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Lawsone Dimerization in Cobalt(III) Complexes toward the Design of New Prototypes of Bioreductive Prodrugs

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https://figshare.com/articles/dataset/Lawsone_Dimerization_in_Cobalt_III_Complexes_toward_the_Design_of_New_Prototypes_of_Bioreductive_Prodrugs/2447110
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Dimerization of lawsone occurs upon reaction with Co­(BF4)2·6H2O and N,N′-bis­(pyridin-2-ylmethyl)­ethylenediamine (py2en) to produce the mononuclear complex [CoIII(bhnq)­(py2en)]­BF4·H2O (1). This complex has been investigated as a prototype of a bioreductive prodrug, where the bhnq2– ligand acts as a model for cytotoxic naphthoquinones. Cyclic voltammetry data in aqueous solution have shown a quasi-reversible CoIII/CoII process at E1/2 = −0.26 V vs Fc/Fc+. Reactivity studies revealed the dissociation of bhnq2– from the complex upon reduction of 1 with ascorbic acid, and a dependence of the reaction rate on the oxygen concentration suggests the occurrence of redox cycling.
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2013-02-04
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