Microbial metabolites of harman alkaloids

Chem Pharm Bull (Tokyo). 2003 Jun;51(6):646-8. doi: 10.1248/cpb.51.646.

Abstract

Several microorganisms showed the ability to transform the harman alkaloids, harmaline (1), harmalol (2) and harman (5). Harmaline (1) and harmalol (2) were converted by Rhodotorula rubra ATCC 20129 into the tryptamines, 2-acetyl-3-(2-acetamidoethyl)-7-methoxyindole (3) and 2-acetyl-3-(2-acetamidoethyl)-7-hydroxyindole (4), respectively. Harman (5) was biotransformed by Cunninghamella echinulata NRRL 3655 into 6-hydroxyharman (6) and harman-2-oxide (7).

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Biotransformation
  • Cunninghamella / metabolism*
  • Harmaline / analogs & derivatives*
  • Harmaline / metabolism
  • Harmine / analogs & derivatives*
  • Harmine / chemistry
  • Harmine / metabolism*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Rhodotorula / metabolism*

Substances

  • harmalol
  • Harmine
  • harman
  • Harmaline