Abstract
The interaction with native DNA of a 2,7-diazapyrenium-based ligand 1 and its Pt(II) rectangular metallacycle 2 is explored through circular and linear dichroism and fluorescence spectroscopies. The metal-free ligand 1 binds through intercalation, with a binding constant of approximately 5×10(5) M(-1), whereas the metallacycle 2 binds and bends the DNA with a binding constant of 7×10(6) M(-1). PCR assays show that metallo-supramolecular box 2 interferes with DNA transactions in vitro whereas the intercalator 1 does not. The metallacycle is active against four human cancer cell lines, with IC(50) values ranging between 3.1 and 19.2 μM and shows similar levels of efficacy, but a different spectrum of activity, to cisplatin.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / pharmacology
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Apoptosis / drug effects
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Cell Line, Tumor
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Cell Survival / drug effects
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Circular Dichroism
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Cisplatin / chemistry
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DNA, Neoplasm / antagonists & inhibitors
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DNA, Neoplasm / chemistry*
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Humans
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Inhibitory Concentration 50
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Intercalating Agents / chemistry*
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Intercalating Agents / pharmacology
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Kinetics
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Ligands
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Molecular Conformation
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Nucleic Acid Denaturation / drug effects
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Organoplatinum Compounds / chemistry*
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Organoplatinum Compounds / pharmacology
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Phenanthrolines / chemistry*
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Platinum / chemistry*
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Spectrometry, Fluorescence
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Thermodynamics
Substances
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2,7-diazapyrenium
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Antineoplastic Agents
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DNA, Neoplasm
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Intercalating Agents
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Ligands
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Organoplatinum Compounds
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Phenanthrolines
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Platinum
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Cisplatin