4.7 Article

The effect of potential supramolecular-bond promoters on the DNA-interacting abilities of copper-terpyridine compounds

Journal

DALTON TRANSACTIONS
Volume 44, Issue 36, Pages 16061-16072

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5dt02211h

Keywords

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Funding

  1. Ministerio de Economia y Competitividad (MINECO) of Spain [CTQ2011-27929-C02-01, CTQ2014-55293-P]
  2. Spanish government [FIS PI13/00089]
  3. EU [FIS PI13/00089]
  4. La Marato de TV3 Foundation [20132730]
  5. Fundacao para a Ciencia e Tecnologia of the Portuguese Ministry of Science and Higher Education [SFRH/BPD/91766/2012]
  6. ICREA Funding Source: Custom
  7. Fundação para a Ciência e a Tecnologia [SFRH/BPD/91766/2012] Funding Source: FCT

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Three copper(II) coordination compounds have been prepared from three different 2,2':6',2 ''-terpyridine-based ligands, which have been selected to investigate the potential role of supramolecular interactions on the DNA-interacting and cytotoxicity properties of the corresponding metal complexes. Hence, the ligands 4'-((naphthalen-2-yl)methoxy)-2,2':6',2 ''-terpyridine (Naphtpy) and 4'-((1H-benzo[d]imidazol-2-yl)methoxy)-2,2':6',2 ''-terpyridine (Bimztpy) have been synthesized from commercially-available 4'-chloro-2,2':6',2 ''-terpyridine (Cltpy), and their copper(II) complexes have been obtained by reaction with copper(II) nitrate. The DNA-interacting abilities of the corresponding compounds [Cu(Cltpy)(H2O)(NO3)(2)] (1), [Cu(naphtpy)(NO3)(H2O)](NO3)(MeOH) (2) and [Cu(bimztpy)(NO3)(H2O)](NO3) (3) have been investigated using different techniques, and cytotoxicity assays with several cancer cell lines have revealed interesting features, viz. the more efficient complex is 2, which although it does not act as a DNA cleaver, displays the most effective DNA-interacting and cytotoxic properties, compared to 1 and 3.

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