A Novel Soy Isoflavone Derivative, 3'-Hydroxyglycitin, with Potent Antioxidant and Anti- α-Glucosidase Activity

Jiumn-Yih Wu; Tzi-Yuan Wang; Hsiou-Yu Ding; Chuan-Che Lee; Te-Sheng Chang

doi:10.3390/plants11172202

A Novel Soy Isoflavone Derivative, 3'-Hydroxyglycitin, with Potent Antioxidant and Anti- α-Glucosidase Activity

Plants (Basel). 2022 Aug 25;11(17):2202. doi: 10.3390/plants11172202.

Authors

Jiumn-Yih Wu¹, Tzi-Yuan Wang², Hsiou-Yu Ding³, Chuan-Che Lee⁴, Te-Sheng Chang⁴

Affiliations

¹ Department of Food Science, National Quemoy University, Kinmen County 892, Taiwan.
² Biodiversity Research Center, Academia Sinica, Taipei 11529, Taiwan.
³ Department of Cosmetic Science, Chia Nan University of Pharmacy and Science, Tainan 71710, Taiwan.
⁴ Department of Biological Sciences and Technology, National University of Tainan, Tainan 70005, Taiwan.

Abstract

This study demonstrated the enzymatic hydroxylation of glycitin to 3'-hydroxyglycitin, confirming the structure by mass and nucleic magnetic resonance spectral analyses. The bioactivity assays further revealed that the new compound possessed over 100-fold higher 1,1-diphenyl-2-picrylhydrazine free-radical scavenging activity than the original glycitin, although its half-time of stability was 22.3 min. Furthermore, the original glycitin lacked anti-α-glucosidase activity, whereas the low-toxic 3'-hydroxyglycitin displayed a 10-fold higher anti-α-glucosidase activity than acarbose, a standard clinical antidiabetic drug. The inhibition mode of 3'-hydroxyglycitin was noncompetitive, with a K_i value of 0.34 mM. These findings highlight the potential use of the new soy isoflavone 3'-hydroxyglycitin in biotechnology industries in the future.

Keywords: antioxidant; biotransformation; glucosidase; hydroxylation; soy isoflavone; tyrosinase.

Abstract

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