Chemical Papers

, Volume 71, Issue 12, pp 2473–2483 | Cite as

Identification of flavanones from Boesenbergia rotunda as potential antioxidants and monoamine oxidase B inhibitors

  • P. Ajmala Shireen
  • K. MuraleedharanEmail author
  • V. M. Abdul Mujeeb
Original Paper


Boesenbergia rotunda is a ginger species with great medicinal importance. In this study, two flavanones found in B. rotunda namely pinocembrin and pinostrobin are analyzed for their antioxidant activity and monoamine oxidase inhibition. Frontier molecular orbitals and molecular electrostatic potential were analyzed to understand the electronic properties of these molecules. Quantum chemical descriptors gave an indication that these are potential antioxidant molecules. Mechanism of antioxidant activity was explored using Density Functional Theory (DFT) and was found to be hydrogen atom transfer (HAT) in the gaseous state and in non-polar medium and sequential proton loss and electron transfer (SPLET) in polar medium. Monoamine oxidase B (MAOB) is an important target in the treatment of Parkinson’s disease. Molecular docking studies conducted on these molecules show that they can dock well into the active site monoamine oxidase B. These molecules playing dual role as antioxidants and monoamine oxidase B inhibitors can be considered as good candidates for the treatment of Parkinson’s disease.


Pinocembrin Pinostrobin Antioxidant DFT Flavanones MAO 



Density functional theory


Molecular electrostatic potential


Highest occupied molecular orbital


Lowest unoccupied molecular orbital


Ionization potential


Electron transfer enthalpy


Proton affinity


Bond dissociation energy


Hydrogen atom transfer


Single electron transfer


Single-electron transfer followed by proton transfer


Proton dissociation enthalpy


Sequential proton loss electron transfer


Monoamine oxidase


Human monoamine oxidase B


Maonoamine oxidase inhibitors


Nuclear magnetic resonance

Supplementary material

11696_2017_241_MOESM1_ESM.docx (17 kb)
Supplementary material 1 (DOCX 17 kb)


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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2017

Authors and Affiliations

  1. 1.Department of ChemistryUniversity of CalicutMalappuramIndia

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