ortho-dihydroxyisoflavone derivatives from aged Doenjang (Korean fermented soypaste) and its radical scavenging activity

Bioorganic & Medicinal Chemistry Letters
Jun-Seong ParkHan Kon Kim

Abstract

One new ortho-dihydroxyisoflavone, 7,3',4'-trihydroxyisoflavone (2), and two known ortho-dihydroxyisoflavone derivatives were isolated from 5-year-old Doenjang (Korean fermented soypaste), and evaluated as potent antioxidant by comparing with other known isoflavones. 7,8,4'-Trihydroxyisoflavone (1), 7,3',4'-trihydroxyisoflavone (2), and 6,7,4'-trihydroxyisoflavone (3) inhibited DPPH (Diphenyl-1-picryl hydrazyl) formation by 50% at a concentration of 21.5+/-0.2, 28.7+/-0.4 and 32.6+/-0.6 (IC(50)), respectively, whereas three isoflavones showed weak DPPH radical scavenging activity. In xanthine oxidase (XO) system, in which both inhibition of xanthine oxidase and superoxide scavenging effect were measured in one assay. Compound 1 (IC(50)= 6.6+/-0.4 microM) and 2 (IC(50)=16.8+/-1.2 microM) show significant inhibitory activity and greater effect than allopurinol. But, compound 3 and other isoflavones showed lower inhibition activity. This study shows that the position of hydroxyl substituent at the aromatic ring of isoflavone plays an important role in radical scavenging effect.

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Citations

Jan 3, 2012·Archives of Pharmacal Research·Hyun Ah JungJae Sue Choi
May 31, 2012·Archives of Pharmacal Research·Seong Eun JinJae Sue Choi
Apr 8, 2014·International Journal of Molecular Sciences·Te-Sheng Chang
Feb 7, 2012·International Journal of Food Microbiology·Young-Do NamSeong-Il Lim
May 4, 2011·Journal of Food Science·ChanUk ParkJaeHwan Lee
Oct 9, 2014·Journal of Applied Microbiology·Suzy C Moody, E Joel Loveridge
Mar 15, 2015·Enzyme and Microbial Technology·Kwon-Young ChoiByung-Gee Kim
Mar 7, 2014·Saudi Journal of Biological Sciences·Na-Ri LeeHong-Joo Son
Oct 22, 2009·Biotechnology and Bioengineering·Bishnu Prasad PandeyByung-Gee Kim
Jun 24, 2018·International Journal of Molecular Sciences·Eunji KimJae Youl Cho
Sep 18, 2016·Journal of Neuroscience Research·Samantha J Spratley, Janet E Deane
Sep 6, 2018·FEMS Microbiology Letters·Pyung-Gang LeeByung-Gee Kim

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