Quinolone alkaloids from evodiae fructus and their inhibitory effects on monoamine oxidase

Arch Pharm Res. 2007 Apr;30(4):397-401. doi: 10.1007/BF02980210.

Abstract

1-Methyl-2-undecyl-4(1H)-quinolone (1) was previously isolated as a selective MAO-B inhibitor from the Evodiae Fructus. Further bioassay-guided purification led to the identification of five known quinolone alkaloids, 1-methyl-2-nonyl-4(1H)-quinolone (2), 1-methyl-2-[(Z)-6-undecenyl]-4(1H)-quinolone (3), evocarpine (4), 1-methyl-2-[(6Z,9Z)-6,9-pentadecadienyl]-4(1H)-quinolone (5), and dihydroevocarpine (6). All the isolates showed more potent inhibitory effects against MAO-B compared to MAO-A. The most MAO-B selective compound 5 among the isolates inhibited MAO-B in a competitive manner, according to kinetic analyses by Lineweaver-Burk reciprocal plots.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Evodia / chemistry*
  • Monoamine Oxidase Inhibitors / isolation & purification*
  • Monoamine Oxidase Inhibitors / pharmacology
  • Quinolones / isolation & purification*
  • Quinolones / pharmacology
  • Structure-Activity Relationship

Substances

  • Alkaloids
  • Monoamine Oxidase Inhibitors
  • Quinolones