Synthesis, Characterization, Biological Activities and Ab-initio Study of Transition Metal Complexes of [Methyl 2-((4-chlorophenyl)(hydroxy)methyle) Acrylate]

Acta Chim Slov. 2022 Jun 14;69(2):405-418. doi: 10.17344/acsi.2021.7305.

Abstract

Taking cognizance of the medicinal significance and diverse functions of synthetic Morita-Baylis-Hillman adducts (MBHA), the title ligand was synthesized and purified through column chromatography. Cr+3, Mn+2, Co+3, Ni+2, Cu+2 complexes of the ligand were synthesized under basic conditions, subjected to characterization through spectral analyses and verified with the IR spectrum that was generated computationally by the DFT B3LYP method, with 6-311++ G (d,p) basis set and Hartree Fock (HF) B3LYP method in conjunction with 3-21G(d,p) basis set. Powder XRD helped to testify crystals of the complexes. Moreover, the antibacterial, and antioxidant characteristics of MBHA and its complexes were also established. All of them were found to be active antioxidants. The antibacterial activities, examined against S. aureus, E. coli, B. pumilis and S. typhi have revealed that its Cobalt complex has an excellent potential to act against all of them. Hence, these compounds maybe having potentialities for the discovery of new, cheaper and efficient drugs against various infectious diseases. The study also uncovers the first example of utilization of MBHA towards metal complex formation.

Keywords: Antibacterial Activities; Antioxidant Activities; MBH Adduct; Transition Metal Complexes; XRD.

MeSH terms

  • Acrylates / chemistry
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Cobalt / chemistry
  • Coordination Complexes*
  • Escherichia coli
  • Ligands
  • Microbial Sensitivity Tests
  • Schiff Bases / chemistry
  • Staphylococcus aureus

Substances

  • Acrylates
  • Anti-Bacterial Agents
  • Coordination Complexes
  • Ligands
  • Schiff Bases
  • Cobalt