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Microbiological transformation of (+/-)-flavanone and (+/-)-isoflavanone.
J Nat Prod. 1990 May-Jun; 53(3):644-56.JN

Abstract

The microbiological transformation of flavanone and isoflavanone was explored using a group of 80 microorganisms in the initial screening. Ten metabolites of flavanone were isolated and identified as 4'-hydroxyflavanone [3], 3',4'-dihydroxyflavanone [4], 3-hydroxyflavone [2], flavone [5], 2'-hydroxydihydrochalcone [7], 2',4-dihydroxydihydrochalcone [6], 2',3,4-trihydroxydihydrochalcone [8], 2',5'-dihydroxydihydrochalcone [9], 4'-hydroxyflavan-4 alpha-ol [11], and 2'-hydroxydibenzoylmethane [10]. The isoflavanone metabolites were identified as isoflavone [15], 2-hydroxyisoflavanone [16], 4'-hydroxyisoflavanone [13], 6,4'-dihydroxyisoflavanone [17], and 3',4'-dihydroxyisoflavone [14]. The structures of the metabolites were established using spectroscopic techniques including ir, ms, uv, 1H-nmr, and 13C-nmr spectroscopy. Production of 4'-hydroxyflavanone, 3',4'-dihydroxyflavanone, and 2',4-dihydroxydihydrochalcone by 13 microorganisms was assayed using reversed-phase hplc.

Authors+Show Affiliations

Department of Medicinal Chemistry, College of Pharmacy, University of Minnesota, Minneapolis 55455.No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

2213034

Citation

Ibrahim, A R., and Y J. Abul-Hajj. "Microbiological Transformation of (+/-)-flavanone and (+/-)-isoflavanone." Journal of Natural Products, vol. 53, no. 3, 1990, pp. 644-56.
Ibrahim AR, Abul-Hajj YJ. Microbiological transformation of (+/-)-flavanone and (+/-)-isoflavanone. J Nat Prod. 1990;53(3):644-56.
Ibrahim, A. R., & Abul-Hajj, Y. J. (1990). Microbiological transformation of (+/-)-flavanone and (+/-)-isoflavanone. Journal of Natural Products, 53(3), 644-56.
Ibrahim AR, Abul-Hajj YJ. Microbiological Transformation of (+/-)-flavanone and (+/-)-isoflavanone. J Nat Prod. 1990 May-Jun;53(3):644-56. PubMed PMID: 2213034.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Microbiological transformation of (+/-)-flavanone and (+/-)-isoflavanone. AU - Ibrahim,A R, AU - Abul-Hajj,Y J, PY - 1990/5/1/pubmed PY - 1990/5/1/medline PY - 1990/5/1/entrez SP - 644 EP - 56 JF - Journal of natural products JO - J. Nat. Prod. VL - 53 IS - 3 N2 - The microbiological transformation of flavanone and isoflavanone was explored using a group of 80 microorganisms in the initial screening. Ten metabolites of flavanone were isolated and identified as 4'-hydroxyflavanone [3], 3',4'-dihydroxyflavanone [4], 3-hydroxyflavone [2], flavone [5], 2'-hydroxydihydrochalcone [7], 2',4-dihydroxydihydrochalcone [6], 2',3,4-trihydroxydihydrochalcone [8], 2',5'-dihydroxydihydrochalcone [9], 4'-hydroxyflavan-4 alpha-ol [11], and 2'-hydroxydibenzoylmethane [10]. The isoflavanone metabolites were identified as isoflavone [15], 2-hydroxyisoflavanone [16], 4'-hydroxyisoflavanone [13], 6,4'-dihydroxyisoflavanone [17], and 3',4'-dihydroxyisoflavone [14]. The structures of the metabolites were established using spectroscopic techniques including ir, ms, uv, 1H-nmr, and 13C-nmr spectroscopy. Production of 4'-hydroxyflavanone, 3',4'-dihydroxyflavanone, and 2',4-dihydroxydihydrochalcone by 13 microorganisms was assayed using reversed-phase hplc. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/2213034/Microbiological_transformation_of__+/___flavanone_and__+/___isoflavanone_ L2 - http://www.atcc.org/SearchCatalogs/linkin?id=27431&partner=NCBI DB - PRIME DP - Unbound Medicine ER -