Synthesis, characterization, DFT and biological studies of (Z)-N′-(2-oxoindolin-3-ylidene)picolinohydrazide and its Co(II), Ni(II) and Cu(II) complexes

The binuclear Cr (III), Mn (II) and Fe (III) complexes of N,N′‐(2,2′‐(2‐benzylmalonyl)bis (hydrazine‐1‐carbonothioyl))dibenzamide (H4BPCD), which derived from the combination of 2‐benzylmalonohydrazide suspension with benzoyl‐isothiocyanate, have been isolated and investigated by the necessary analytical and spectroscopic techniques. The IR studies show that H4BPCD dispose as a mono‐negative hexadentate ligand (NOS)2 towards Mn (II) ion and tetra‐negative hexadentate (NOS)2 towards both Cr (III) and Fe (III) ions. The values of molar conductance in DMSO suggested the non‐electrolytic nature for all complexes. The magnetic measurements and the electronic transitions data confirmed the hexa‐coordinate geometry of complexes. The DFT geometry optimization of all compounds and IR comparative study of both theoretical and experimental of H4BPCD were carried out. Moreover, the H4BPCD and its Cr (III) complex displayed intra ligand (π → π*) fluorescence emission spectra which corroborate their photoactive nature. The coordinated and crystalline water molecules have been investigated by (TG/DTG) studies. The kinetic and thermodynamic parameters were computed using Horowitz‐ Metzger, Coats‐Redfern and Broido methods. Biological studies of DNA binding, minimum inhibitory concentration, in vitro determination of SOD‐like activity and MTT‐cytotoxicity assay as well as molecular docking studies were tested for the ligand and its complexes.

Section: Resultsmentioning

confidence: 95%

Spectroscopic investigation, DFT, fluorescence, molecular docking and biological studies of divalent and trivalent binuclear complexes prepared from benzoyl thiosemicarbazide derivative of 2‐benzylmalonohydrazide

El‐Morshedy

El‐Gamil²,

Abou-Elzahab

et al. 2019

“…The picolinic acid hydrazide was prepared from ethyl picolinate and hydrazine hydrate as described earlier . The ( E )‐ N ‐(2‐hydroxy‐3‐methoxy benzylidene)picolinohydrazide (H 2 POV) and its metal complexes were prepared by Scheme .…”

Section: Methodsmentioning

confidence: 99%

Spectroscopic and theoretical studies on Cr (III), Mn (II) and Cu (II) complexes of hydrazone derived from picolinic hydrazide and O‐vanillin and evaluation of biological potency

Al‐Hazmi

Abou‐Melha

El‐Metwaly

et al. 2019

Trivalent Cr (III) and divalent of both Mn (II) and Cu (II) complexes containing hydrazone ligands derived from the condensation of picolinohydrazide with O‐vanillin were synthesised and characterized by elemental analysis, spectral and magnetic measurements. The suggested octahedral structures were confirmed by applying DFT optimization and conformational studies. The thermal decomposition behaviour of Mn (II) complex is discussed. The evaluation of kinetic parameters (Ea, A, ∆H, ∆S and ∆G) of all thermal degradation stages have been evaluated using Coats‐Redfern and Horowitz‐Metzger approaches. The band gap results suggested that these complexes are semi‐conductors and lie in same range of highly efficient photovoltaic materials. Antibacterial studies showed that higher activity of complexes than of ligands. Assay on the antioxidant activity (DPPH and SOD) of the above complexes revealed the high SOD‐activity of Mn (II) complex and high DPPH‐activity for ligand.

“…The disc diffusion method was the method that used in testing two crystal compounds against two antibacterial of the types (Gram‐positive, Staphylococcus aurous ), Gram‐negative, Escherichia coli ) and two Antifungal of the types ( Candida albicans and Aspergillum flavus). The activity index was calculated by the following formula,

% Activity Index = \frac{Zone of inhibition by test compound ((), diameter) normalx 100}{Zone of inhibition by standard ((), diameter)}

…”

Section: Methodsmentioning

confidence: 99%

Comparative Studies of Some Novel Cu²⁺ and Fe³⁺ Chelates Derived From Tricine (L¹) by Single Crystal X‐ray, Spectroscopic and Biological Data: Applications to Investigate Antitumor Activity

Hassan

Nawar

Mostafa

2019

Novel Cu2+ and Fe3+ chelates derived from L1 were synthesized and characterized by single crystal X‐ray diffraction. The results indicate that the Fe (III) crystal, [Fe(L1‐H)Cl2], has an orthorhombic structure of the type pc2b while the dimeric Cu (II) crystal, [Cu(L1‐H)Cl … ClCu(L1‐H)], has a monoclinic with space group Cc. X‐ray diffraction and spectroscopic studies revealed that L1 acts as monobasic tetradentate with octahedral geometry in Fe (III) crystal while it behaves as dibasic tetradentate with distorted‐octahedral in the Cu (II) crystal. Also, the two chelates were characterized by spectral, magnetic and thermal analyses. DFT parameters were used to prove the liberation of a proton from COOH rather than NH groups. The kinetic and thermodynamic parameters of Fe (III) chelate were determined by Coats‐Redfern and Horowitz‐Metzger methods. Cyclic voltammogram provides information about the oxidation states of Cu (II) and Fe (III) chelates. Antitumor activity against Epitheliod carcinoma (Hela), breast cancer (MCF‐7) and antibacterial activities of chelates were investigated.