Characterization and thermal studies of nano‐synthesized Mn(II), Co(II), Ni(II) and Cu(II) complexes with adipohydrazone ligand as new promising antimicrobial and antitumor agents

The azo dye ligand 4‐(5‐chloro‐2‐hydroxyphenylazo)‐N‐thiazol‐2‐ylbenzenesulfonamide (H2L) formed by the coupling reaction of sulfathiazole and p‐chlorophenol was synthesized and characterized using elemental analysis and Fourier transform infrared (FT‐IR) as well as UV–visible spectra. Nano‐sized divalent Cu, Co, Ni, Mn and Zn complexes of the synthesized azo dye ligand were prepared and investigated using various spectroscopic and analytical techniques. Elemental and thermal analyses indicated the formation of the Cu(II), Ni(II) and Mn(II) complexes in a molar ratio of 1:2 (L:M) while Co(II) and Zn(II) complexes exhibited a 1:1 (M:L) ratio. FT‐IR spectral studies confirmed the coordination of the ligand to the metal ions through the phenolic hydroxyl oxygen, azo nitrogen, sulfonamide oxygen and/or thiazole nitrogen. The geometric arrangements around the central metal ions were investigated applying UV–visible and electron spin resonance spectra, thermogravimetric analysis and molar conductance measurements. X‐ray diffraction patterns revealed crystalline nature of H2L and amorphous nature of all synthesized complexes. Transmission electron microscopy images confirmed nano‐sized particles and their homogeneous distribution over the complex surface. Antibacterial, antifungal and antitumour activities of the investigated complexes were screened compared with familiar standard drugs to confirm their potential therapeutic applications. The Cu(II) complex showed IC50 of 3.47 μg ml−1 (5.53 μM) against hepatocellular carcinoma cells, which means that it is a more potent anticancer drug compared with the standard cisplatin (IC50 = 3.67 μg ml−1 (12.23 μM)). Furthermore, the Co(II), Ni(II), Cu(II) and Zn(II) complexes displayed IC50 greater than that of an applied standard anticancer agent (5‐flurouracil) towards breast carcinoma cells. Hence, these complexes can be considered as promising anticancer drugs. The mode of binding of the complexes with salmon serum DNA was determined through electronic absorption titration and viscosity studies.

Section: Resultsmentioning

confidence: 92%

Synthesis, structural characterization and DNA binding affinity of new bioactive nano‐sized transition metal complexes with sulfathiazole azo dye for therapeutic applications

Saad

El‐Ghamry

Kassem

2019

“…In the spectra complexes 1 ─ 4 , the broad band around 3429–3440 cm −1 are attributed to the presence of coordinated water. Appearance of non‐ligand bands ranging between 603–612 cm −1 and 433–504 cm −1 in the complexes are characteristic of M‐O and M‐N bands, respectively …”

Section: Resultsmentioning

confidence: 99%

“…TGA (thermal gravimetric analysis) of complexes 1 – 4 were investigated (under nitrogen as atmosphere) using a Shimadzu TG‐50 thermal analyzer from ambient temperature up to 800 ο C (with 10 ο C/min heating rate). Antifungal and antimicrobial activities of all compounds under interest were examined at Micro‐Analytical Center, Cairo University applying a modified Kirby‐Bauer disc diffusion method . Evaluation of the antitumor activities of the investigated compounds against human liver Carcinoma cell lines (HEPG2) was carried out at the Regional Center for Microbiology and Biotechnology (Al‐Azhar University) using the well‐known recommended method …”

Section: Methodsmentioning

confidence: 99%

Nano‐synthesis, characterization, modeling and molecular docking analysis of Mn (II), Co (II), Cr (III) and Cu (II) complexes with azo pyrazolone ligand as new favorable antimicrobial and antitumor agents

Gaber

Khedr

Mansour

et al. 2018

Self Cite

Novel nanosized Mn (II), Co (II), Cr (III) and Cu (II) complexes were synthesized with 2-((5-oxo-1,3-diphenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl) benzoic acid, HL applying precipitation method. Their structures were characterized based on the elemental and thermal analyses, spectra (FT-IR, UV-Vis, MS, ESR and XRD), conductivity and magnetic moment measurements. IR spectra offered that HL behaves as monobasic tri-dentate ligand towards Mn (II), Cr (III) and Cu (II) and monobasic bi-dentate towards Co (II). The XRD results unambiguously confirmed the crystalline nature and nano-sized particles of Cu (II) complex while HL and other complexes exhibited amorphous phases.The magnetic moment data, UV-Vis and ESR spectra supported the formation of octahedral geometries for Mn (II), and Cr (III) complexes, whereas Co (II), and Cu (II) complexes showed tetrahedral arrangement. The activation parameters for the thermal degradation stages were theoretically calculated using TGA curves. The obtained data showed the inspected complexes as favorable antimicrobial drug candidates. The studied compounds were screened out for their antitumor and antimicrobial activities. The inspected compounds exhibited a reasonable antibacterial activity and weak antitumor efficacy. The in vitro results were confirmed using the in silico molecular docking analysis (docking server) applying x-ray crystallographic structures of the proteins (4 m01, 3 t88, 1zap & 4ynt) from PDB (Protein Data Bank). HL and probably its complexes displayed adequate binding with the receptors of 4 m01, 3 t88, 1zap, and 4ynt microorganisms. The obtained data show the inspected complexes as favorable antimicrobial drug candidates.

“…It is apparent from presented outcomes that, most inspected materials displayed an inhibition of cell viability and increasing the cytotoxic influences related to examined compounds towards MCF‐7 according to the next orders; HL < Mn (II) compound 1 < Co (II) compound 2 < Zn (II) compound 5 < Pt (IV) compound 6 < Ni (II) compound 3 < Cu (II) compound 4. These results denote that the type metal ions and the nature ligand are the key factors the anticancer efficiency of the metallic compounds . Cu (II) complex 1 exhibited IC 50 equals 3.58 μg/ml greater than the well‐known standard drug cis‐platin (IC 50 = 3.87 μg/ml), towards HepG‐2 cells.…”

Section: Bio‐efficiency Studiesmentioning

confidence: 80%

Preparation, Structural characterization and DNA binding/cleavage affinity of new bioactive nano‐sized metal (II/IV) complexes with oxazon‐Schiff's base ligand

Alaghaz

Aldulmani

2019

A novel oxazon‐Schiff's base ligand named (E)‐3‐(2‐(4‐(diethylamino)‐2‐hydroxybenzylidene)hydrazineyl)‐2H‐benzo[b][1,4]oxazin‐2‐one (HL) has been synthesized in addition to its nano‐sized divalent and tetravalent Mn (II), Co (II), Ni (II), Cu (II), Zn (II) and Pt (IV) complexes. The structures and geometries of the synthesized compounds have been confirmed using the different analytical and spectroscopic tools such as elemental analysis, uv–vis., IR, HR‐MS, 1H NMR, ESR, TGA, XRD, EDX, TEM, SEM, AFM, magnetic and molar conductivity measurements. The elemental analyses confirm 1 M: 2 L stoichiometry of the type [PtL2].2Cl and [ML2] (M = Mn (II), Co (II), Ni (II), Cu (II) and Zn (II)). The FT‐IR spectral studies illustrated that the ligand bind to the metal ions through the phenolic hydroxy oxygen, azo methine nitrogen carbonyl oxazin oxygen. The spectral tools; UV–Vis, ligand field parameters and ESR in addition to the magnetic moment measurements confirmed octahedral geometry around the metal centres. The absence of coordinated or hydrated water complexes were confirmed by thermal analysis data of the complexes. The electron transfer reactions for the complexes have been studied by cyclic voltammetry. XRD, SEM, TEM, and AFM images confirmed nano‐sized particles and homogeneous distribution over the complex surface. The mode of binding of the complexes with DNA has been performed through electronic absorption titration and viscosity studies. The reaction between the metal complexes and DNA were studied by DNA cleavage. In general, MCF‐7 cell were least sensitive to the tested compounds and all compounds were considerably more toxic to the studied cancer cell lines than to the normal cell line HepG‐2. The binding mode of the compounds and DNA was preferably via intercalation. In addition, these results were confirmed based on theoretical studies. Finally, a linear and exponential correlation between interaction constant (Kb) and IC50 for two human cancer cell was observed.