Synthesis, structural characterization, in vitro antimicrobial and anticancer activity studies of ternary metal complexes containing glycine amino acid and the anti-inflammatory drug lornoxicam

The mixed ligand Zn(II), Zr(IV), Pd(II), Ce(IV), Th(IV), and U(VI) complexes of gemifloxacin and N-donor 2,2 0 -bipyridine have been prepared. These complexes have been characterized by elemental, infrared (IR), ultraviolet-visible (UV-Vis), 1 H nuclear magnetic resonance (NMR), mass spectroscopy, thermal, molar conductance and magnetic susceptibility analyses. The infrared spectra indicate that gemifloxacin acts as a bidentate deprotonated ligand bound to the metal through the pyridone oxygen and one carboxylate oxygen, whereas the 2,2 0 -bipyridine coordinates through the two nitrogen atoms. The central metal in each complex is six-coordinate and a slightly distorted octahedral geometry is proposed. The calculated bond length and force constant, F(U=O), in the uranyl complex are 1.751 Å and 641.04 N m -1 , respectively. The thermodynamic parameters are calculated from the thermal analysis curves using the Coats-Redfern and HorowitzMetzger methods. The antibacterial and antifungal activities of the ligand, metal salt and metal complexes have been tested. The data show that the complexes exhibit significant action against some of the four bacterial species but no effect on two species of fungi compared with gemifloxacin. The antitumor activity of the ligands and their complexes has been evaluated against breast (MCF-7) and colon (HCT-116) cancer cells.

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“…This confirms the binding of pyridyl nitrogen to the metal ions [29][30][31]. Proposed structures for the complexes are shown in Scheme 2.…”

Section: Ir Absorption Spectrasupporting

confidence: 69%

Synthesis, spectroscopic characterization, thermal stability and biological studies of mixed ligand complexes of gemifloxacin drug and 2,2′-bipyridine with some transition metals

2015

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“…Three bands at 15,625, 24,213 and 26,525 cm −1 were assignable to 4 T 1g → 6 A 1g , 4 T 2g (G) → 6 A 1g and 4 T 1g (D) → 6 A 1g transitions, respectively, in the diffused reflectance spectrum of the Mn(II) complex . The presence of Mn(II) complex in octahedral structure was confirmed from the magnetic moment value of 5.77 BM From the diffused reflectance spectrum it was observed that, the Fe(III) chelate exhibited a band at 22,883 cm −1 , which may be assigned to the 6 A 1g → T 2g (G) transition in octahedral geometry of the complex . The 6 A 1g → 5 T 1g transition appeared to be split into two bands at 18.018 and 17,452 cm −1 .…”

Section: Resultsmentioning

confidence: 80%

“…The observed magnetic moment of Fe(III) complex was 5.61 B.M. Thus, the complexes formed have the octahedral geometry . The spectrum showed also a band at 26,595 cm −1 which may attributed to ligand‐ metal charge transfer.…”

Section: Resultsmentioning

confidence: 87%

“…The bands at higher energies correspond to transitions of aromatic rings, while the band at lower energies was attributed to the transition of azomethine group. The weaker and less energetic peak was assigned to the π → π * transition involving the promotion of the lone pair electron of azomethine nitrogen atom to the antibonding π‐orbital associated with the azomethine group The absorption shift and intensity change in the spectra of the metal complexes most likely originated from the metallation, increased the conjugation and delocalization of the whole electronic system and resulted in the energy change of the π → π * and n → π * transitions of the conjugated azomethine group and the benzene ring . While, π → π * was shifted to 291–306 nm for the azomethine group and shifted to 262–270 nm for the benzene ring and n → π * was shifted to 350–432 nm for azomethine group.…”

Section: Resultsmentioning

confidence: 99%

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Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Mahmoud

El-Sayed

2017

Applied Organom Chemis

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Series of Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes were prepared with tetradentate Schiff base ligand derived by condensation of 2‐aminophenol with dibenzoylmethane. The novel Schiff base H2L (2–2′‐((1Z,1Z’)‐(1,3‐diphenyl propane‐1,3 diylidene) bis (azanylylidene) diphenol) and its binary metal complexes were characterized by physicochemical procedures i.e. elemental analysis, FT‐IR, UV–Vis, thermal analyses (TGA/DTG), mass spectrometry, magnetic susceptibility and conductometric measurements. On the basis of these studies, an octahedral geometry for all these complexes was proposed expect Ni(II) complex which had tetrahedral geometry. Molar conductivity values revealed that the complexes were electrolytes except Mn(II), Zn(II) and Cd(II) complexes were non electrolytes. The ligand bound to the metal ions via two azomethine N and two phenolic OH as indicated from the IR and 1H NMR spectral study. The molecular and electronic structures of H2L and its zinc complex were optimized theoretically and the quantum chemical parameters were calculated. The antimicrobial activity against a number of bacterial organisms as Streptococcus pneumonia, Bacillus Subtilis, Pseudomonas aeruginosa and Escherichia coli and fungi as Aspergillus fumigates, Syncephalastrum racemosum, Geotricum candidum and Candida albicans by disk diffusion method were screened for the Schiff base and its complexes. The Cd(II) complex has potent antimicrobial activity. Anticancer activity of the Schiff base ligand and its metal complexes were evaluated in human cancer (MCF‐7 cells viability). The Cr(III) complex exhibited higher activity than other complexes and ligand. Molecular docking was used to predict the binding between Schiff base ligand (H2L) and its Zn(II) complex and the receptors of RNA of amikacin antibiotic (4P20) and human‐DNA‐Topo I complex (1SC7). The docking study provided useful structural information for inhibition studies.

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“…The Schiff base ligand shows two bands at 254 and 281 nm. The first band at 254 nm might be attributed to π–π* transition of the heterocyclic moieties . The second band appearing at 281 nm might be attributed to the n–π* transition of the azomethine group.…”

Section: Resultsmentioning

confidence: 97%

Synthesis, characterization, and biological and anticancer studies of mixed ligand complexes with Schiff base and 2,2′‐bipyridine

Omar

El‐Halim

Khalil

2017

Applied Organom Chemis

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New mixed ligand complexes of transition metals were synthesized from a Schiff base (L 1 ) obtained by the condensation reaction of oxamide and furfural as primary ligand and 2,2′-bipyridine (L 2 ) as secondary ligand. The ligands and their metal complexes were studied using various spectroscopic methods. Also thermal analyses were conducted. The mixed ligand complexes were found to have formulae [M(L 1 ) (L 2 )]Cl m ⋅nH 2 O (M = Cr(III) and Fe(III): m = 3, n = 0; M = Cu(II) and Cd(II): m = 2, n = 1; M = Mn(II), Co(II), Ni(II) and Zn(II): m = 2, n = 0). The resultant data revealed that the metal complexes have octahedral structure. Also, the mixed ligand complexes are electrolytic. The biological and anticancer activities of the new compounds were tested against breast cancer (MCF-7) and colon cancer (HCT-116) cell lines. The results showed high activity for the synthesized compounds. KEYWORDS 2,2′-bipyridine, anticancer activity, biological activity, mixed ligand complexes, Schiff base ligand

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Synthesis, structural characterization, in vitro antimicrobial and anticancer activity studies of ternary metal complexes containing glycine amino acid and the anti-inflammatory drug lornoxicam

Cited by 53 publications

References 35 publications

Synthesis, spectroscopic characterization, thermal stability and biological studies of mixed ligand complexes of gemifloxacin drug and 2,2′-bipyridine with some transition metals

Synthesis, spectroscopic characterization, thermal stability and biological studies of mixed ligand complexes of gemifloxacin drug and 2,2′-bipyridine with some transition metals

Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Synthesis, characterization, and biological and anticancer studies of mixed ligand complexes with Schiff base and 2,2′‐bipyridine

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