Copper(II) Complexes with Mixed Heterocycle Ligands as Promising Antibacterial and Antitumor Species

Molecules. 2020 Aug 19;25(17):3777. doi: 10.3390/molecules25173777.

Abstract

Complexes with mixed ligands [Cu(N-N)2(pmtp)](ClO4)2 ((1) N-N: 2,2'-bipyridine; (2) L: 1,10-phenanthroline and pmpt: 5-phenyl-7-methyl-1,2,4-triazolo[1,5-a]pyrimidine) were synthesized and structurally and biologically characterized. Compound (1) crystallizes into space group Pa and (2) in P-1. Both complexes display an intermediate stereochemistry between the two five-coordinated ones. The biological tests indicated that the two compounds exhibited superoxide scavenging capacity, intercalative DNA properties, and metallonuclease activity. Tests on various cell systems indicated that the two complexes neither interfere with the proliferation of Saccharomyces cerevisiae or BJ healthy skin cells, nor cause hemolysis in the active concentration range. Nevertheless, the compounds showed antibacterial potential, with complex (2) being significantly more active than complex (1) against all tested bacterial strains, both in planktonic and biofilm growth state. Both complexes exhibited a very good activity against B16 melanoma cells, with a higher specificity being displayed by compound (1). Taken together, the results indicate that complexes (1) and (2) have specific biological relevance, with potential for the development of antitumor or antimicrobial drugs.

Keywords: 1,2,4-triazolo[1,5-a]pyrimidine; Biofilm; Copper(II) complex; Cytotoxicity; DNA intercalation; Metallonuclease activity.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Bacteria / drug effects*
  • Cells, Cultured
  • Coordination Complexes / chemistry*
  • Copper / chemistry*
  • Fibroblasts / cytology
  • Fibroblasts / drug effects
  • Heterocyclic Compounds / chemistry*
  • Humans
  • Ligands
  • Melanoma, Experimental / drug therapy*

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Coordination Complexes
  • Heterocyclic Compounds
  • Ligands
  • Copper