Complexation of fisetin with novel cyclosophoroase dimer to improve solubility and bioavailability.
Carbohydr Polym
; 97(1): 196-202, 2013 Aug 14.
Article
in En
| MEDLINE
| ID: mdl-23769537
ABSTRACT
Rhizobium species produce cyclosophoraose (Cys), which is an unbranched cyclic ß-(1,2)-glucan. We synthesized novel cationic cyclosophoraose dimer (Cys dimer) and its structure was confirmed via NMR spectroscopy and MALDI-TOF mass spectrometry analysis. In this study, we investigated the complexation of hardly soluble drug fisetin (3,3',4',7-tetrahydroxyflavone) with Cys dimer to improve the solubility of fisetin, and its solubility was increased up to 6.5-fold. The solubility of fisetin with Cys dimer showed 2.4-fold better than with ß-cyclodextrin. The fisetin-Cys dimer complex was characterized by using, phase solubility diagram, 2D NMR, FT-IR spectroscopy, SEM, DSC analysis and molecular modeling. Through the molecular docking simulations, complexation ability of fisetin with host molecules were in the following order Cys dimer>Cys monomer>ß-CD. The fisetin-Cys dimer complex showed also higher cytotoxicity to HeLa cells than free fisetin, indicating that the Cys dimer to improve bioavailability of fisetin.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Flavonoids
/
Glucans
Limits:
Humans
Language:
En
Journal:
Carbohydr Polym
Year:
2013
Document type:
Article
Affiliation country:
Corea del Sur
Publication country:
ENGLAND
/
ESCOCIA
/
GB
/
GREAT BRITAIN
/
INGLATERRA
/
REINO UNIDO
/
SCOTLAND
/
UK
/
UNITED KINGDOM