Alkyl chain length effect on construction of copper(II) complexes with tridentate Schiff base ligand and DNA interaction

Rasoul Vafazadeh*, Fariba Jafari, Mohammad Mehdi Heidari, Anthony C. Willis

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    16 Citations (Scopus)

    Abstract

    Two tridentate Schiff base ligands were synthesized by condensation of equimolar amounts of benzoylacetone and 2-amino-1-ethanol or 3-amino-1-propanol, H2L1 and H2L2, respectively. The reaction of the Schiff base ligands with Cu(CH3COO)2 in methanol leads to (CuL1)4, 1 and (CuL2)2, 2. In the tetranuclear cubane species, the tridentate H2L has both a chelating and a bridging mode, after double deprotonation of the enolic OH groups. The copper(II) centers are five-coordinate with a NO4 donor set from the ligands. The coordination geometry around each copper ion is essentially square pyramidal with one nitrogen and two oxygens from one ligand and two oxygens of adjacent ligands from the next unit of the cubane. In dinuclear 2, H2L2 has chelating and bridging modes after double deprotonation of the enolic OH groups. The dianionic form of the Schiff base coordinates forming a six-membered chelate ring with Cu(II). Two such monomeric CuL2 entities are eventually linked through the alkoxo bridges to produce dinuclear 2. The absorption spectra strongly suggest that 2 interacts with CT-DNA. Both 1 and 2 appear to be more efficient than the parent compound in DNA cleavage.

    Original languageEnglish
    Pages (from-to)1313-1325
    Number of pages13
    JournalJournal of Coordination Chemistry
    Volume69
    Issue number8
    DOIs
    Publication statusPublished - 17 Apr 2016

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