A 4'-O-alpha-L-rhamnopyranoside (5), and cannflavin B 7-O-beta-D-4'''-O-methylglucopyranoside (6) and cannflavin B 7-sulfate (7), respectively. All compounds were evaluated for antimicrobial and antiprotozoal activity.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / metabolism
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / isolation & purification*
  • Antiprotozoal Agents / metabolism
  • Beauveria / metabolism*
  • Cannabis / chemistry*
  • Flavones / chemistry
  • Flavones / isolation & purification*
  • Flavones / metabolism*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mucor / metabolism*
  • Parasitic Sensitivity Tests

Substances

  • Anti-Infective Agents
  • Antiprotozoal Agents
  • Flavones
  • cannflavin