Isolation of Prunin from the fruit shell of Bixa orellana and the effect of β-cyclodextrin on its binding with calf thymus DNA

Carbohydr Res. 2013 Jan 10:365:46-51. doi: 10.1016/j.carres.2012.10.003. Epub 2012 Oct 12.

Abstract

Naringenin-7-O-glucoside [Prunin (Pru)] was isolated from the fruit shell of Bixa orellana L. The binding of Pru with calf thymus DNA (ctDNA) and the influence of cyclomaltoheptaose (β-cyclodextrin, β-CD) on the binding were studied by absorption and fluorescence spectroscopic techniques. The comparison of the binding modes of Pru/β-CD and ctDNA-Pru/β-CD suggested that β-CD extracted Pru from DNA for forming inclusion complex. Molecular modeling gave added support to the above results. Fluorescence microscopy was used to visualize the effect of β-CD on the bindings.

MeSH terms

  • Animals
  • Binding Sites
  • Binding, Competitive*
  • Bixaceae / chemistry*
  • DNA / chemistry*
  • Fruit / chemistry*
  • Indicators and Reagents / chemistry
  • Macromolecular Substances / chemistry
  • Methylene Blue / chemistry
  • Microscopy, Fluorescence / methods
  • Models, Molecular
  • Phlorhizin / analogs & derivatives*
  • Phlorhizin / chemistry
  • Phlorhizin / isolation & purification
  • Plants, Medicinal / chemistry
  • Spectrometry, Fluorescence
  • beta-Cyclodextrins / chemistry*

Substances

  • Indicators and Reagents
  • Macromolecular Substances
  • beta-Cyclodextrins
  • prunin
  • DNA
  • calf thymus DNA
  • Phlorhizin
  • betadex
  • Methylene Blue