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Chemistry for Sustainable Development

2019 year, number 2

Study of the Solubility and Membrane Permeability of Mechanochemically Obtained Solid Dispersions of Plant Flavonoids

L. P. SUNTSOVA1, A. A. SHLOTGAUER2, V. I. EVSEENKO1, E. S. METELEVA1, N. E. POLYAKOV1,2, A. V. DUSHKIN1
1Institute of Solid State Chemistry and Mechanochemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
E-mail: suntcovalp@mail.ru
2Institute of Chemical Kinetics and Combustion, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
Keywords: flavonoids, mechanochemical treatment, solubility, membrane permeability, supramolecular complexes, micelles
Pages: 173-179

Abstract

Solid dispersions of plant flavonoids (dihydroquercetin, puerarin, rutin and genistein) with the arabinogalactan polysaccharide and the glycyrrhizic acid disodium salt are obtained by mechanochemical treatment. Ways of increasing their solubility and transmembrane permeability on artificial membranes have been studied. The formation of supramolecular systems – intermolecular complexes and micelles – was established by NMR relaxation upon dissolution of solid dispersions in water, their stability constants and thermodynamic parameters were estimated. The possibility of increasing the solubility of the studied flavonoids by a factor of 1.9–30 was shown. It was revealed that the measured rate of transmembrane transfer of flavonoid molecules through an artificial hydrophobic membrane did not correlate with an increase in their solubility. It is assumed that this is due to the structural features of the complexes, as well as the specificity of the flavonoid molecules themselves. The results obtained are qualitatively close to the available data on bioavailability and transmembrane transfer in vivo.

DOI: 10.15372/CSD2019125