Abstract
Chrysin is a bioflavonoid that can be found in natural products such as honey and propolis, and it possesses several biological effects such as antioxidant, anti-inflammatory, and anti-cancer activity. However, it is poorly soluble in water, and its bioavailability is limited. The aim of this research is to investigate the chrysin solubilization capacity of different β-cylcodextrin derivatives and compare their biological activities. Chrysin was complexed with β-cyclodextrin (βCD), hydroxypropyl-β-, (HPBCD) sulfobutylether-β-, (SBECD), and randomly-methylated-β-cyclodextrin (RAMEB) by the lyophilization method in 1:1 and 1:2 molar ratios. The solubilities of the chrysin–cyclodextrin complexes were tested, and the solubilization abilities of cyclodextrins were studied by phase solubility experiments. The cytotoxicity of the complexes was measured by the MTT method, and the permeability enhancement was tested on Caco-2 monolayers. The solubility study showed that the complexes formed with RAMEB had the highest solubility in water. The phase solubility experiments confirmed the strongest interaction between RAMEB and chrysin. In the viability test, none of the complexes showed cytotoxicity up to 100 µM concentration. The permeability study revealed that both at 1:1 and 1:2 ratios, the RAMEB complexes were the most effective to enhance chrysin permeability through the Caco-2 monolayers. In conclusion, cyclodextrins, especially RAMEB, are suitable for improving chrysin solubility and absorption.
Highlights
Chrysin (5,7-dihydroxylflavone) belongs to the flavonoids class of polyphenolic compounds (Figure 1)
They have lipophilic inner cavity and ahydrophilic hydrophilicouter outersurface, surface,sosothis thisaspect aspectmakes makesthem themsoluble solublein in water, water, but but the the cavity cavity provides provides aa hydrophobic habitat. Their structure significantly influences the biocompatibility; we previously hydrophobic habitat. Their structure significantly influences the biocompatibility; we previously showed thethe cytotoxicity and cholesterol complexation abilities showed that thatthere thereisisa arelationship relationshipbetween between cytotoxicity and cholesterol complexation abilities
RAMEB and HPBCD were dissolved in this solution, and 0.4 ml of water was added to each ml of the solution
Summary
Chrysin (5,7-dihydroxylflavone) belongs to the flavonoids class of polyphenolic compounds (Figure 1). The chemical structure of chrysin differs from other flavonoids in lacking oxygenation in the. Of oxygenation of the Bantioxidant and C ring,activity the chemical features of chrysin are related their pharmacological It possesses [1] and other biological effects to their pharmacological activities. It possesses antioxidant activity [1]. Other biological including anti-inflammatory and anti-cancer [2,3,4]. Chrysin occurs mostly in plants such as the Indian effects including anti-inflammatory and anti-cancer [2,3,4].
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