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Bioconversion of silybin to phase I and II microbial metabolites with retained antioxidant activity.
Bioorg Med Chem. 2012 May 01; 20(9):2784-8.BM

Abstract

Microbial transformation of silybin (1), the major flavonolignan of milk thistle (Silybum marianum, Asteraceae), resulted in the isolation of four metabolites. The structures of the isolated metabolites were determined by spectroscopic methods. One phase I metabolite was produced by Beauveria bassiana and was characterized as 8-hydroxysilybin (2). Three phase II metabolites were produced by two Cunninghamella species and were identified as 2,3-dehydrosilybin-3-O-β-d-glucoside (3), obtained from Cunninghamella species; and silybin-7-sulfate (4) and 2,3-dehydrosilybin-7-sulfate (5), obtained from Cunninghamella blakesleana. Compared to 1 (IC(50) 284 μg/mL), the generated metabolites displayed varying levels of antioxidant activities in the DPPH free-radical scavenging assay.

Authors+Show Affiliations

Department of Pharmaceutical Sciences, College of Pharmacy, Chicago State University, 9501 S. King Drive, Chicago, IL 60628, USA. eabouras@csu.eduNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

22503365

Citation

Abourashed, Ehab A., et al. "Bioconversion of Silybin to Phase I and II Microbial Metabolites With Retained Antioxidant Activity." Bioorganic & Medicinal Chemistry, vol. 20, no. 9, 2012, pp. 2784-8.
Abourashed EA, Mikell JR, Khan IA. Bioconversion of silybin to phase I and II microbial metabolites with retained antioxidant activity. Bioorg Med Chem. 2012;20(9):2784-8.
Abourashed, E. A., Mikell, J. R., & Khan, I. A. (2012). Bioconversion of silybin to phase I and II microbial metabolites with retained antioxidant activity. Bioorganic & Medicinal Chemistry, 20(9), 2784-8. https://doi.org/10.1016/j.bmc.2012.03.046
Abourashed EA, Mikell JR, Khan IA. Bioconversion of Silybin to Phase I and II Microbial Metabolites With Retained Antioxidant Activity. Bioorg Med Chem. 2012 May 1;20(9):2784-8. PubMed PMID: 22503365.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Bioconversion of silybin to phase I and II microbial metabolites with retained antioxidant activity. AU - Abourashed,Ehab A, AU - Mikell,Julie R, AU - Khan,Ikhlas A, Y1 - 2012/03/29/ PY - 2012/01/24/received PY - 2012/03/15/revised PY - 2012/03/23/accepted PY - 2012/4/17/entrez PY - 2012/4/17/pubmed PY - 2012/8/11/medline SP - 2784 EP - 8 JF - Bioorganic & medicinal chemistry JO - Bioorg. Med. Chem. VL - 20 IS - 9 N2 - Microbial transformation of silybin (1), the major flavonolignan of milk thistle (Silybum marianum, Asteraceae), resulted in the isolation of four metabolites. The structures of the isolated metabolites were determined by spectroscopic methods. One phase I metabolite was produced by Beauveria bassiana and was characterized as 8-hydroxysilybin (2). Three phase II metabolites were produced by two Cunninghamella species and were identified as 2,3-dehydrosilybin-3-O-β-d-glucoside (3), obtained from Cunninghamella species; and silybin-7-sulfate (4) and 2,3-dehydrosilybin-7-sulfate (5), obtained from Cunninghamella blakesleana. Compared to 1 (IC(50) 284 μg/mL), the generated metabolites displayed varying levels of antioxidant activities in the DPPH free-radical scavenging assay. SN - 1464-3391 UR - https://www.unboundmedicine.com/medline/citation/22503365/Bioconversion_of_silybin_to_phase_I_and_II_microbial_metabolites_with_retained_antioxidant_activity_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0968-0896(12)00236-2 DB - PRIME DP - Unbound Medicine ER -