• Title/Summary/Keyword: aglycones

Search Result 143, Processing Time 0.021 seconds

Composition of Isoflavone, Phytic Acid, and Saponins in Hypocotyls and Cotyledons of Six Traditional Korean Soybeans

  • Kim, Kang-Sung
    • Journal of Environmental Health Sciences
    • /
    • v.33 no.3
    • /
    • pp.195-201
    • /
    • 2007
  • The objective of present study was to examine the composition of functional components (isoflavones, phytic acid, and saponin) in hypocotyls and cotyledons of six traditional Korean soybeans, namely Cheongtae, Seoritae, Jinjoori, Subaktae, Yutae, and Huktae. Three 'family' of isoflavones, as four chemical structures were present in hypocotyls and cotyledons of six soybean cultivars: the aglycones genistein, daidzein, and glycitein; the glycosides genistin, daidzin, and glycitin; the acetylglycosides 6"-O-acetylgenistin, 6"-O-acetyldaidzin, and 6"-O-acetylglycitin; and the malonylglycosides 6"-O-malonylgenistin, 6"-O-malonyldaidzin, and 6"-O-malonylglycitin. Isoflavone contents of hypocotyls and cotyledons differed among the cultivars, and glucosides and malonylglucosides accounted for more than 90% of the total phytoestrogens, with the remaining $1\sim7%$ taken up by aglycones. Concentrations of isoflavones in cotyledons were approximately about $10\sim20%$ of respective hypocotyls. Contents of phytic acids in hypocotyls and cotyledons of the selected soybean cultivars were $1.21\sim1.70%$ and $2.59\sim3.01%$, respectively. Hypocotyls of Seoritae showed the lowest content of phytic acid with 1.21%, while cotyledons of Cheongtae showed the highest content with 3.01%. The sapogenol concentrations ranged from $13.58mg/100g\sim20.82mg/100g$ for hypocotyls and $0.95mg/100g\sim2.55mg/100g$ for cotyledons showing that concentrations of saponin are $7\sim10$ times higher in hypocotyls than in cotyledons of respective soybeans. For both hypocotyls and cotyledons the sapogenol A were present in higher concentrations than soyasapogenol B.

Isoflavone Content in Korean Fermented and Unfermented Soybean Foods (대두 가공 식품 중의 이소플라본 함량)

  • Choi, Yeon-Bae;Sohn, Heon-Soo
    • Korean Journal of Food Science and Technology
    • /
    • v.30 no.4
    • /
    • pp.745-750
    • /
    • 1998
  • Soybean isoflavones known as an anticarcinogenic factor were evaluated in some Korean soybean foods by high performance liquid chromatography. Unfermented soybean foods contained predominantly isoflavone ${\beta}-glycosides$ (genistin and daidzin), but in the fermented soybean foods isoflavones were present mainly as aglycones (genistein and daidzein). Average contents of isoflavones of tofu, soymilk and soy sprout were 1, 151, 676 and 424 mg/kg, respectively. Among the fermented soybean products, soybean paste (Chongkukjang) was highest in the isoflavone content (920 mg/kg) and the degree of hydrolysis of ${\beta}-glycosidic$ bonds was ranged from 30 to 100%. Doenjang, Chunjang and Kanjang contained lesser amounts of isoflavones and their contents were 627, 291 and 10 mg/kg, respectively. Korean traditional fermented foods, Chongkukjang and Doenjang could be regarded as the excellent sources of soy isoflavone aglycones.

  • PDF

Changes of Isoflavone Contents in White and Black Soybean Powders Prepared under Drying Conditions after Soaking (불림 후 건조 조건에서 서리태와 백태의 이소플라본 함량 변화)

  • Seung-Hyeon Cha;Ha-Young Song;Geum-Na Pyeon;Eun-Ah Hong;Se-Lim Bak;Sang-Beom Park;Shangle Jiang;Keum-Il Jang
    • The Korean Journal of Food And Nutrition
    • /
    • v.36 no.2
    • /
    • pp.87-92
    • /
    • 2023
  • Isoflavones found in soybeans are present as glycosides and aglycones, which differ according to their chemical structure. The absorption rate and bioavailability of aglycones are greater than those of glycosides. It is known that aglycone isoflavones in soybean was converted from glycoside isoflavones by activating of endogenous β-glucosidase under drying (40~60℃) conditions after soaking. In this study, we compared and analyzed the proximate composition and isoflavone contents of soybean powders prepared under dried after soaking were analyzed. In the comparison of the proximate compositions, the moisture contents of white soybean powder dried after soaking (WSPDS) and black soybean powder dried after soaking (BSPDS) were decreased as compared with those of the control white soybean powder (CWSP) and control black soybean powder (CBSP). Whereas the contents of other proximate compositions were increased. The aglycone isoflavone contents were higher in WSPDS than in CWSP. Whereas the aglycone isoflavone contents of BSPDS had a similar content those of CBSP because of the component characteristics of black soybean. In conclusion, we believe that it is appropriate to identify and utilize the component characteristics of soybean varieties in order to induce an increase in the functional component content of soybeans under drying conditions after soaking.

Functionalization of Isoflavones with Enzymes

  • Lee, Jae-Hwan;Doo, Eun-Hee;Kwon, Dae-Yong;Park, Jin-Byung
    • Food Science and Biotechnology
    • /
    • v.17 no.2
    • /
    • pp.228-233
    • /
    • 2008
  • Considerable progress has been made in functionalization of the soy isoflavones through enzymatic modification of daidzin, genistin, and glycitin. After hydrolysis of $\beta$-glucosides into their corresponding aglycones, these compounds were structurally modified via biotransformations such as regioselective hydroxylation, enantioselective reduction, regioselective methylation, and polymerization. These reactions often resulted in an increase of the biological activities (e.g., anti oxidative activity, antiproliferative activity) and/or improvement of the physico-chemcial properties (e.g., water solubility, bioavailability). This review briefly summarizes on-going research activities on the biofunctionalization of the soy isoflavones.

Characteristics of Korean Soybean Paste (Doenjang) Prepared by the Fermentation of Black Soybeans

  • Kim, Seong-Yeong;Son, Heung-Soo;Oh, Sung-Hoon
    • Preventive Nutrition and Food Science
    • /
    • v.14 no.2
    • /
    • pp.134-141
    • /
    • 2009
  • The changes in components and biological activities of doenjang samples prepared with black soybeans and fermented with Bacillus subtilis SCB were investigated. The amino nitrogen (A-N) contents of samples increased with increasing black soybean content. A doenjang product made using a 1:1 ratio of soybeans-black soybeans showed a maximum level of genistein and daidzein isoflavones ($1111.6{\mu}g/g$) at 110 days of fermentation, along with decreasing contents of genistin and daidzin due to the conversion to aglycones. The black soybean-only doenjang sample showed higher protease activity, including caseinolytic and fibrinolytic enzyme activities, than the other samples, and had relatively higher polyphenol content and DPPH radical scavenging activity. Therefore, doenjang made with additions of black soybeans and fermented by B. subtilis SCB may have improved physiological properties, suggesting this to be a valuable method of preparation.

Bioconversion Using Lactic Acid Bacteria: Ginsenosides, GABA, and Phenolic Compounds

  • Lee, Na-Kyoung;Paik, Hyun-Dong
    • Journal of Microbiology and Biotechnology
    • /
    • v.27 no.5
    • /
    • pp.869-877
    • /
    • 2017
  • Lactic acid bacteria (LAB) are used as fermentation starters in vegetable and dairy products and influence the pH and flavors of foods. For many centuries, LAB have been used to manufacture fermented foods; therefore, they are generally regarded as safe. LAB produce various substances, such as lactic acid, ${\beta}$-glucosidase, and ${\beta}$-galactosidase, making them useful as fermentation starters. Existing functional substances have been assessed as fermentation substrates for better component bioavailability or other functions. Representative materials that were bioconverted using LAB have been reported and include minor ginsenosides, ${\gamma}$-aminobutyric acid, equol, aglycones, bioactive isoflavones, genistein, and daidzein, among others. Fermentation mainly involves polyphenol and polysaccharide substrates and is conducted using bacterial strains such as Streptococcus thermophilus, Lactobacillus plantarum, and Bifidobacterium sp. In this review, we summarize recent studies of bioconversion using LAB and discuss future directions for this field.

Effects of Citrus Flavonoids on the Lipid Peroxidation Contents (감귤류 플라보노이드가 지질 과산화물 함량에 미치는 영향)

  • Cha, Jae-Young;Kim, Hyun-Jeong;Kim, Sung-Kyu;Lee, Yong-Jae;Cho, Young-Su
    • Food Science and Preservation
    • /
    • v.7 no.2
    • /
    • pp.211-217
    • /
    • 2000
  • The effects of Citrus flavonoids, hesperetin, hesderidin, naringenin, and naringin, on nonenzymatic lipid peroxidation were studied in three different in vitro experimental models. Hesperetin showed the most antioxidant effect in this experimental condition by measuring the malondialdehyde production using the thiobarbiturate and thiocyanate methods, the lipid peroxidation of microsomal membranes, and DPPH (${\alpha},{\alpha}'-diphenyl-{\beta}-picrylhydrazyl$) method. The antioxidative activity of the flavonoid aglycone forms, hesperetin, Citrus aglycone flavonoid, suggest the most antioxidant effect in this experimental condition, and this effect indicate more potent in the aglycones than their corresponding glycosides.

  • PDF

Structures of Dotorioside I and II Obtained from the Fruits of Quercus acutissima $C_{ARRUTHERS}$ (도토리에서 분리한 Dotorioside I, II의 구조)

  • Im, Kwang-Sik;Son, Mee-Jeong;Lee, See-Kang
    • YAKHAK HOEJI
    • /
    • v.38 no.3
    • /
    • pp.223-229
    • /
    • 1994
  • From the methanolic extractive of the fruits of Quercus acutissima $C_{ARRUTHERS}$(Fagaceae) a mixture(QC-A saponin) of two ester glycosides, which were named as dotorioside I(3) and ll(4), was separated by silica gel column chromatography and HPLC. The structures of these two glycosides including their genuine aglycones(1,2) were elucidated as 1: $2{\alpha}$, $3{\beta}$, $19{\alpha}$, 23-tetrahydroxyolean-12-en-28-oic acid, 2: $2{\alpha}$, $3{\beta}$, $19{\alpha}$, 23-tetrahydroxyurs-12-en-28-oci acid, 3: 28-O-${\beta}$-D-glucopyranosyl ester of 1, 4: 28-O-${\beta}$-D-glucopyranosyl ester of 2, respectively, on the basis of chemical and spectral evidence.

  • PDF

Inhibitory Effects of Polyoxypregnane Constituents from the Roots of Cynanchum caudatum on the Aldehyde Oxidase Activity and Lipid Peroxidation (우피소근의 polyoxypregnane 화합물의 Aldehyde Oxidase 및 지질과산화 억제효과)

  • 이동웅;이남재
    • YAKHAK HOEJI
    • /
    • v.44 no.3
    • /
    • pp.257-262
    • /
    • 2000
  • The roots of Cynanhum caudatum (Asclepiadaceae) have been used in folk medicine in Japan and China for the prevention and treatment of various geriatric diseases and also as a cardiotonic agent. Constituents of this plant have mainly been examined for glycosides: besides two steroidal alkaloids, gagaminine and gagamine which was firstly isolated by us, more than 35 polyoxypregnane glycosides and aglycones have also been identified. Gagaminine inhibits potently the hepatic aldehyde oxidase activity and lipid peroxidation in vitro. The present work deals with the comparison of antioxidative activities of gagamine, a new pregnane alkaloid, three isolated polyoxypregnanes containing a keto group at C-20 with those of gagaminine, a potent antioxidant, in order to explain the structure-activity relationships. The results of this study further prove that the cinnamoyl group of gagaminine is very important for the inhibition on the aldehyde oxidase activity while the nicotinoyl group is necessary for anti-lipid peroxidation. Besides that, the keto compounds having no ester group at C-12 were found to be more active than the others except gagaminine.

  • PDF

Free and Glycosidically Bound Volatile Components in Tobacco Leaves(Nicotiana tabacum L.) (잎담배중 유리 및 Glycoside형태로 존재하는 휘발성 향기성분)

  • 김영회;나도영;김옥찬;서철원;김용태
    • Journal of the Korean Society of Tobacco Science
    • /
    • v.14 no.1
    • /
    • pp.79-86
    • /
    • 1992
  • Free and glycosidically bound volatiles from three green tobacco leaves(NC 82, KF 109 and Br-21) were separated by nonionic resin Amberlite XAD-2 adsorption column chromatography and election by selective solvents. Aglycones from the glycosidically bound fractions were released by enzymatic hydrolysis with almond B-glucosidase. A total of 20 components identified from free and glycosidically bound fractions, the major components were benzaldehyde, benzyl alcohol, 2-phenylethyl alcohol, 3-oxo- -ionol, 3-hydroxy-B-ionone, 3-oxo-7, 8-dihydro-n-ionol and scopoletin. Six Cl.B norisoprenoids identified in this study, which have been described to possess a characteristic tobacco aroma-enhancing effect, were not presented in free forms but rather bound glycosidic forms.

  • PDF