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Biotransformation of the isoflavonoids biochanin A, formononetin, and glycitein by Eubacterium limosum.
FEMS Microbiol Lett. 2000 Nov 01; 192(1):21-5.FM

Abstract

Eubacterium limosum (ATCC 8486), a strict anaerobe from the human intestinal tract that is capable of O-demethylation of several compounds, was tested for the ability to metabolize three methoxylated isoflavonoids, biochanin A, formononetin, and glycitein. High-performance liquid chromatography elution profiles of metabolites produced from biochanin A, formononetin, and glycitein showed peaks that had identical retention times to authentic genistein, daidzein, and 6,7,4'-trihydroxyisoflavone, respectively. The metabolites were identified, using an on line liquid chromatography-electrospray mass spectrometer. E. limosum produced 61.4 microM of genistein and 13.2 microM of daidzein from 100 microM of biochanin A and formononetin, after 26 days incubation. O-demethylase activity is cell-associated and was not detected in the extracellular fraction of bacterial culture. This is the first study in which conversion of biochanin A, and formononetin to more potent phytoestrogens by a bacterium has been shown.

Authors+Show Affiliations

Division of Microbiology, National Center for Toxicological Research, US FDA, Jefferson, AR 72079, USA.No affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

11040423

Citation

Hur, H, and F Rafii. "Biotransformation of the Isoflavonoids Biochanin A, Formononetin, and Glycitein By Eubacterium Limosum." FEMS Microbiology Letters, vol. 192, no. 1, 2000, pp. 21-5.
Hur H, Rafii F. Biotransformation of the isoflavonoids biochanin A, formononetin, and glycitein by Eubacterium limosum. FEMS Microbiol Lett. 2000;192(1):21-5.
Hur, H., & Rafii, F. (2000). Biotransformation of the isoflavonoids biochanin A, formononetin, and glycitein by Eubacterium limosum. FEMS Microbiology Letters, 192(1), 21-5.
Hur H, Rafii F. Biotransformation of the Isoflavonoids Biochanin A, Formononetin, and Glycitein By Eubacterium Limosum. FEMS Microbiol Lett. 2000 Nov 1;192(1):21-5. PubMed PMID: 11040423.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Biotransformation of the isoflavonoids biochanin A, formononetin, and glycitein by Eubacterium limosum. AU - Hur,H, AU - Rafii,F, PY - 2000/10/21/pubmed PY - 2001/3/3/medline PY - 2000/10/21/entrez SP - 21 EP - 5 JF - FEMS microbiology letters JO - FEMS Microbiol. Lett. VL - 192 IS - 1 N2 - Eubacterium limosum (ATCC 8486), a strict anaerobe from the human intestinal tract that is capable of O-demethylation of several compounds, was tested for the ability to metabolize three methoxylated isoflavonoids, biochanin A, formononetin, and glycitein. High-performance liquid chromatography elution profiles of metabolites produced from biochanin A, formononetin, and glycitein showed peaks that had identical retention times to authentic genistein, daidzein, and 6,7,4'-trihydroxyisoflavone, respectively. The metabolites were identified, using an on line liquid chromatography-electrospray mass spectrometer. E. limosum produced 61.4 microM of genistein and 13.2 microM of daidzein from 100 microM of biochanin A and formononetin, after 26 days incubation. O-demethylase activity is cell-associated and was not detected in the extracellular fraction of bacterial culture. This is the first study in which conversion of biochanin A, and formononetin to more potent phytoestrogens by a bacterium has been shown. SN - 0378-1097 UR - https://www.unboundmedicine.com/medline/citation/11040423/Biotransformation_of_the_isoflavonoids_biochanin_A_formononetin_and_glycitein_by_Eubacterium_limosum_ L2 - https://academic.oup.com/femsle/article-lookup/doi/10.1111/j.1574-6968.2000.tb09353.x DB - PRIME DP - Unbound Medicine ER -