Synthesis and characterization of novel organocobaloximes as potential catecholase and antimicrobial activity agents.

An asymmetric, potentially bidentate dioxime ligand (H2L) was formed by condensation of 4-biphenylchloroglyoxime and napthyl-1-amine. Two equivalents of H2L were reacted with CoCl2 · 6H2O under appropriate conditions with deprotonation of the dioxime ligand. A series of new organocobaloxime derivatives of the type [CoR(HL)2Py], [CoRL2PyB2F4], and [CoRL2Py(Cu(phen))2] (H2L = 4-(napthyl-1-amino)biphenylglyoxime; phen = 1,10-phenathroline; R = izopropyl and benzyl; Py = pyridine) were synthesized. The products were characterized by elemental analysis, molar conductance, FT-IR, ¹H NMR, and magnetic susceptibility measurements. Catecholase-like activity properties of all complexes were also studied. All complexes are catalysts for the oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-1,2-benzoquinone in methanol. Antimicrobial activity studies of H2L and the six complexes were carried out on standard strains (human pathogenic) of bacteria (Staphylococcus aureus, methicillin-resistant S. aureus (MRSA), Bacillus cereus, Enterococcus faecalis, Streptococcus pneumoniae, Listeria monocytogenes, Bacillus subtilis, Escherichia coli, Pseudominas aeruginosa, Salmonella typhi) and the yeast Candida albicans. The compounds showed a significant inhibition of the growth of the Gram-positive bacteria tested. Among the tested microorganisms, S. aureus was the most sensitive strain, especially to H2L and its complexes.

Structural, antimicrobial and computational characterization of 1-benzoyl-3-(5-chloro-2-hydroxyphenyl)thiourea.

A new thiourea derivative, 1-benzoyl-3-(5-chloro-2-hydroxyphenyl)thiourea (bcht) has been synthesized from the reaction of 2-amino-4-chlorophenol with benzoyl isothiocyanate. The title compound has been characterized by elemental analyses, FT-IR, (13)C, (1)H NMR spectroscopy and the single crystal X-ray diffraction analysis. The structure of bcht derived from X-ray diffraction of a single crystal has been presented. The structural and spectroscopic data of the molecule in the ground state were calculated by using density functional method using 6-311++G(d,p) basis set. The complete assignments of all vibrational modes were performed on the basis of the total energy distributions (TED). Isotropic chemical shifts ((13)C NMR and (1)H NMR) were calculated using the gauge-invariant atomic orbital (GIAO) method. Theoretical calculations of bond parameters, harmonic vibration frequencies and nuclear magnetic resonance are in good agreement with experimental results. The UV absorption spectra of the compound that dissolved in ACN and MeOH were recorded. Bcht was also screened for antimicrobial activity against pathogenic bacteria and fungi.

Spectroscopic characterization, X-ray structure, antimicrobial activity and DFT calculations of novel dipicolinate copper(II) complex with 2,6-pyridinedimethanol.

Novel dipicolinate complex of copper(II) ion, [Cu(dmp)(dpc)]·0.8H(2)O [dmp: 2,6-pyridinedimethanol; dpc: dipicolinate or pyridine-2,6-dicarboxylate], has been prepared and fully characterized by single crystal X-ray structure determination. The central copper(II) ion is bonded to dpc and dmp ligands through pyridine nitrogen atom together with two oxygen atom, forming the distorted octahedral geometry. The complex molecules, connected via O-H···O hydrogen bonds, form a supramolecular structure. H(2)dpc, [Cu(dpc)(H(2)O)(3)] and [Cu(dmp)(dpc)]·0.8H(2)O were screened for antimicrobial activity against Gram-positive, Gram-negative bacteria and yeast. H(2)dpc and [Cu(dpc)(H(2)O)(3)] exhibited antibacterial and antifungal activity, while [Cu(dmp)(dpc)]·0.8H(2)O exhibited activity only for Gram-positive bacteria. The geometry optimization and EPR parameters were carried out using the following unrestricted hybrid density functionals: LSDA, BPV86, B3LYP, B3PW91, MPW1PW91, PBEPBE and HCTH. Although the supramolecular interactions have some influences on the molecular geometry in solid state phase, calculated data show that the predicted geometries can reproduce the structural parameters. The electronic station in the frontier orbitals of the copper complex calculated from the experimental data is compared to the results of time-depended DFT calculations with the polarizable continuum model. Calculated vibrational frequencies are consistent with the experimental IR data.