Mangiferin glucuronidation: Important hepatic modulation of antioxidant activity

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dc.contributor.authorvan der Merwe J.D.
dc.contributor.authorJoubert E.
dc.contributor.authorManley M.
dc.contributor.authorde Beer D.
dc.contributor.authorMalherbe C.J.
dc.contributor.authorGelderblom W.C.A.
dc.date.accessioned2012-04-12T08:13:01Z
dc.date.available2012-04-12T08:13:01Z
dc.date.issued2012
dc.description.abstractMangiferin displays an extensive spectrum of pharmacological properties, including antioxidant activity. Its phase II metabolism in the presence of Aroclor 1254-induced and un-induced microsomal and cytosolic fractions from rat liver and the antioxidant potency of the glucuronidated conjugates were investigated. Mangiferin was not a substrate for the cytosolic sulphotransferases. Glucuronidation led to the formation of two monoglucuronidated metabolites of mangiferin and a monoglucuronidated metabolite of homomangiferin (a minor constituent of the mangiferin standard). Deconjugation utilising glucuronidase resulted in the disappearance of the metabolites, with the concomitant formation of the two parent compounds. Considering steric hinderance caused by the C-2 glucosyl moiety and the relative acidity of the xanthone OH groups, the 6-OH of mangiferin and, to a lesser degree the 7-OH, are likely to be the primary glucuronidation targets. The ferric iron reducing ability of the glucuronidated reaction mixture was reduced, while the free radical scavenging abilities of mangiferin, utilising on-line post-column HPLC-DAD-DPPH <sup/> and HPLC-DAD-ABTS + assays, were eliminated, providing further evidence that the catechol arrangement at C-6 and C-7 was the preferred site of conjugation. This paper provides the first evidence that the glucuronidated metabolites of mangiferin resulted in a loss in free radical scavenging and ferric iron reducing ability. © 2011 Elsevier Ltd.
dc.identifier.citationFood and Chemical Toxicology
dc.identifier.citation50
dc.identifier.citation04-Mar
dc.identifier.citation808
dc.identifier.citation815
dc.identifier.issn2786915
dc.identifier.other10.1016/j.fct.2011.11.018
dc.identifier.urihttp://hdl.handle.net/10019.1/20484
dc.subjectAntioxidant
dc.subjectConjugated metabolites
dc.subjectHomomangiferin
dc.subjectMangiferin
dc.subjectPhase II metabolism
dc.subjectSulphation
dc.titleMangiferin glucuronidation: Important hepatic modulation of antioxidant activity
dc.typeArticle
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