Delivery Mechanism of the Pharmaceutical Complex of Genistein-Adenine Based on Spectroscopic and Molecular Modelling at Atomic Scale

Chem Biodivers. 2021 Feb;18(2):e2000944. doi: 10.1002/cbdv.202000944. Epub 2021 Jan 26.

Abstract

Genistein (GS) exhibits various biological activities, but its clinical application is limited because of the low bioavailability. In this study, a GS-adenine pharmaceutical complex was prepared through solvent evaporation to improve the bioavailability of GS, and a molecular model of a two-component supramolecular pharmacological transport mechanism was established. The structure of GS-adenine was characterized, in addition, interaction patterns between GS and adenine were investigated using density functional theory. The results showed that the solubility of GS-adenine was five times higher than that of GS, and the cumulative release rate of GS-adenine was 86 %. The results of fluorescence spectroscopy and molecular dynamic simulations showed that GS-adenine bound to the Sudlow's site I of HSA mainly through hydrophobic interactions. This study provides a useful reference for synthesizing pharmaceutical complexes to improve solubility and for exploring the mechanism of multiple pharmaceutical components in vivo.

Keywords: fluorescence; genistein-adenine; molecular docking; pharmaceutical complexes; pharmaceutical transportation.

MeSH terms

  • Adenine / chemistry*
  • Adenine / metabolism
  • Genistein / chemistry*
  • Genistein / metabolism
  • Humans
  • Models, Molecular
  • Protein Binding
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / metabolism
  • Serum Albumin, Human / metabolism
  • Solubility

Substances

  • Protein Kinase Inhibitors
  • Genistein
  • Adenine
  • Serum Albumin, Human