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Enhancement of quercetin water solubility with steviol glucosides and the studies of biological properties

Enhancement of quercetin water solubility with steviol glucosides and the studies of biological properties

저자

Thi Thanh Hanh Nguyen, Shin-Hye Yu, Jiyoun Kim, Eunbae An, Kyeonghwan Hwang, Jun-Seong Park, and Doman Kim

저널 정보

Functional Foods in Health and Disease

출간연도

December 29, 2015

Background: Quercetin, a flavonol contained in various vegetables and fruits, has numerous biological activities which include anticancer, antiviral, anti-diabetic, and anti-oxidative properties. However, quercetin also has low oral bioavailability, due to its insolubility in water. Thus, the bioavailability of quercetin administered to human beings in a capsule form was reported to be less than 1%, with only a small percentage of ingested quercetin getting absorbed in the blood. This leads to certain difficulties in creating highly effective medicines.

Methods: Quercetin-rubusoside and quercetin-rebaudioside were prepared. The antioxidant activities of quercetin and Q-rubusoside were evaluated by DPPH radical scavenging method. Inhibition activities of quercetin and Quercetin-rubusoside were determined by measuring the remaining activity of 3CLpro with 200 μM inhibitor. The inhibition activity of quercetin, rubusoside and quercetin-rubusoside were determined by measuring the activity of human maltase, which remains at 100 μM rubusoside or quercetin-rubusoside. The mushroom tyrosinase inhibition was assayed with the reaction mixture containing 3.3 mM L-DOPA in 50 mM potassium phosphate buffer (pH 6.8), and 10 U mushroom tyrosinase/ml with or without quercetin or quercetin-rubusoside.

Results: With 10% rubusoside treatment, quercetin showed solubility of 7.7 mg/ml in water, and its solubility increased as the concentration of rubusoside increased; the quercetin solubility in water increased to 0.83 mg/ml as rubusoside concentration increased to 1 mg/ml. Quercetin solubilized in rubusoside solution showed DPPH radical-scavenging activity and mushroom tyrosinase inhibition activity, similar to that of quercetin solubilized in dimethyl-sulfoxide. Quercetin-rubusoside also demonstrated 1.2 and 1.9 folds higher inhibition activity against 3CLpro of SARS and human intestinal maltase, respectively, than those of quercetin in DMSO.
Conclusions: Quercetin can be solubilized in water with rebaudioside or rubusoside treatment. As Ru concentration increases, the solubility of quercetin in water increases. The solubilization of quercetin in Ru solution did not reduce its biological functions such as the DPPH radical-scavenging and mushroom tyrosinase activity. Additionally, quercetin-rubusoside increased the inhibition activity against the 3CLpro of SARS and human intestinal maltase, when compared with the activity of quercetin in DMSO. Therefore, rubusoside and rebaudioside are promising compounds which enhance the solubility of poorly water soluble compounds.