Insight into the synthesis, structure affirmation and catalytic efficiency of divalent and trivalent metal chelates of mandelic acid hydrazone derivative.

The current work reports the synthesis of Cr(iii), Mn(ii), Co(ii), Ni(ii) and Cu(ii) chelates of the Schiff base ligand named hydroxy-phenyl-acetic acid (2-hydroxy-naphthalen-1-ylmethylene)-hydrazide with multi-chelation centre toward metal ions. The spectral tools, 1H-NMR, FTIR, mass, UV-vis spectra, and the analytical elemental and thermal analysis, in addition to magnetic moment and conductivity measurements all combined have been applied to conclude the structure and geometry of the synthesized metal complexes. The formed metal chelates have been assured to be formed with the molar compositions of 1 L : 1 M for PANH-Cr, PANH-Mn, PANH-Co, PANH-Ni and 2 L : 1 M for PANH-Cu. All the complexes have been confirmed to be non-electrolytic except the PANH-Mn and PANH-Ni which are 1 : 1 electrolytes. FTIR spectral analysis assured the ligand to act as mono basic bi or tridentate ligand leading to the formation of octahedral complexes with all metals except Cu(ii) complex which assured to has square planar structure. Except PANH-Cr, all the synthesized metal chelates exhibited phenoxazinone synthase like efficacy with varying activity with dramatically high activity for PANH-Mn complex with TOF number of 169.89 h-1.

Metal Chelates of Sulfafurazole Azo Dye Derivative: Synthesis, Structure Affirmation, Antimicrobial, Antitumor, DNA Binding, and Molecular Docking Simulation.

A series of divalent and one trivalent metal chelates of the azo ligand resulting from coupling of sulfafurazole diazonium chloride with resorcinol have been designed and synthesized. Structure investigation of the isolated chelates have been achieved by applying spectroscopic and analytical tools which collaborated to assure the formation of the metal chelates in the molar ratios of 1L: 1M for Ni(II), Co(II), and Fe(III) chelates, where Cu(II) and Zn(II) complexes formed in the ratio 2L : 1M. The geometrical arrangement around the metal canters was concluded from UV-Vis spectra to be octahedral for all metal chelates. The attachment of the ligand to the metal ions took place through the azo group nitrogen and o-hydroxyl oxygen through proton displacement leading to the ligand being in monobasic bidentate binding mode. Antimicrobial and antitumor activities of the interested compounds have been evaluated against alternative microorganisms and cancer cells, respectively, in a trial to investigate their extent of activity in addition to docking studies. The mode of interaction of the compounds with SS-DNA has been examined by UV-Vis spectra and viscosity studies.

Rapid, sensitive, and selective copper (II) determination using sensitive chromogenic azo dye based on sulfonamide.

A simple methods have been developed for determination of Cu(II) ions in aqueous solutions. The spectrophotometric method relied mainly on the reaction between Cu(II) ions and the azo dye ligand named N-diaminomethylene-4-(2,4-dihydroxy-phenylazo)-benzenesulfonamide (H2L) at pH 10.0. The influence of parameters such as concentration, pH and reaction time were inspected. A linear relationship (R2 = 0.9992) between absorbance and the concentration of Cu(II) was obtained at themaximum absorptionpeak of 474 nm within 1.6-9.6 × 10-6 mol L-1 concentration range. The limit of detection for Cu(II) ion and limit of quantitation were 1.1 × 10-7 mol L-1 and 3.7 × 10-7 mol L-1, respectively.The potentiometric method is based on a novel poly(vinyl chloride) membrane, containing the synthesized azo dye as an ionophore, was used to developed a Cu(II)- selective sensor. This newly developed sensor revealed a Nernstian response over Cu2+ ion in a concentration range 1.0 × 10-6-1.0 × 10-2 mol L-1 with cationic slopes of 29.5 ± 0.2 mV decade-1 and detection limits of 3.0 × 10-6 mol L-1 copper(II) for o-nitrophenyl-octyl ether (o-NPOE) based membrane sensor. The electrode showed good discrimination toward Cu2+ ions with respect to most common cations. The advantages of the proposed methods are their simplicity, selectivity, and high sensitivity. In addition, the sensor has been used as indicator electrode in the potentiometric titration of Cu2+ ion against EDTA. The structure and geometry of the complex formed between Cu(II) and H2L ligand was identified via isolation of the solid complex; Co(II) an Ni(II) complexes were synthesized as well. The geometrical structure around the metal centers were proved to be square planar for Cu(II) complex and tetrahedral for Co(II) an Ni(II) complexes.

Synthesis and DNA binding of novel bioactive thiazole derivatives pendent to N-phenylmorpholine moiety.

An easy access to a series of N-phenylmorpholine derivatives linked with thiazole or formazan moieties were achieved using simple experimental procedure under conventional and microwaves irradiation conditions. The reaction of 2-(N-phenylmorpholine)ethylidene)hydrazine-1-carbothioamide derivatives and [1-(4-morpholin-4-yl-phenyl)-ethylidene]-hydrazine with a variety of hydrazonoyl chlorides or phenacyl bromide derivatives afforded the corresponding thiazoles or N-substitutedhydrazino-derivatives linked to N-phenylmorpholine moiety in good to excellent yields. The structures of the newly synthesized compounds were fully emphasized and characterized by spectroscopic as well as elemental analyses. The mode of binding of some selected compounds with SS-DNA was evaluated using UV-Vis absorption, and viscosity measurements. The results showed intercalation binding mode of most of the tested compounds. Both antimicrobial and anti-cancer activities have been studied for some selected compounds from synthetic derivatives. Their results showed a remarkable efficacy for some derivatives against both examined microbes and cancer cells.

Synthesis, Structural Characterization, Molecular Modeling and DNA Binding Ability of CoII, NiII, CuII, ZnII, PdII and CdII Complexes of Benzocycloheptenone Thiosemicarbazone Ligand.

BACKGROUND & OBJECTIVE: Six novel complexes of transition metal namely, [CoLCl2(H2O)2]0.5H2O, [NiLCl2(H2O)2]0.5H2O, [CuLCl2]0.5H2O, [ZnLCl2], [PdLCl2]H2O and [CdLCl2]H2O, where L is benzocycloheptenone thiosemicarbazone ligand, have been obtained. The confirmation of the structures of the obtained metal chelates depends on the different spectral and physicochemical techniques including CHN analysis, infrared spectra, molar conductivity measurement, UV-vis, thermogravimetric analysis and magnetic moment. The infrared spectral results ascertained that the ligand behaved as neutral bidentate connecting the metal centers via N and S atoms of C=N and C=S groups, respectively. METHODS: The UV-Vis, molar conductivity and magnetic susceptibility results implied that the geometrical structures of the metal chelates are octahedral for Co(II) & Ni(II) complexes, tetrahedral for Zn(II) & Cd(II) complexes and square planar for Cu(II) & Pd(II) complexes which have been confirmed by molecular modeling studies. CONCLUSION: Moreover, the mode of interaction between some chosen metal complexes towards SSDNA has been thoughtful by UV-Vis spectra and viscosity measurements. The value of the intrinsic binding constant (Kb) for the examined compounds has been found to be lower than the binding affinity of the classical intercalator ethedium bromide. Also, the viscosity measurements of the complexes proved that they bind to DNA, most likely, by a non-intercalative mode like H-bonding or electrostatic interactions.

Antitumor activity of pyrrolizines and their Cu(II) complexes: Design, synthesis and cytotoxic screening with potential apoptosis-inducing activity.

Two novel series including Schiff bases of the pyrrolizine-5-carboxamides and their Cu(II) complexes were designed, synthesized and analysed using spectral and analytical techniques. The analytical results indicated the formation of the complexes in 1:1 or 1:2 (Metal:Ligand) ratio. The geometry around the Cu centers was confirmed to be tetrahedral or octahedral. The cytotoxic activity of the new compounds was evaluated using MCF-7 (human breast adenocarcinoma), A2780 (human ovary adenocarcinoma) and HT29 (human colon adenocarcinoma), in addition to MRC5 (normal human fetal lung fibroblast) cells using the MTT cytotoxicity assay. The Schiff base 12c and the Cu complex 13b were the most active in the two series with IC50 values in the range of 0.14-2.54 µM against the three cell lines. Also, the Cu complex 13e showed excellent activity against HT29 with IC50 = 0.05µM. 7-Cyano-N-(4-methoxyphenyl)-6-((3-phenylallylidene) amino)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (12c) showed high selectivity (6-13 folds) for cancerous cells over normal cells; and it induced marginal increases in the G1 and S phases of MCF-7 cells during cell cycle analysis, while compound 13b increased the MCF-7 Sub-G1 proapoptotic population, and blocked cells in the G2-M phase in a dose dependent manner. The annexin V apoptosis assay revealed the ability of compounds 12c and 13b to increase the early apoptotic MCF-7 cell populations two and three fold, respectively. Furthermore, these findings were supported by data showing that the two compounds (12c and 13b) elicit cytotoxic activity. Taken together, the data presented in this study warrants further in vitro and in vivo investigations.

Synthesis, spectroscopic, thermal and molecular modeling studies of Zn2+, Cd2+ and UO22+ complexes of Schiff bases containing triazole moiety. Antimicrobial, anticancer, antioxidant and DNA binding studies.

A novel series of Zn2+, Cd2+ and UO22+ complexes of ligands namely 1-[(5-mercapto-1H-1,2,4-triazole-3-ylimino) methyl]naphthalene-2-ol (HL1) and [(1H-1,2,4-triazole-3-ylimino) methyl] naphthalene-2-ol (HL2) have been prepared and characterized by different analytical and spectral techniques. The stoichiometry, stereochemistry, conductivity measurements and mode of bonding of the complexes have been elucidated. Accurate comparison of the IR spectra of the ligands with their metal chelates proved the involvement of nitrogen atoms of the azomethine group and/or triazole ring in chelation in addition to the deprotonated hydroxyl oxygen. The UV-Vis and molar conductance data supported the octahedral geometry for the metal complexes. TGA technique has been used to study the thermal decomposition way of the metal complexes and the thermo kinetic parameters were estimated. Valuable information is obtained from calculations of molecular parameters using the molecular modeling techniques. The interaction between the metal complexes and CT-DNA has been studied from which the binding constants (kb) were calculated. The Schiff bases and their metal chelates have shown potent antimicrobial, antioxidant and antitumor activities. The antitumor activities of the compounds have been tested in vitro against HEPG2 cell line and in silico by the molecular docking analysis with the VEGFR-2 receptor responsible for angiogenesis.

Synthesis, spectroscopic and DNA binding ability of CoII, NiII, CuII and ZnII complexes of Schiff base ligand (E)-1-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)naphthalen-2-ol. X-ray crystal structure determination of cobalt (II) complex.

A novel Schiff base ligand, (E)-1-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)naphthalen-2-ol (HL), has been designed and synthesized in addition to its metal chelates [Co(L)2]·l2H2O, [Ni(L)Cl·(H2O)2].5H2O, [Cu(L)Cl] and [Zn(L)(CH3COO)]. The structures of the isolated compounds have been confirmed and identified by means of different spectral and physicochemical techniques including CHN analysis, 1H &13C NMR, mass spectral analysis, molar conductivity measurement, UV-Vis, infrared, magnetic moment in addition to TGA technique. The infrared spectral results ascertained that the ligand acts as monobasic tridentate binding to the metal centers via deprotonated hydroxyl oxygen, azomethine and imidazole nitrogen atoms. The UV-Vis, magnetic susceptibility and molar conductivity data implied octahedral geometry for Co(II) & Ni(II) complexes, tetrahedral for Zn(II) complex and square planar for Cu(II) complex. X-ray structural analysis of Co(II) complex 1 has been reported and discussed. Moreover, the type of interaction between the ligand & its complexes towards salmon sperm DNA (SS-DNA) has been examined by the measurement of absorption spectra and viscosity which confirmed that the ligand and its complexes interact with DNA via intercalation interaction as concluded from the values of binding constants (Kb).

Application of montmorillonite-Cu(II)ethylenediamine catalyst for the decolorization of Chromotrope 2R with H2O2 in aqueous solution.

The kinetics of decolorization of Chromotrope 2R (C2R) was studied spectrophotometrically using the montmorilloniteK10-Cu(II)ethylenediamine composite (MMTK10-Cu(en)2) as catalyst and H2O2 as oxidant in aqueous solution. The catalyst was prepared and characterized by SEM, FTIR, XRD and TGA techniques. The dependence of reaction rate on H2O2 concentration was examined under UV irradiation in the presence and absence of the catalyst, and in the presence of the catalyst without the UV irradiation. In all these reaction systems, the rate increased up to a maximum value and then decreased. The rate increased with increasing the concentration of the dye reaching a maximum. Also, the rate of decolorization reaction showed a significant increase with increasing the amount of the catalyst and temperature. The addition of NaCl to the reaction medium has accelerated the rate effectively. A similar catalyst, MMTKSF-Cu(en)2, has also been employed and was found to be less efficient compared with MMTK10-Cu(en)2.