Effect of Aspergillus oryzae -challenged germination on soybean isoflavone content and antioxidant activity

Journal of Agricultural and Food Chemistry

Volumn 60, Issue 11, 2012, Pages 2807-2814

  Jeon, Hee Young ^a   Seo, Dae Bang ^a   Shin, Hyun Jung ^a   Lee, Sang Jun ^a  

^a AmorePacific Corporation   (South Korea)

Author keywords

antioxidant; Aspergillus oryzae challenge; coumestrol; germination; soybean

Indexed keywords

ANTIOXIDANT; ASPERGILLUS ORYZAE CHALLENGE; COUMESTROL; GERMINATION; SOYBEAN;

ASPERGILLUS; BIOCHEMISTRY; CULTIVATION; HYDROGEN PEROXIDE; OXYGEN; PLANTS (BOTANY);

OILSEEDS;

ANTIOXIDANT; ISOFLAVONE DERIVATIVE; PLANT EXTRACT;

ARTICLE; ASPERGILLUS ORYZAE; CELL STRAIN HEPG2; CELL SURVIVAL; CELLS; CHEMISTRY; CYTOLOGY; DRUG EFFECT; GERMINATION; GROWTH, DEVELOPMENT AND AGING; HUMAN; LIPID PEROXIDATION; METABOLISM; MICROBIOLOGY; PHYSIOLOGY; SOYBEAN;

ANTIOXIDANTS; ASPERGILLUS ORYZAE; CELL SURVIVAL; CELLS; GERMINATION; HEP G2 CELLS; HUMANS; ISOFLAVONES; LIPID PEROXIDATION; PLANT EXTRACTS; SOYBEANS;

ASPERGILLUS ORYZAE; GLYCINE MAX;

EID: 84863353630     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf204708n     Document Type: Article

References (49)

1. Choi, Y. S.; Lee, B. H.; Kim, J. H.; Kim, N. S. Concentration of phytoestrogens in soybeans and soybean products in Korea J. Sci. Food Agric. 2000, 80, 1709-1712
2. Kim, S. H.; Jung, W. S.; Ahn, J. K.; Chung, I. M. Analysis of isoflavone concentration and composition in soybean [ Glycine max (L.)] seeds between the cropping year and storage for 3 years Eur. Food Res. Technol. 2005, 220, 207-214 (Pubitemid 40536300)
3. Sirtori, C. R.; Gianazza, E.; Manzoni, C.; Lovati, M. R.; Murphy, P. A. Role of isoflavones in the cholesterol reduction by soy proteins in the clinic Am. J. Clin. Nutr. 1997, 65, 166-167 (Pubitemid 27020478)
4. Kim, J. A.; Chung, I. M. Change in isoflavone concentration of soybean (Glycine max L.) seeds at different growth stages J. Sci. Food Agric. 2007, 87, 496-503
5. Barnes, S. Evolution of the health benefits of soy isoflavones Proc. Soc. Exp. Biol. Med. 1998, 217, 386-392
6. Kramer, F.; Jensen, P. S.; Vinggaard, A. M.; Larsen, E. H.; Breinholt, V. M. Effect of in utero-administered coumestrol, equol, and organic selenium on biomarkers for phase 2 enzyme capacity and redox status Nutr. Cancer 2003, 46, 73-81 (Pubitemid 37163294)
7. Shimoda, K.; Hamada, H. Synthesis of beta-maltooligosaccharides of glycitein and daidzein and their anti-oxidant and anti-allergic activities Molecules 2010, 15, 5153-5161
8. Kim, J. A.; Hong, S. B.; Jung, W. S.; Yu, C. Y.; Ma, J. G.; Chung, I. M. Comparison of isoflavones composition in seed, embryo, cotyledon and seed coat of cooked-with-rice and vegetable soybean (Glycine max L.) varieties Food Chem. 2007, 102, 738-744
9. Bau, H. M.; Villaume, C.; Méjean, L. Effects of soybean (Glycine max) germination on biologically active components, nutritional values of seeds, and biological characteristics in rats Nahrung 2000, 44, 2-6
10. Lee, M. R.; Kim, J. Y.; Chun, J.; Park, S.; Kim, H. J.; Kim, J. S.; Jeong, J. I.; Kim, J. H. Induction of glyceollins by fungal infection in varieties of Korean soybean J. Microbiol. Biotechnol. 2010, 20, 1226-1229
11. Wu, Z.; Song, L.; Huang, D. Food grade fungal stress on germinating peanut seeds induced phytoalexins and enhanced polyphenolic antioxidants J. Agric. Food Chem. 2011, 59, 5993-6003
12. Simons, R.; Vincken, J. P.; Roidos, N.; Bovee, T. F.; Iersel, M.; Verbruggen, M. A.; Gruppen, H. Increasing soy isoflavonoid content and diversity by simultaneous malting and challenging by a fungus to modulate estrogenicity J. Agric. Food Chem. 2011, 59, 6748-6758
13. Ebel, J. Phytoalexin synthesis: The biochemical analysis of the induction process Annu. Rev. Phytopathol. 1986, 24, 235-264
14. Boue, S. M.; Cleveland, T. E.; Carter-Wientjes, C.; Shih, B. Y.; Bhatnagar, D.; McLachlan, J. M.; Burow, M. E. Phytoalexin-enriched functional foods J. Agric. Food Chem. 2009, 57, 2614-2622
15. Baur, J. A.; Jang, M.; Cai, L.; Udeani, G. O.; Slowing, K. V.; Thomas, C. F.; Beecher, C. W. W.; Fong, H. H. S.; Farnsworth, N. R.; Kinghorn, A. D.; Mehta, R. G.; Moon, R. C.; Pezzuto, J. M. Cancer chemopreventive activity of resveratrol, a natural product derived from grapes Science 1997, 275, 218-220 (Pubitemid 127696281)
16. Liu, S.; Norris, D. M.; Hartwig, E. E.; Xu, M. Inducible phytoalexins in juvenile soybean genotypes predict soybean looper resistance in the fully developed plants Plant Physiol. 1992, 100, 1479-1485
17. Lyon, G. D.; Albersheim, P. Host-pathogen interactions. XXI. Extraction of a heat-labile elicitor of phytoalexin accumulation from frozen soybean stems Plant Physiol. 1982, 70, 406-409
18. 3]coumestrol Tetrahedron 2004, 60, 1637-1642 (Pubitemid 38147793)
19. Liu, M. H.; Tsuang, F. Y.; Sheu, S. Y.; Sun, J. S.; Shih, C. M. The protective effects of coumestrol against amyloid-beta peptide- and lipopolysaccharide-induced toxicity on mice astrocytes Neurol. Res. 2011, 33, 663-672
20. Yuk, H. J.; Lee, J. H.; Curtis-Long, M. J.; Lee, J. W.; Kim, Y. S.; Ryu, H. W.; Park, C. G.; Jeon, T. S.; Park, K. H. The most abundant polyphenol of soy leaves, coumestrol, displays potent α-glucosidase inhibitory activity Food Chem. 2011, 126, 1057-1063
21. Moon, H. J.; Seok, J. H.; Kim, S. S.; Rhee, G. S.; Lee, R. D.; Yang, J. Y.; Chae, S. Y.; Kim, S. H.; Kim, J. Y.; Chung, J. Y.; Kim, J. M.; Chung, S. Y. Lactational coumestrol exposure increases ovarian apoptosis in adult rats Arch. Toxicol. 2009, 83, 601-608
22. Whitten, P. L.; Patisaul, H. B.; Young, L. J. Neurobehavioral actions of coumestrol and related isoflavonoids in rodents Neurotoxicol. Teratol. 2002, 24, 47-54 (Pubitemid 34144625)
23. Martín, M. A.; Ramos, S.; Mateos, R.; Izquierdo-Pulido, M.; Bravo, L.; Goya, L. Protection of human HepG2 cells against oxidative stress by the flavonoid epicatechin Phytother. Res. 2010, 24, 503-509
24. Droge, W. Free radicals in the physiological control of cell function Physiol. Rev. 2001, 82, 47-95
25. Alía, M.; Ramos, S.; Mateos, R.; Bravo, L.; Goya, L. Response of the antioxidant defense system to tert-butyl hydroperoxide and hydrogen peroxide in a human hepatoma cell line (HepG2) J. Biochem. Mol. Toxicol. 2005, 19, 119-128 (Pubitemid 40571692)
26. Feng, S.; Saw, C. L.; Lee, Y. K.; Huang, D. Fungal-stressed germination of black soybeans leads to generation of oxooctadecadienoic acids in addition to glyceollins J. Agric. Food Chem. 2007, 55, 8589-8595 (Pubitemid 350013105)
27. Katsube, T.; Tabata, H.; Ohta, Y.; Yamasaki, Y.; Anuurad, E.; Shiwaku, K.; Yamane, Y. Screening for antioxidant activity in edible plant products: Comparison of low-density lipoprotein oxidation assay, DPPH radical scavenging assay, and Folin-Ciocalteu assay J. Agric. Food Chem. 2004, 52, 2391-2396
28. Benzie, I. F. F.; Strain, J. J. The ferric reducing ability of plasma (FRAP) as a measure of antioxidant power Anal. Biochem. 1996, 239, 70-76
29. Mateos, R.; Goya, L.; Bravo, L. Determination of malondialdehyde by liquid chromatography as the 2,4-dinitrophenylhydrazone derivative: A marker for oxidative stress in cell cultures of human hepatoma HepG2 J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 2004, 805, 33-39 (Pubitemid 38534400)
30. Luh, B. S. Industrial production of soy sauce J. Ind. Microbiol. 1995, 14, 467-471
31. Kim, W. J.; Lee, H. Y.; Won, M. H.; Yoo, S. H. Germination effect of soybean on its contents of isoflavones and oligosaccharides Food Sci. Biotechnol. 2005, 14, 498-502
32. Chaiyasut, C.; Kumar, T.; Tipduangta, P.; Rungseevijitprapa, W. Isoflavone content and antioxidant activity of Thai fermented soybean and its capsule formulation Afr. J. Biotechnol. 2010, 9, 4120-4126
33. Ha, E. Y. W.; Morr, C. V.; Seo, A. Isoflavone aglycones and volatile organic compounds in soybeans: Effects of soaking treatments J. Food Sci. 1992, 57, 414-417
34. Kim, N. Y.; Song, E. J.; Kwon, D. Y.; Kim, H. P.; Heo, M. Y. Antioxidant and antigenotoxic activities of Korean fermented soybean Food Chem. Toxicol. 2008, 46, 1184-1189
35. Wu, Z.; Song, L.; Huang, D. Food grade fungal stress on germinating peanut seeds induced phytoalexins and enhanced polyphenolic antioxidants J. Agric. Food Chem. 2011, 59, 5993-6003
36. Graham, T. L.; Kim, J. E.; Graham, M. Y. Role of constitutive isoflavone conjugates in the accumulation of glyceollin in soybean infected with Phytophthora megasperma Mol. Plant-Microbe Interact. 1990, 3, 157-166
37. Lookhart, G. L.; Finney, R. L.; Finney, K. F. Note on coumestrol in soybeans and fractions at various germination times Cereal Chem. 1979, 56, 495-496
38. Tilghman, S. L.; Boué, S. M.; Burow, M. E. Glyceollins, a novel class of antiestrogenic phytoalexins Mol. Cell Pharmacol. 2010, 2, 155-160
39. Bhattacharyya, M. K.; Ward, E. W. B. Resistence, susceptibility and accumulation of glyceollins I-III in soybean organs inoculated with Phytophthora megasperma f. sp. glycinea Physiol. Mol. Plant Pathol. 1986, 29, 227-237
40. Shi, H.; Nam, P. K.; Ma, Y. Comprehensive profiling of isoflavones, phytosterols, tocopherols, minerals, crude protein, lipid, and sugar during soybean (Glycine max) germination J. Agric. Food Chem. 2010, 58, 4970-4976
41. Boué, S. M.; Carter, C. H.; Ehrlich, K. C.; Cleveland, T. E. Induction of the soybean phytoalexins coumestrol and glyceollin by Aspergillus J. Agric. Food Chem. 2000, 48, 2167-2172 (Pubitemid 30431206)
42. Albersheim, P.; Valent, B. S. Host-pathogen interactions in plants. Plants, when exposed to oligosaccharides of fungal origin, defend themselves by accumulating antibiotics J. Cell. Biol. 1978, 78, 627-643 (Pubitemid 9007409)
43. Darvill, A. G.; Albersheim, P. Phytoalexins and their elicitors: A defense against microbial infection in plants Annu. Rev. Plant Physiol. 1984, 35, 243-275
44. Kwak, C. S.; Lee, M. S.; Park, S. C. Higher antioxidant properties of chungkookjang, a fermented soybean paste, may be due to increased aglycone and malonylaglycone isoflavone during fermentation Nutr. Res. (N.Y.) 2007, 27, 719-727 (Pubitemid 350086769)
45. Ou, B.; Huang, D.; Hampsch-Woodill, M.; Flanagan, J. A.; Deemer, E. K. Analysis of antioxidant activities of common vegetables employing oxygen radical absorbance capacity (ORAC) and ferricreducing antioxidant power (FRAP) assays: A comparative study J. Agric. Food Chem. 2002, 50, 3122-3128 (Pubitemid 34533610)
46. Kim, H. J.; Suh, H. J.; Kim, J. H.; Park, S.; Joo, Y. C.; Kim, J. S. Antioxidant activity of glyceollins derived from soybean elicited with Aspergillus sojae J. Agric. Food Chem. 2010, 58, 11633-11638
47. Lu, S. C. Regulation of glutathione synthesis Mol. Aspects Med. 2009, 30, 42-59
48. Hayes, J. D.; Ellis, E. M.; Neal, G. E.; Harrison, D. J.; Manson, M. M. Cellular response to cancer chemopreventive agents: Contribution of the antioxidant responsive element to the adaptive response to oxidative and chemical stress Biochem. Soc. Symp. 1999, 64, 141-168 (Pubitemid 129602115)
49. Lien, A. P.; Hua, H.; Chuong, P. Free radicals, antioxidants in disease and health Int. J. Biomed. Sci. 2008, 4, 89-96