Acidic natural deep eutectic solvents as dual solvents and catalysts for the solubilization and deglycosylation of soybean isoflavone extracts: Genistin as a model compound

Abstract

This study investigated the possibility of using green solvent natural deep eutectic solvents (NADESs) as dual solvent-catalysts for the solubilization and deglycosylation of soybean isoflavones. The deglycosylation behavior of genistin as a model compound in NADESs was compared. Acidic NADESs showed moderate solubility for genistin and could hydrolyze it to form genistein. The onset temperature of deglycosylation in the choline chloride/malic acid (Ch-Ma) was 60 °C. The solubilities of genistin in the Ch-Ma system were modeled. The dissolution process was endothermic and mainly enthalpy-driven. The deglycosylation followed first-order kinetics with a half-life (t_1/2) of 40 min at 90 °C. The method was validated using soybean isoflavone extracts as a substrate and the ratio of glycoside to aglycone in the extracts could be adjusted by changing the conditions. The methods have great potential in the extraction and preparation of ready-to-use isoflavone extracts from soybean and other legumes.

Keywords: Deep eutectic solvents; Deglycosylation; Genistin; Solubility; Soybean isoflavone.