In the title compound, C22H24N4O2S2, the two thiourea segments of the side-arm groups are inclined at a dihedral angle of 73.09 (9)degrees. The central cyclohexane bridge adopts a chair conformation. The molecule is stabilized by N-H center dot center dot center dot O intramolecular hydrogen bonds forming S(6) rings, and N-H center dot center dot center dot O and N-H center dot center dot center dot S intermolecular hydrogen bonds forming infinite chains developing parallel to the b axis.

The structure of bis(2-methoxy-6-((Z)-(p-tolylimino)methyl)phenoxy)palladium crystallized in a monoclinic system and was characterized thus: P2(1)/c, a = 13.0221(14), b = 11.6615(13), c = 8.4898(9)angstrom, beta = 97.327(4)degrees, Z = 2, V = 1278.7(2)angstrom(3). The crystal structure was solved by direct methods and refined by full-matrix least-squares on F2 to final values of R1 = 0.0349 [I > 2 sigma(I)] and wR2 = 0.0824. The molecules have two-fold symmetry about the centre Pd1 atom. Two ligands were coordinated to the Pd1 atom via oxygen and nitrogen atoms in a bidentate manner to form a square-planar geometrical structure.

Isomers of monothioureas, 2a-2d, derived from the reaction of disubstituted benzoyl isothiocyanate and dibenzylamine were synthesised and characterised by using elementary analysis CHNS and IR, H-1 NMR, and C-13 NMR spectroscopies. The compounds were screened for their in vitro antibacterial activity by using selected Gram-positive bacteria, and moderate inhibition activity was displayed for compound 2b with the value of inhibition zone 11 +/- 0.8 mm at a concentration of 50 mg/ml. The outcomes of Lipinski's rule of five assessment appeared to be in agreement with all compounds as they adhered to most of the rules, in which they can be preliminarily classified as active drug-like. The frontier molecular orbitals (HOMO and LUMO) for halogen-substituted 3,4-dichloro (2a) and 3,4-difluoro (2b) were also determined by applying the computational method of density functional theory (DFT) to determine their relationship as a molecular descriptor in antibacterial activities. The value of LUMO energy for compound 2b (1.8229 eV) is lower than that of compound 2a (1.8492 eV) which indicates higher antibacterial activities.

Co (II) complex (CMLA) was investigated to evaluate the rate of wound healing in rats. Animals were placed into four groups: gum acacia, Intrasite gel, 10 and 20 mg/ml of CMLA. Wounds were made on the dorsal neck area, then treated with Intrasite gel or CMLA; both of these treatments led to faster healing than with gum acacia. Histology of the wounds dressed with CMLA or Intrasite gel displayed a smaller scar width, required less time to heal and showed more collagen staining and fewer inflammatory cells in comparison to wounds dressed with the vehicle. Immunohistochemistry for Hsp70 and TGF-beta showed greater staining intensity in the treated groups compared to the vehicle group. Bax staining was less intense in treated groups compared to the vehicle group, suggesting that CMLA and Intrasite gel provoked apoptosis, responsible for the development of granulation tissue into a scar. CD31 protein analysis showed that the treated groups enhanced angiogenesis and increased vascularization compared to the control group. Furthermore, a significant increase in the levels of GPx and SOD and a decrease in MDA were also observed in the treated groups. This results suggest that CMLA is a potentially promising agent for the wounds treatment.

1,2-bis-(N'-benzoylthioureido)cyclohexane (BTCH), C22H24N4O2S2, was successfully synthesized, characterized by infrared and NMR spectroscopic techniques and supported by X-ray structural studies. The compound was tested for the fabrication of a potentiometric sensor for Hg2+ metal ions. The sensor based on photocurable self-plasticizing poly(n-butylacrylate) membrane with immobilized BTCH as ionophore exhibits linear response in a Nernstian manner within the concentration range of 10(-5) - 0.1 M mercury ions. The sensor displays low detection limit with response time between 50 - 100 seconds. The electrode reveals a good selectivity for mercury ion over several other tested cations. (C) 2012 Published by Elsevier B. V. Selection and/or peer review under responsibility of Asia-Pacific Chemical, Biological & Environmental Engineering Society

BackgroundAlthough the development of antibiotic and antioxidant manufacturing, the problem of bacterial resistance and food and/or cosmetics oxidation still needs more efforts to design new derivatives which can help to minimize these troubles. Benzimidazo[1,2-c]quinazolines are nitrogen-rich heterocyclic compounds that possess many pharmaceutical properties such as antimicrobial, anticonvulsant, immunoenhancer, and anticancer.ResultsA comparative study between two methods, (microwave-assisted and conventional heating approaches), was performed to synthesise a new quinazoline derivative from 2-(2-aminophenyl)-1H-benzimidazole and octanal to produce 6-heptyl-5,6-dihydrobenzo[4,5]imidazo[1,2-c]quinazoline (OCT). The compound was characterised using FTIR, H-1 and C-13 NMR, DIMS, as well as X-ray crystallography. The most significant peak in the C-13 NMR spectrum is C-7 at 65.5ppm which confirms the cyclisation process. Crystal structure analysis revealed that the molecule grows in the monoclinic crystal system P2(1)/n space group and stabilised by an intermolecular hydrogen bond between the N1-H1A...N3 atoms. The crystal packing analysis showed that the molecule adopts zig-zag one dimensional chains. Fluorescence study of OCT revealed that it produces blue light when expose to UV-light and its' quantum yield equal to 26%. Antioxidant activity, which included DPPH and ABTS(+) assays was also performed and statistical analysis was achieved via a paired T-test using Minitab 16 software with P<0.05. Also, the antimicrobial assay against two Gram-positive, two Gram-negative, and one fungus was screened for these derivatives.ConclusionsUsing microwave to synthesise OCT have drastically reduced reaction time, and increased yield. OCT show good antioxidant activity in one of the tests and moderate antimicrobial activity.

New 6-substituted-5,6-dihydrobenzo[4,5] imidazo[1,2-c] quinazoline compounds were synthesized using two different protocols: microwave-enhanced and classical heating methods. A comparison study that was set up to compare both the methods and the results showed that the microwave-assisted method produced a better percentage yield (up to 98%) in a very short reaction time (only a few minutes). All compounds were characterized by spectroscopic and elemental analysis. Only one compound was analyzed by single crystal X-ray diffraction despite the difficulties of getting good crystal even after several attempts. The X-ray crystallography results were chemically acceptable and confirmed the structure of benzimidazoquinazoline 5. Incidentally, the studied derivatives were found to emit a very nice blue light when exposed to UV-light. Therefore, a photoluminescence study was performed as a part of the characterization processes. Biological application as an antimicrobial and an antioxidant for the target analogues was performed. Some derivatives exhibited high antibacterial activity against studied Gram-positive strains, although they were not active against Gram-negative strains. Moreover, some of them showed excellent antioxidant activities against both of the studied antioxidant DPPH center dot and ABTS(center dot)(+) radicals. (C) 2019 Elsevier B.V. All rights reserved.

C-4-phenacyloxy phenyl calix[4]resorcinarene (CPPCR) was synthesized by acidic condensation of 4-hydroxybenzaldehyde and resorcinol. The adsorption of CPPCR for Pb(II), cd(II) and Cr(III) has been studied by measuring the metal concentration in aqueous solution using Atomic Absorption Spectrophotometry (AAs). The effects of solution pH, contact time and initial concentration of metal ions on the adsorption capacity of CPPCR were investigated. The adsorption kinetic of all the ions obeyed the Ho and McKay pseudo 2nd order rate law and the adsorption isotherm profile matched very well with Langmuir model. The separation factor (R-L) of CPPCR for Pb(II), Cd(II) and Cr(III) were 0.190, 0.017, and 0.065, respectively, indicating the formation of monolayer behaviour. The Gibb free energy (Delta G) of the adsorption for all the metal ions have negative values indicating the adsorption process of Pb(II), Cd(II) and Cr(III) by CPPCR are spontaneous.

A Schiff base ligand, 6,6'-dimethoxy-2,2'-[o-phenylenebis(nitrilomethylidyne)]diphenolato (LA), and its mononuclear and dinuclear Ni(II) and Co(II) complexes were synthesized. Structural elucidation was carried out via elemental analysis, molar conductivity, IR, NMR, UV-Vis spectroscopy, TGA and magnetic susceptibility. Single crystal X-ray diffraction of the Ni(LA) complex revealed a square planar geometry of the Ni(II) centre, with the ligand acting as a tetradentate ONNO chelate. Upon coordination to the metal centers, the nu(C=N) and nu(C-O) peaks shifted to lower frequencies, with appearance of new peaks assignable to nu(M-N) and nu(M-O) in the ranges 535-560 and 421-460 cm(-1), respectively. Ni(LA) and Ni-2(LA) complexes are diamagnetic, whereas the Co(LA) and Co-2(LA) complexes are paramagnetic with 3 unpaired electrons each. All the complexes displayed low molar conductivities in acetonitrile indicating non-electrolytic behavior. Anticancer screening against human colorectal cancer HCT116 cell lines revealed that both dinuclear complexes were more active than their mononuclear counterparts. Ni-2(LA) showed the highest potency with an IC50 value of 0.81 mu M. (C) 2019 Elsevier Ltd. All rights reserved.

Sulfonylbenzimidazoles and their copper complexes have tremendous applications in drug development. In the present work, bis(2-hydroxylbenzoato-kappa O-2,O ')bis(2-methyl-1-(toluene-4-sulfonyl)-1H-benzimidazole) copper(II) complex [Cu(L-1)(L-2)] has been synthesized and structurally characterized by Fourier-transformed infrared spectroscopy (FTIR) and single-crystal X-ray diffraction (XRD). The complex formed a distorted octahedral geometry with the benzimidazole ligands occupying the axial position and the hydroxylbenzoato ligands in the equatorial positions. The latter ligands coordinated in an isobidentate manner with a Cu-O-deprotenated bond length of 1.955(18) angstrom and a long range Cu-O-carbonyl of 2.574(2) angstrom. An excellent correlation was found between bond lengths and bond angles obtained experimentally from single-crystal XRD analysis and that obtained from density functional theory. Electrochemical behavior of [Cu(L-1)(L-2)] has been probed by cyclic voltammetry (CV). CV studies revealed that it undergoes one-electron reduction followed by one-electron oxidation process. In vitro tyrosinase inhibitory activity of the complex was evaluated and it was observed that it exhibited good inhibitory potential with IC50 value 56.8 +/- 11.4 mu M. Complex-DNA-interaction studies were performed by CV, electronic and florescence spectroscopic titrations and it has been inferred that the [Cu(L-1)(L-2)] binds with DNA through intercalation and the value of binding constant was 3.6 x 10(4) M-1.

Sulfonylbenzimidazoles and their copper complexes have tremendous applications in drug development. In the present work, bis(2-hydroxylbenzoato-kappa O-2,O ')bis(2-methyl-1-(toluene-4-sulfonyl)-1H-benzimidazole) copper(II) complex [Cu(L-1)(L-2)] has been synthesized and structurally characterized by Fourier-transformed infrared spectroscopy (FTIR) and single-crystal X-ray diffraction (XRD). The complex formed a distorted octahedral geometry with the benzimidazole ligands occupying the axial position and the hydroxylbenzoato ligands in the equatorial positions. The latter ligands coordinated in an isobidentate manner with a Cu-O-deprotenated bond length of 1.955(18) angstrom and a long range Cu-O-carbonyl of 2.574(2) angstrom. An excellent correlation was found between bond lengths and bond angles obtained experimentally from single-crystal XRD analysis and that obtained from density functional theory. Electrochemical behavior of [Cu(L-1)(L-2)] has been probed by cyclic voltammetry (CV). CV studies revealed that it undergoes one-electron reduction followed by one-electron oxidation process. In vitro tyrosinase inhibitory activity of the complex was evaluated and it was observed that it exhibited good inhibitory potential with IC50 value 56.8 +/- 11.4 mu M. Complex-DNA-interaction studies were performed by CV, electronic and florescence spectroscopic titrations and it has been inferred that the [Cu(L-1)(L-2)] binds with DNA through intercalation and the value of binding constant was 3.6 x 10(4) M-1.

A new series of substituted benzoylthiourea derivatives namely N-(4-methoxybenzoyl)-N'-(3-hydroxyphenyl)thiourea (1a), N-(3-methoxybenzoyl)-N'-(3-hydroxyphenyl) thiourea (2a), N-(3-nitrobenzoyl)-N'-(3-hydroxyphenyl)thiourea (3a) and N-(4-phenylbenzoyl)-N'-(3-hydroxy phenyl) thiourea (4a) bearing phenolic groups were efficiently synthesized from the condensation reaction of benzoylisothiocyanate with 3-aminophenol. The molecular structures of la-4a are elucidated by FT-IR, UV-Vis, H-1 and C-13 NMR spectroscopic techniques. The four benzoylthiourea derivatives were obtained in crystalline forms by recrystallization in DMSO. X-ray chemical crystallographic study shows that la crystallizes in triclinic crystal system, while 2a-4a crystalize in monoclinic crystal system. The synthesized benzoylthiourea molecules adopt trans cis configuration with respect to the positions of carbonoylbenzoyl and 3-hydroxyphenyl groups respectively, against the thiono C=S bonds across their C -N bonds. The corresponding predicted z-matrix coordinates and spectral data of la-4a were obtained using DFT and TD-DFT methods. The quantum chemical calculation have been carried out using three hybrid functionals B3LYP, B3P86 and PBE0 combined with 6-31++G(d,p) basis set. The solvent effects were taken into account implicitly using IEF-PCM model. The experimental Z-matrix coordinates and the spectral data of the tilted compounds are relatively well reproduced with good correlations coefficients. (C) 2019 Elsevier B.V. All rights reserved.