Biomimetic Modeling of Copper Complexes : A Study of Enantioselective Catalytic Oxidation on D-(+)-Catechin and L-(−)-Epicatechin with Copper Complexes

The biomimetic catalytic oxidations of the dinuclear and trinuclear copper(II) complexes versus two catechols, namely, D-(+)-catechin and L-(−)-epicatechin to give the corresponding quinones are reported. The unstable quinones were trapped by the nucleophilic reagent, 3-methyl-2-benzothiazolinone hy...

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Published inBioinorganic chemistry and applications Vol. 2008; no. 2008; pp. 1 - 9
Main Authors Mutti, Francesco G., Pievo, Roberta, Sgobba, Maila, Gullotti, Michele, Santagostini, Laura
Format Journal Article
LanguageEnglish
Published Cairo, Egypt Hindawi Puplishing Corporation 2008
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Summary:The biomimetic catalytic oxidations of the dinuclear and trinuclear copper(II) complexes versus two catechols, namely, D-(+)-catechin and L-(−)-epicatechin to give the corresponding quinones are reported. The unstable quinones were trapped by the nucleophilic reagent, 3-methyl-2-benzothiazolinone hydrazone (MBTH), and have been calculated the molar absorptivities of the different quinones. The catalytic efficiency is moderate, as inferred by kinetic constants, but the complexes exhibit significant enantio-differentiating ability towards the catechols, albeit for the dinuclear complexes, this enantio-differentiating ability is lower. In all cases, the preferred enantiomeric substrate is D-(+)-catechin to respect the other catechol, because of the spatial disposition of this substrate.
ISSN:1565-3633
1687-479X