Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes

Molecules. 2024 Nov 25;29(23):5555. doi: 10.3390/molecules29235555.

Abstract

Four mononuclear bioefficient zinc coordination complexes [Zn(NN)3](ClO4)2 (A-D) involving chiral bidentate Schiff base ligands have been synthesized and characterized by IR, 1H, and 13C NMR spectroscopy and mass spectrometry. X-ray crystal structures of three of the zinc complexes revealed that the zinc metal ion is hexacoordinated, exhibiting a distorted octahedral geometry where both the nitrogen atoms (NN = pyridyl and imine) of imines are coordinated to the central zinc ion. The isolated zinc complexes were evaluated for their antimicrobial activity in vitro against Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus, displaying varying levels of growth inhibition. An acute toxicity test conducted using Artemia salina and Swiss albino mice showed that the zinc complexes A-D were non-toxic towards A. salina at concentrations below 414, 564, 350, and 385 µM, respectively, and did not affect liver biochemical parameters, although pyknosis was induced in hepatocytes of the treated mice.

Keywords: IR and NMR spectroscopic techniques; X-ray crystal structures; acute toxicity; antimicrobial activity; chiral imines and zinc complexes.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Artemia / drug effects
  • Coordination Complexes* / chemical synthesis
  • Coordination Complexes* / chemistry
  • Coordination Complexes* / pharmacology
  • Crystallography, X-Ray
  • Escherichia coli / drug effects
  • Mice
  • Microbial Sensitivity Tests*
  • Molecular Structure
  • Pseudomonas aeruginosa / drug effects
  • Schiff Bases* / chemistry
  • Schiff Bases* / pharmacology
  • Staphylococcus aureus / drug effects
  • Toxicity Tests, Acute
  • Zinc* / chemistry

Substances

  • Schiff Bases
  • Zinc
  • Coordination Complexes
  • Anti-Infective Agents
  • Anti-Bacterial Agents

Grants and funding

This research received no external funding.