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KMID : 0604520090350030203
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Journal of the Society of Cosmetic Scientists of Korea
2009 Volume.35 No. 3 p.203 ~ p.208
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o-Dihydroxyisoflavone Derivatives from Highly Aged Korean Fermented Soybean Paste by Jang Yang Process and Its Biological Activity
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Kim Dong-Hyun
Park Jun-Seong
Park Nok-Hyun
Moon Eun-Jeong
Yu Sun-Hye
Kim Duck-Hee
Kim Han-Kon
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Abstract
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Doenjang (Korean fermented soybean paste) is a unique fermented food in Korea. It has been traditionally manufactured from soybeans, by Jang Yang process. We focused on the newly formed compound in highly aged Doenjang and its biological activity. One new o-dihydroxyisoflavone, 7,3’,4’-trihydroxyisoflavone and two known o-dihydroxyisoflavone
derivatives were isolated from 5-year-old Doenjang and evaluated as potent antioxidant and whitening effect by comparing with other known isoflavone. 7,8,4’-Trihydroxyisoflavone (compound 1), 7,3’,4’-trihydroxyisoflavone (compound 2) and 6,7,4’-trihydroxyisoflavone (compound 3) inhibited DPPH (diphenyl- 1-picrylhydrazyl) formation by 50 % at a concentration of 21.5 ± 0.2, 28.7 ± 0.4 and 32.6 ± 0.6 (IC50) respectively, whereas daidzein showed weak DPPH radical scavenging activity. In superoxide scavenging effect were measured in one assay. Compound 1 (IC50 = 18.10 ± 0.2 μM) and 2 (IC50 = 10.54 ± 0.4 μM) show significant inhibitory activity and greater effect than L-ascorbic acid. But compound 3 and daidzein showed lower inhibition activity. Also, o-dihydroxyisoflavone derivatives evaluated as potent inhibitors on tyrosinase activity and melanin formation in melan-a cells. Compound 1 (IC50 = 11.21 ± 0.2 μM), compound 2 (IC50 = 5.23 ± 0.6 μM) exhibited significant inhibitory effect on tyrosinase activity. Furthermore, those compounds are significantly suppressed the cellular melanin formation by 50 % at a concentration of 12.23 ± 0.7 μM (1) and 7.83 ± 0.7 μM (2). This result suggests that 7,3’,4’- trihydroxyisoflavone from highly aged Doenjang could be used as an active ingredient for cosmetics.
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KEYWORD
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o-dihydroxyisoflavone, Doenjang, Jang Yang process, antioxidant, melanin
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