Macrocyclic complexes: synthesis, characterization, antitumor and DNA binding studies

Nucleosides Nucleotides Nucleic Acids. 2018;37(9):498-517. doi: 10.1080/15257770.2018.1498515. Epub 2018 Sep 6.

Abstract

The present paper deals with the synthesis of novel macrocyclic complexes of the type [MLX]X, where [(M = Co(II) (1), and Ni(II) (2) X = (Cl2)]. The complexes are synthesized by the reaction of ligand(L)diquinolineno[1,3,7,9]tetraazacyclododecine-7,15-ethane(14H,16H)-benzene with the corresponding metal salts. The synthesized complexes are thoroughly characterized by elemental analysis, FT-IR, 1H-NMR, Mass and electronic spectra. The complexes (1) and (2) were evaluated for in vitro cytotoxicity against human breast adenocarcinoma cell (MCF-7). MTT cytotoxicity studies shows both the complexes are most effective. The binding properties of these complexes with calf thymus-DNA were studied by absorption, emission spectra, viscosity measurements, and thermal denaturation studies. On binding to CT-DNA, the absorption spectrum undergoes bathochromic and hypochromic shifts. The absorption spectral results indicate that the intrinsic binding constant (Kb) are 4.8 × 105 M-1 for (1) and 3.9 × 105 M-1 for (2) respectively, suggesting that complex (1) binds more strongly to CT-DNA than complex (2). The viscosity measurement results revealed the viscosity of sonicated rod like DNA fragments increased when the complex was added to the solution of CT-DNA. The synthesized ligand and its metal complexes are screened for antibacterial and antifungal activities.

Keywords: DNA binding; MTT assay; Quinoline; antimicrobial activity; antitumor; macrocyclic complexes.

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Cell Survival / drug effects
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / pharmacology
  • Humans
  • Intercalating Agents / pharmacology
  • MCF-7 Cells
  • Macrocyclic Compounds / chemical synthesis*
  • Macrocyclic Compounds / pharmacology

Substances

  • Anti-Infective Agents
  • Antineoplastic Agents
  • Coordination Complexes
  • Intercalating Agents
  • Macrocyclic Compounds