The complexation of a novel squaric bis(thiosemicarbazone); 3,4-bis{[(aminothioxomethyl)amino]azamethylene}cyclobut-ene-1,2-diol

2020

Applied Organom Chemis

New mononuclear Fe (III), Cu (II), Ag (I), ZrO ( IV) and UO2(VI) complexes were synthesized by the reaction of metal ions with (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime. The structures of the metal complexes were characterized using analytical, spectral (infrared, electronic, 1H NMR, electron spin resonance (ESR), and mass), magnetic moment, molar conductance, thermal gravimetric analysis, and powder X‐ray diffraction (XRD) measurements. All complexes have octahedral geometries except the Cu (II) complex, which has square planar geometry, and the UO2(VI) complex, in which the coordination number is seven. The ligand acts as a (neutral, monoanionic or dianionic) tridentate with N2O coordinating sites: N‐azomethine, N‐triazine, and O‐oxime. Fluorescence spectral studies were carried out in solid state and in dimethylformamide (DMF). The kinetic parameters of the thermal decomposition stages were calculated using Coats–Redfern equations. The morphological structures of the ligand and some complexes were determined using XRD. The molecular orbital calculations were carried out for the ligand and metal complexes using the Hyperchem 7.52 program on the basis of the PM3 level. The antimicrobial activities of the ligand and its complexes were investigated towards the microorganisms S. aureus and B. subtilis as Gram‐positive bacteria, S. typhimurium and E. coli as Gram‐negative bacteria, C. albicans, and A. fumigatus. The ligand and its complexes showed antitumor activity against Hep G‐2 cell lines, where Cu (II) and Ag (I) complexes seem to be promising as they showed IC50 values that are lower than and comparable to that of the antitumor drug doxorubicin.

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic, biological, and theoretical studies of new complexes from (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime

2020

Applied Organom Chemis

“…[ 65 ] On the other hand, the magnetic moment values of Co(II) complexes ( 2 and 6 ) are 2.46 and 4.84 BM, which submit to square planar and octahedral structures. [ 54,66,67 ] The magnetic moment value of Ni(II) complex ( 3 ) found to be 3.89 BM, which lies in the reported range (3.2–4.1 B.M.) for Ni(II) tetrahedral geometry.…”

Section: Resultsmentioning

confidence: 55%

“…Table 2 collects the main IR bands with their tentative assignments; the stretching vibrations appeared in the range of 3375–3430 cm −1 may be assigned to NH and/or OH groups. [ 51–57 ] The ν(C=N)azomethine of the ligand (H 2 BDTB) observed at 1588 cm −1 exhibits a shift to a lower frequency in the range of 1562–1582 cm −1 in complexes. [ 30,31 ] Additionally, ν(C=N)triazine of the H 2 BDTB observed at 1521 cm −1 shifted in complexes to the range 1497–1516 cm −1 , suggesting allocation of C=N azomethine and C=N triazine as coordination centers.…”

Section: Resultsmentioning

confidence: 99%

New solvatochromic complexes of 1,2‐bis[(5,6‐diphenyl‐1,2,4‐triazin3‐yl)hydrazinylidene‐methyl]benzene: Synthesis, spectroscopic, biological, docking, and theoretical studies

Taha

Omar

2021

Applied Organom Chemis

A new bistriazine hydrazone ligand (H2L; H2BDTB) is derived from 5,6‐diphenyl‐1,2,4‐triazine‐3‐ylhydrazine (DTH) with o‐phthalaldehyde in ratio (2:1). The Fe(III), Co(II), Ni(II), Cu(II), and Th(IV) complexes (1–5), as well as the Co(II) complex (6) (prepared in the presence of cetyltrimethylammonium bromide [CTAB]), are synthesized. They are characterized by elemental analyses, spectral (ultraviolet–visible [UV–Vis], infrared [IR], mass, 1H NMR, and electron spin resonance [ESR]), magnetic susceptibility, molar conductivity, and thermal gravimetric analysis (TGA) measurements; and morphological structures are scanned by electron microscopy (SEM) that showed rod shape, irregular bulk sheets, and fused aggregated clusters for free ligand, Co(II) complexes (2 and 6), respectively. Moreover, cobalt(II) complex (6) exhibited an octahedral geometry; however, cobalt(II) complex (2) showed square planar geometry as deduced from magnetic moment and UV–Vis measurements. Fluorescence spectra for ligand and its Fe(III) and Th(IV) complexes have been measured in different solvents to investigate their solvatochromic behavior that used to estimate dipole moments either in ground and excited states. The antimicrobial and antitumor activities of free ligand and its complexes were investigated, in addition to molecular docking studies using MOE 2014.0901 software (PDB. I.D.3ce3). The data showed that Co(II) complex (6) can be nominated as one of the most powerful antitumor. The theoretical calculation for bistriazine ligand and its complexes were performed using DFT and PM3, and the data are correlated with the experimental results.

“…This indicated that DHNAPH bonded to metal ions through N-azomethine and O-C groups [67][68][69][70][71]. This is supported by the appearance of new bands in the regions 529-552 cm -1 and 452-471, which are related to stretching vibrations of metal-oxygen and metal-nitrogen, respectively [72][73][74][75][76].…”

Section: Ir Spectramentioning

confidence: 98%

Binuclear Co(II), Ni(II) and Cu(II) Complexes of a new Bis(tridentate) Hydrazone Ligand: Synthesis, Thermal, Spectroscopic, Biological, Molecular Docking and Theoretical Studies

2021

Preprint

A new hydrazone ligand; 4,6-bis(2-hydroxynaphthalen-1-yl)methyl-ene)hydrazono)ethyl)benzene-1,3-diol (H4L; DHNAPH) was synthesized by the reaction of 4,6-bis(1-hydrazonoethyl)benzene-1,3-diol (NH2DAR) with 2-hydroxy 1-naphthaldehyde. Co(II), Ni(II) and Cu(II)- complexes ([M2L(H2O)6].nH2O.mEtOH; M = Co, Ni or Cu, n = 0.5 or 1 and m = 0.5 or 0) of DHNAPH have been successfully synthesized. Characterization of DHNAPH and its complexes was performed by analytical, spectral (IR, mass, UV-Vis, 1H NMR and ESR), magnetic susceptibility, molar conductivity and thermal gravimetric analysis (TGA) techniques. The scanning electron microscopy (SEM) was used for detection of the morphology of DHNAPH and its Co- and Ni-complexes, which refers that the DHNAPH complexes are in the nano scale. The analytical data, magnetic moments and spectral studies recognized octahedral geometries for DHNAPH complexes. DHNAPH acts as a bis(dibasic triadentate) via (C=Nazomethine and 2 OH) with metal in complexes. The optimized structure of DHNAPH and its complexes has been done theoretically by Hyperchem program and structural parameters were linked with the IR experimental data. The activity of DHNAPH and its complexes against Hepatocellular carcinoma, fungi and bacteria has been tested. The new complexes are more active than DHNAPH and the highest antitumor activity was given by copper(II) complex. The DNA-binding of DHNAPH and Cu- DHNAPH has been investigated. Molecular docking studies showed that all the tested compounds show good binding score revealing good fitting in between the DNA strands. There is agreement between docking data and DNA binding results.