Rutamarin: Efficient liquid–liquid chromatographic isolation from ruta graveolens L. And evaluation of its in vitro and in silico MAO-B inhibitory activity

Ewelina Kozioł, Simon Vlad Luca, Hale Gamze Ağalar, Begüm Nurpelin Sağlık, Fatih Demirci, Laurence Marcourt, Jean Luc Wolfender, Krzysztof Jóźwiak, Krystyna Skalicka-Woźniak

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Naturally occurring coumarins are a group of compounds with many documented central nervous system (CNS) activities. However, dihydrofuranocoumarins have been infrequently investigated for their bioactivities at CNS level. Within the frame of this study, an efficient liquid–liquid chromatography method was developed to rapidly isolate rutamarin from Ruta graveolens L. (Rutaceae) dichloromethane extract (DCM). The crude DCM (9.78 mg/mL) and rutamarin (6.17 µM) were found to be effective inhibitors of human monoamine oxidase B (hMAO-B) with inhibition percentages of 89.98% and 95.26%, respectively. The inhibitory activity against human monoamine oxidase A (hMAO-A) for the DCM extract was almost the same (88.22%). However, for rutamarin, it significantly dropped to 25.15%. To examine the molecular interaction of rutamarin with hMAO- B, an in silico evaluation was implemented. A docking study was performed for the two enantiomers (R)-rutamarin and (S)-rutamarin. The (S)-rutamarin was found to bind stronger to the hMAO-B binging cavity.

Original languageEnglish
Article number2678
JournalMolecules
Volume25
Issue number11
DOIs
StatePublished - Jun 2020

Keywords

  • Alzheimer’s disease
  • Coumarins
  • Countercurrent chromatography
  • Liquid–liquidchromatography
  • Monoamineoxidase
  • Parkinson’s disease

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