Next Article in Journal
Half-Sandwich Ru(II) Halogenido, Valproato and 4-Phenylbutyrato Complexes Containing 2,2′-Dipyridylamine: Synthesis, Characterization, Solution Chemistry and In Vitro Cytotoxicity
Next Article in Special Issue
Phloretin Exerts Anti-Tuberculosis Activity and Suppresses Lung Inflammation
Previous Article in Journal
Nanoparticle-Enabled Transdermal Drug Delivery Systems for Enhanced Dose Control and Tissue Targeting
Previous Article in Special Issue
Polyphenols Isolated from Xanthoceras sorbifolia Husks and Their Anti-Tumor and Radical-Scavenging Activities
Open AccessArticle

Improving Free Radical Scavenging Activity of Soy Isoflavone Glycosides Daidzin and Genistin by 3′-Hydroxylation Using Recombinant Escherichia coli

Department of Biotechnology, Chia Nan University of Pharmacy and Science, No. 60, Sec. 1, Erh-Jen Rd., Jen-Te District, Tainan 71710, Taiwan
Department of Biological Sciences and Technology, National University of Tainan, Tainan 70005, Taiwan
Author to whom correspondence should be addressed.
Academic Editor: Jean-Marc Sabatier
Molecules 2016, 21(12), 1723;
Received: 12 November 2016 / Revised: 7 December 2016 / Accepted: 13 December 2016 / Published: 15 December 2016
(This article belongs to the Special Issue Structure-Activity Relationship of Natural Products)
The present study describes the biotransformation of a commercially available crude extract of soy isoflavones, which contained significant amounts of the soy isoflavone glycosides daidzin and genistin, by recombinant Escherichia coli expressing tyrosinase from Bacillus megaterium. Two major products were isolated from the biotransformation and identified as 3′-hydroxydaidzin and 3′-hydroxygenistin, respectively, based on their mass and nuclear magnetic resonance spectral data. The two 3′-hydroxyisoflavone glycosides showed potent 2,2-diphenyl-1-picrylhydrazyl free radical scavenging activity with IC50 values of 7.4 and 9.8 μM for 3′-hydroxydaidzin and 3′-hydroxygenistin, respectively. The free radical scavenging activities of the two 3′-hydroxyisoflavone glycosides were, respectively, 120 and 72 times higher than the activity of their precursors, daidzin and genistin, and were also stronger than the activity of ascorbic acid, which showed an IC50 value of 15.1 μM. This is the first report of the bio-production and potential antioxidant applications of both 3′-hydroxydaidzin and 3′-hydroxygenistin. View Full-Text
Keywords: antioxidant; biotransformation; daidzin; genistin; hydroxylation antioxidant; biotransformation; daidzin; genistin; hydroxylation
Show Figures

Figure 1

MDPI and ACS Style

Chiang, C.-M.; Wang, D.-S.; Chang, T.-S. Improving Free Radical Scavenging Activity of Soy Isoflavone Glycosides Daidzin and Genistin by 3′-Hydroxylation Using Recombinant Escherichia coli. Molecules 2016, 21, 1723.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

Search more from Scilit
Back to TopTop