Bioavailability and structural study of 20-hydroxyecdysone complexes with cyclodextrins

Steroids. 2019 Jul:147:37-41. doi: 10.1016/j.steroids.2018.11.007. Epub 2018 Nov 17.

Abstract

20-Hydroxyecdysterone - (2β,3β,5β,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one was isolated in satisfactory yield using ethanol extraction from the aerial part of Silene wolgensis (Hornem.) Otth; sometimes Silene wolgensis (Willd.) Bess. ex Spreng. The complexation of the phytoecdysteroid with β-cyclodextrin was studied by NMR spectroscopy. By studying the changes in chemical shifts of protons of substrates and receptors it was found that ecdysterone interacts with cyclodextrins to form supramolecular inclusion complexes of stoichiometric composition of 1:1 or 1:2. Ecdysterone-β-cyclodextrin complexes exhibit 100 times higher solubility in water than the parent compound.

Keywords: Cyclodextrins; Ecdysterones; Inclusion complexes; NMR spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Availability
  • Cyclodextrins / chemistry*
  • Ecdysterone / chemistry*
  • Ecdysterone / isolation & purification
  • Ecdysterone / pharmacokinetics*
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Silene / chemistry
  • Solubility

Substances

  • Cyclodextrins
  • Ecdysterone