Bioavailability and structural study of 20-hydroxyecdysone complexes with cyclodextrins

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...

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Veröffentlicht in:	Steroids 2019-07, Vol.147, p.37-41
Hauptverfasser:	Temirgaziyev, Bakhtiyar S., Kučáková, Karolína, Baizhigit, Yerassyl A., Jurášek, Michal, Džubák, Petr, Hajdúch, Marián, Dolenský, Bohumil, Drašar, Pavel B., Tuleuov, Borash I., Adekenov, Sergazy M.
Format:	Artikel
Sprache:	eng
Schlagworte:	Biological Availability Cyclodextrins Cyclodextrins - chemistry Ecdysterone - chemistry Ecdysterone - isolation & purification Ecdysterone - pharmacokinetics Ecdysterones Inclusion complexes Magnetic Resonance Spectroscopy Molecular Conformation NMR spectroscopy Silene - chemistry Solubility
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Zusammenfassung:	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.
ISSN:	0039-128X 1878-5867
DOI:	10.1016/j.steroids.2018.11.007