Copper(II) complexes with phenoxyalkanoic acids and nitrogen donor heterocyclic ligands: structure and bioactivity

J Inorg Biochem. 2001 Jan 1;83(1):7-16. doi: 10.1016/s0162-0134(00)00131-8.

Abstract

The copper complexes with the phenoxyalkanoic acids MCPA, 2,4-D, 2,4,5-T and 2,4-DP in the presence of a nitrogen donor heterocyclic ligand, phen or bipyam, were prepared and characterized. Interaction of Cu(II) with phenoxyalkanoic acids and bipyam leads to dinuclear or uninuclear neutral complexes while in the presence of phen uninuclear neutral or cationic forms have been isolated. The crystal structure of bis(1,10-phenanthroline)(2-methyl-4-chloro-phenoxyacetato)copper(ll) chloride-methanol(1/1)-water(1/0.6), 1 has been determined and refined by least-squares methods using three-dimensional MoK, data. 1 crystallizes in space group P1, in a cell of dimensions a = 14.577(6)A, b = 1 1.665(5) A, c = 12.249(6) A, alpha = 98.38( 1)degrees, beta = 112.18( 1) degrees, gamma = 104.56(1 ) degrees, V= 1,798( 1) A3 and Z= 2. The cyclic voltammograms of uninuclear cationic complexes in dmf exhibit an extra cathodic wave due to the chloride ion. The available evidence supports an increasing antimicrobial effeciency for the cationic complexes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Bacteria / drug effects
  • Carboxylic Acids / chemical synthesis
  • Carboxylic Acids / chemistry*
  • Carboxylic Acids / pharmacology
  • Copper / chemistry*
  • Crystallography, X-Ray
  • Electrochemistry
  • Heterocyclic Compounds / chemistry*
  • Heterocyclic Compounds / pharmacology
  • Ligands
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Nitric Oxide Donors / chemistry*
  • Nitric Oxide Donors / metabolism
  • Nitric Oxide Donors / pharmacology
  • Spectrum Analysis
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Carboxylic Acids
  • Heterocyclic Compounds
  • Ligands
  • Nitric Oxide Donors
  • Copper