Production of 8-Hydroxydaidzein from Soybean Extract by<i>Aspergillus oryzae</i>KACC 40247

Seo, Min‐Ho; Kim, Bi-Na; Kim, Kyoung-Rok; Lee, Ki Won; Lee, Choong-Hwan; Oh, Deok‐Kun

doi:10.1271/bbb.120899

Cited by 16 publications

(18 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Genistein, a metabolite of genistin, has been shown to exert beneficial effects in animal models of arthritis, asthma, and spontaneous severe dermatitis [23]–[25], whereas daidzin and its metabolites have been studied less. 7,8,4′-Trihydroxyisoflavone (7,8,4′-THIF, 8-hydroxydaidzein), a metabolite of daidzin, has recently attracted much attention in view of its pharmaceutical and cosmetic effects [26]. Here, we investigated whether topical application of 7,8,4′-THIF suppressed the development of AD-like symptoms and skin lesions in DNCB-treated NC/Nga mice by quantifying dermatitis score, ear thickness, scratching behavior, and serum IgE production.…”

Section: Introductionmentioning

confidence: 99%

7,8,4′-Trihydroxyisoflavone Attenuates DNCB-Induced Atopic Dermatitis-Like Symptoms in NC/Nga Mice

Kim

Kang

et al. 2014

PLoS ONE

Self Cite

View full text Add to dashboard Cite

Atopic dermatitis (AD) is characterized by chronic highly pruritic and relapsing inflammatory skin lesions. Despite its growing prevalence, therapeutic treatments remain limited. Natural immune modulators from herbal extracts or derivatives may be useful for treating AD symptoms. This study examined the effect of 7,8,4′-trihydroxyisoflavone (7,8,4′-THIF), a metabolite of soy isoflavone daidzin, on AD-like symptoms. Repeated epicutaneous application of 2,4-dinitrochlorobenzene (DNCB) was performed on the ear and dorsal skin of NC/Nga mice to induce AD-like symptoms and skin lesions, and 7,8,4′-THIF (200 and 400 nmol) or tacrolimus (100 µg) was applied topically for 3 weeks to assess their anti-pruritic effects. We found that 7,8,4′-THIF alleviated DNCB-induced AD-like symptoms as quantified by skin lesion, dermatitis score, ear thickness, and scratching behavior. Histopathological analysis demonstrated that 7,8,4′-THIF decreased DNCB-induced eosinophil and mast cell infiltration into skin lesions. We also found that 7,8,4′-THIF significantly alleviated DNCB-induced loss of water through the epidermal layer. In addition to reducing the DNCB-induced increase in serum IgE, 7,8,4′-THIF also lowered skin lesion levels of the chemokine thymus and activation regulated chemokine; Th2 cytokines interleukin (IL)-4, IL-5, and IL-13; and Th1 cytokines IL-12 and interferon-γ. These results suggest that 7,8,4′-THIF might be a potential therapeutic candidate for the treatment of atopic dermatitis.

show abstract

Section: Introductionmentioning

confidence: 99%

7,8,4′-Trihydroxyisoflavone Attenuates DNCB-Induced Atopic Dermatitis-Like Symptoms in NC/Nga Mice

Kim

Kang

et al. 2014

PLoS ONE

Self Cite

View full text Add to dashboard Cite

show abstract

“…Under optimal culture conditions, 0.062 g/L of 8-hydroxydaidzein from 0.106 g/L of daidzin plus daidzein at a conversion yield of 58% (w/w) can be obtained in the fermenter. In this study, the conversion is much higher than the highest value 36.3% obtained by Pandey et al (2011) and 58% obtained by Seo et al (2013). Therefore, we can obtain high biotransformation efficiency of daidzein to 8-hydroxydaidzein under certain conditions using an A. oryzae culturing system.…”

Section: Effect Of Initial Phmentioning

confidence: 61%

“…The production of 8-hydroxydaidzein from soybean extract was investigated by Seo et al (2013) recently using selected A.…”

Section: Effect Of Initial Phmentioning

confidence: 99%

Production of 8-hydroxydaidzein Polyphenol Using Biotransformation by <i>Aspergillus oryzae</i>

Chang

Lin

et al. 2015

FSTR

View full text Add to dashboard Cite

Several polyphenolic compounds which were derived from the fermented soybean had been identified and investigated for their potential effects on some diseases. However, such a biotransformation phenomenon is seldom discussed and has not been studied by using submerged culture with isoflavone, such as pure daidzein, as a substrate.In this study, the conditions for hydroxylation of pure daidzein into 8-hydroxydaidzein by Aspergillus oryzae were systemically investigated. Our results indicated that the optimal culture conditions for the hydroxylation were 200 rpm and pH 6. Moreover, the production was significantly increased 57.4% by an optimized concentration of 3 g/L MgSO 4 . On the other hand, 77.8% high biotransformation efficiency of 8-hydroxydaidzein could be obtained by providing pure daidzein; that can avoid many derived polyphenolic compounds were generated by isoflavone biotransformation. Our results suggest that the biotransformation of 8-hydroxydaidzein can be performed through a highly selected catalysis under specified conditions using certain microorganisms.

show abstract

“…Three acetyl glycosides (acetyldaidzin, acetylgenistin, and acetylglycitin), three glycosides (daidzin, genistin, and glycitin), three aglycones (daidzein, genistein, and glycitein), three hydroxyisoflavones (8-hydroxydaidzein, hydroxygenistein, 24) and hydroxyglycitein 25) ), and one soyasaponin 26) (soyasaponin 1) were identified by comparison to an in-house library 27) and the published literature (Table 2). Of the three hydroxyisoflavones identified, only 8-hydroxydaidzein has been reported in the A. oryzae KACC 40247 strain, 28) 25) as products of A. oryzae fermentation. In our study, it was clear that hydroxygenistein and hydroxyglycitein were produced in the soybean extracts fermented by A. oryzae KACC 40247, and the metabolite was identified based on MS/MS fragmentation.…”

Section: Secondary Metabolite Profiling Of Fermented Soybean Extractsmentioning

confidence: 99%

Targeted metabolomics for Aspergillus oryzae-mediated biotransformation of soybean isoflavones, showing variations in primary metabolites

Lee

Seo

et al. 2014

Bioscience, Biotechnology, and Biochemistry

Self Cite

View full text Add to dashboard Cite

This study aimed to investigate the biotransformation of soybean isoflavones to hydroxyisoflavones, and the primary and secondary metabolite change during Aspergillus oryzae KACC40247-mediated fermentation by gas chromatography-time of flight-mass spectrometry and LC-MS with multivariate analysis. The mass spectrometric analysis revealed that acetylglycosides and glycosides decreased during the first 12 h of fermentation, while the aglycones increased up to that time point. This was followed by a decrease in aglycone levels due to the formation of hydroxyisoflavones. The hydroxyflavones, 8-hydroxydaidzein, hydroxygenistein, and hydroxyglycitein, resulting from the biotransformation of the corresponding aglycones, increased up to 24 h, and then subsequently decreased. During fermentation, the levels of monosaccharides, aspartic acid, pyroglutamic acid, gamma-aminobutyric acid, and organic acids gradually decreased, whereas the levels of threonine, serine, and glycine increased. Hydroxyisoflavone was more strongly correlated with antioxidant activity than the other metabolites. Our results suggest that biotransformation has the potential to improve the nutritional properties of soy-based food.

show abstract

Production of 8-Hydroxydaidzein from Soybean Extract byAspergillus oryzaeKACC 40247

Cited by 16 publications

References 24 publications

7,8,4′-Trihydroxyisoflavone Attenuates DNCB-Induced Atopic Dermatitis-Like Symptoms in NC/Nga Mice

7,8,4′-Trihydroxyisoflavone Attenuates DNCB-Induced Atopic Dermatitis-Like Symptoms in NC/Nga Mice

Production of 8-hydroxydaidzein Polyphenol Using Biotransformation by <i>Aspergillus oryzae</i>

Targeted metabolomics for Aspergillus oryzae-mediated biotransformation of soybean isoflavones, showing variations in primary metabolites

Contact Info

Product

Resources

About