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A Redox‐Activated G‐Quadruplex DNA Binder Based on a Platinum(IV)–Salphen Complex
Author(s) -
Bandeira Stephane,
GonzalezGarcia Jorge,
Pensa Evangelina,
Albrecht Tim,
Vilar Ramon
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201709968
Subject(s) - platinum , chemistry , dna , ascorbic acid , g quadruplex , combinatorial chemistry , redox , molecule , stereochemistry , biochemistry , inorganic chemistry , organic chemistry , catalysis , food science
There has been increasing interest in the development of small molecules that can selectively bind to G‐quadruplex DNA structures. The latter have been associated with a number of key biological processes and therefore are proposed to be potential targets for drug development. Herein, we report the first example of a reduction‐activated G‐quadruplex DNA binder. We show that a new octahedral platinum(IV)–salphen complex does not interact with DNA in aqueous media at pH 7.4; however, upon addition of bioreductants such as ascorbic acid or glutathione, the compound is readily reduced to the corresponding square planar platinum(II) complex. In contrast to the parent platinum(IV) complex, the in situ generated platinum(II) complex has good affinity for G‐quadruplex DNA.