Desmodeleganine, a new alkaloid from the leaves of Desmodium elegans as a potential monoamine oxidase inhibitor

Fitoterapia. 2014 Oct:98:160-5. doi: 10.1016/j.fitote.2014.07.022. Epub 2014 Aug 4.

Abstract

Desmodeleganine (1), a new potential monoamine oxidase inhibitor, along with three known alkaloids, bufotenin (2), hydroxy-N, N-dimethyltryptamine N(12)-oxide (3), 2-(5-methoxy-1H-indol-3-yl)-N, and N-dimethylethylamine (4) were isolated from the leaves of Desmodium elegans. Their structures were elucidated by IR, MS, 1D and 2D NMR spectra. 1 showed strong monoamine oxidase inhibitory activity with IC50 value of 13.92 ± 1.5 μM, when the IC50 value of iproniazid as a standard was 6.5 ± 0.5 μM. The molecular modeling was also performed to explore the binding mode of compounds 1, 2 at the active site of MAO-A and MAO-B.

Keywords: Alkaloids; Desmodium elegans; Monoamine oxidase; Monoamine oxidase inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Animals
  • Fabaceae / chemistry*
  • Indole Alkaloids / chemistry*
  • Indole Alkaloids / isolation & purification
  • Male
  • Mitochondria, Liver / enzymology
  • Models, Molecular
  • Molecular Structure
  • Monoamine Oxidase / metabolism
  • Monoamine Oxidase Inhibitors / chemistry*
  • Monoamine Oxidase Inhibitors / isolation & purification
  • Plant Leaves / chemistry
  • Rats, Wistar

Substances

  • Alkaloids
  • Indole Alkaloids
  • Monoamine Oxidase Inhibitors
  • desmodeleganine
  • Monoamine Oxidase