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Formation of Succinyl Genistin and Succinyl Daidzin by Bacillus Species
Author(s) -
Park Chan Uk,
Jeong Min Kyu,
Park Min Hee,
Yeu JooDong,
Park Myeong Soo,
Kim MiJa,
Ahn Seon Min,
Chang PahnShick,
Lee JaeHwan
Publication year - 2010
Publication title -
journal of food science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.772
H-Index - 150
eISSN - 1750-3841
pISSN - 0022-1147
DOI - 10.1111/j.1750-3841.2009.01453.x
Subject(s) - genistin , daidzin , daidzein , genistein , bacillus subtilis , chemistry , isoflavones , food science , chromatography , biochemistry , biology , bacteria , endocrinology , genetics
6″‐ O ‐Succinyl‐4′‐hydroxyisoflavone‐7‐ O ‐β‐D‐glucopyranoside (succinyl‐β‐daidzin) and 6″‐ O ‐succinyl‐6,4′‐dihydroxyisoflavone‐7‐ O ‐β‐D‐glucopyranoside (succinyl‐β‐genistin), 2 new isoflavone metabolites, are found in cheonggukjang or natto , traditional soy‐based foods fermented with Bacillus species. Standard isoflavones including daidzin, genistin, daidzein, and genistein, and mixtures of isoflavones extracted from roasted soybeans were added to the medium growing Bacillus subtilis or B. subtilis natto and formation of succinyl‐β‐daidzin and succinyl‐β‐genistin were monitored by high‐performance liquid chromatography (HPLC). Samples containing Bacillus with daidzin and genistin produced succinyl‐β‐daidzin and succinyl‐β‐genistin, respectively, while those with daidzein and genistein did not produce succinyl derivatives. Daidzin in samples with B. subtilis and B. subtilis natto decreased by 39.7% and 10.7%, respectively, for 4 h incubation while genistin decreased by 66.8% and 17.6%, respectively. Genistein decreased faster than daidzein during incubation with B. subtilis or B. subtilis natto without formation of succinyl derivatives. In the case of mixture of isoflavones, succinyl derivatives increased and β‐glucosides and aglycones of isoflavones decreased significantly for 8 h incubation ( P < 0.05).