Novel Schiff base ligand and its metal complexes with some transition elements. Synthesis, spectroscopic, thermal analysis, antimicrobial and <i>in vitro</i> anticancer activity

Mahmoud, Walaa H.; Deghadi, Reem G.; Mohamed, Gehad G.

doi:10.1002/aoc.3420

Cited by 119 publications

(53 citation statements)

References 65 publications

(73 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The magnetic moment values of [Fe(L a ) L c Cl]Cl and [Fe(L b ) L c Cl]Cl complexes were found to be 5.72 and 5.68 BM indicating the octahedral geometry for the complexes . However, the magnetic moment values of [Co(L a ) L c Cl]Cl·H 2 O and [Co(L b ) L c Cl]Cl complexes were found to be 5.46 and 5.32 BM, respectively, suggesting that the Co(II) complexes were high‐spin with three unpaired electrons in an octahedral environment . The observed magnetic moment of [Ni(L a ) L c Cl]Cl·H 2 O and [Ni(L b ) L c Cl]Cl complexes at room temperature was 3.28 and 3.36 BM.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis, spectroscopic, thermal analyses, biological activity and molecular docking studies on mixed ligand complexes derived from Schiff base ligands and 2,6‐pyridine dicarboxylic acid

El‐Halim

2017

Applied Organom Chemis

Self Cite

View full text Add to dashboard Cite

Two novel Schiff base ligands (La and Lb) were prepared from the condensation of quinoline 2‐aldehyde with 2‐aminopyridine (ligand La) and from the condensation of oxamide with furfural (ligand Lb). Mixed ligand complexes of the type M+2La/b Lc were prepared, where (La and Lb) the primary ligands and Lc was 2,6‐pyridinedicarboxylic acid as secondary ligand. Metal ions used were Fe(II), Co(II), Ni(II) and Zn(II) for mixed ligands La Lc and Fe(II), Co(II), Ni(II), Cu(II), Hg(II) and Zn(II) for LbLc mixed ligands. La and Lb Schiff base ligands were both characterized using elemental analyses, molar conductance, IR, 1H and 13C NMR. Mass spectra for Lb, [Zn(La)LcCl]Cl and [Cu(Lb)LcCl]Cl were also studied. ESR spectrum of the [Cu(Lb) LcCl]Cl complex was also recorded The metal complexes were synthesized and characterized using elemental analyses, spectroscopic (IR, 1H NMR, UV‐visible, diffused reflectance), molar conductance, magnetic moment and thermal studies. The IR and 1H NMR spectral data revealed that 2,6‐pyridinedicarboxalic acid ligand coordinated to the metal ions via pyridyl N and carboxylate O without proton displacement. In addition, the IR data showed that La and Lb ligands behaved as neutral bidentate ligands with N2 donation sites (quinoline N and azomethine N for La and two azomethine N for Lb). Based on spectroscopic studies, an octahedral geometry was proposed for the complexes. The thermal stability and degradation of the metal complexes were investigated by thermogravimetric analysis. The binding modes and affinities of La, Lb and Zn(II) complexes towards receptors of crystal structure of E. coli (PDB ID: 3 t88) and mutant oxidoreductase of breast cancer (PDB ID: 3 hb5) receptors were also studied. The antimicrobial activity against two species of Gram positive, Gram negative bacteria and fungi were tested for the Schiff base ligands, 2,6‐pyridinedicarboxylic acid and the mixed ligand complexes and revealed that the synthesized mixed ligand complexes exhibited higher antimicrobial activity than their free Schiff base ligands.

show abstract

Section: Resultsmentioning

confidence: 99%

“…These values were in tune with a high spin configuration and showed the presence of an octahedral environment around Ni(II) ion . The magnetic moment of the [Cu(L b ) L c Cl]Cl complex was 1.83 BM, consistent with distorted octahedral geometry …”

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic, thermal analyses, biological activity and molecular docking studies on mixed ligand complexes derived from Schiff base ligands and 2,6‐pyridine dicarboxylic acid

El‐Halim

2017

Applied Organom Chemis

Self Cite

View full text Add to dashboard Cite

show abstract

“…The phenyl groups bonded to the pyrazalone groups are turned slightly out of the methyl-pyrazolone-hydrazine core planes by 21.43 (5) ∘ for Empp-Ph, 21.21(6) ∘ for Prmpp-Ph, and 12.15 (6) ∘ for Pmpp-Ph. Each structure has an intramolecular C12-H12.…”

Section: X-ray Crystallographymentioning

confidence: 99%

“…Similarly, these compounds mostly organic/inorganic based, as ligands or/and their metal complexes, are obtained through careful functional groups modifications by way of formulation, which invariably affects their properties and influence specific applications [4][5][6]. Acylpyrazolone derivatives, mostly known for their use as analytical reagents in the extraction and separation of various metal ions, made possible because of their chelating properties, are a group of bidentate diketones that have been well researched [7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Substituted 4-Acyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazones with Antioxidant Properties: X-Ray Crystal and Spectroscopic Studies

Idemudia

Okoh

Sadimenko

et al. 2017

Journal of Chemistry

View full text Add to dashboard Cite

Phenylhydrazine was reacted with synthesized acylpyrazolone derivatives 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one, to obtain two new azomethine phenylhydrazones, a study in continuation of our probe into the effects of acyl group substitutions on the physicochemical and free radical scavenging properties of acylpyrazolone Schiff bases. The keto imine tautomers of 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Empp-Ph) and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Prmpp-Ph) according to single X-ray crystallography data which precipitated in good yield are reported. Furthermore they have been characterized by elemental analysis, FTIR, 13 C and 1 H NMR, and mass-spectroscopy techniques. Both phenylhydrazone Schiff bases crystallize in a triclinic crystal system, each with a space group of P-1 (number 2) having short intramolecular N3-H3. . .O1 hydrogen interaction between the first hydrazine hydrogen H3 and the pyrazolone oxygen O1. The antioxidant free radical scavenging activities of titled compounds against 2,2-diphenyl-1-picrylhydrazyl (DPPH) showed a positive response almost as good as that of vitamin c under the same conditions, with the propyl substituted 4-propyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Prmpp-Ph) having a stronger activity (calculated IC 50 value of 175.66 g/ml).

show abstract

“…[26] The increase in activity of the ligand L1 and the precursor 1 may be due to the biologically active nature of the heterocyclic moiety 2,6-diaminopyridine. [43,44] Studies show that high doses of drugs may cause side effects. So drugs, which have more activity at low concentrations, are highly preferable.…”

Section: Ftirmentioning

confidence: 99%

Binuclear Cu(II) Schiff base complexes as prescursors for the synthesis of CuO nanoparticles: anticancer activity against MCF-7 cell line

Moorthy

Rajavel

2016

Smart Science

View full text Add to dashboard Cite

Homobinuclear Cu(II) complexes 1 and 2 were synthesized and characterized by elemental analysis, FTIR, 1 H NMR, Mass, UV-vis, magnetic moment, ESR and TGA studies. The synthesized complexes 1 and 2 were used as precursors for the synthesis of CuO Nps by calcination method. CuO Nps were characterized by FTIR, XRD, scanning electron microscopy (SEM), and EDX. XRD peaks clearly indicated the monoclinic structure of CuO. CuO nanoparticles were synthesized with average particle size 3-4 and 5-10 nm. The morphologies and size of the obtained products were further investigated by SEM. Presence of essential constituents of CuO Nps was investigated by EDX studies. The Anticancer activity of the precusors 1&2 and its nanoparticles have been analyzed against the MCF-7 cell line by MTT assay. The Precusor 1 with IC 50 value 12.66 μM was found to have high anticancer activity than other compounds. Synopsis:• Binuclear Cu(II) Schiff base complexes 1 & 2 were synthesized from the ligands L1 and L2, respectively. • Binuclear Cu(II) complexes were successfully used as a precursor for the synthesis of CuO Nps. • The ligands, precusors, and the CuO Nps were analyzed for their anticancer activity against the MCF-7 cell line. • Precursor 1 synthesized from the ligand L1 shows high activity than other compounds due to the presence of the heterocyclic moiety.CONTACT rajavel rangappan drrajavel@periyaruniversity.ac.in Downloaded by [McMaster University] at 23:21 23 June 2016 2 M. MOORTHy AND R. RANGAPPANBased on the above facts, herein we have reported the synthesis of CuO nanoparticles from the binuclear Schiff base copper complexes by calcination method and their characterization by various physicochemical methods. The precursors and its nanoparticles were analyzed for their anticancer activity against the MCF-7 cell line by MTT assay. Materials and methodsAll chemicals were of analytical reagent grade and were used as received. The elemental analysis was performed on Carlo-Erba 1106 model instrument at CDRI, Lucknow. The molar conductivity measurements were carried out using an Elico-CM Conductivity Bridge with 10 −3 M DMSO as solvent. FTIR spectra were recorded as KBr pellet using a Thermo Nicolet, Avatar 370 model FT-IR spectrophotometer ranging between 4000-400 cm −1 . Electronic absorption spectra were recorded on a Perkin Elmer Lambda 25 UV-vis spectrometer between 200-800 nm using DMSO solvent. The magnetic properties of the complexes were studied via a Gouy balance. 1 HNMR spectra for the ligand were recorded on a Bruker Avance III, 400-MHz NMR spectrometer using DMSO-d 6 solvent and TMS as internal standard. The EPR spectrum was recorded on a Bruker spectrometer operating in the X-band and using 100-kHz magnetic field modulation. The thermogravimetric analysis of the complexes were recorded on a Perkin Elmer STA 6000 thermal analysis system within the temperature range 40-740 °C. The SEM/EDS micrographs were recorded on a JEOL Model JSM -6390LV microscope. 2.

show abstract

Novel Schiff base ligand and its metal complexes with some transition elements. Synthesis, spectroscopic, thermal analysis, antimicrobial and in vitro anticancer activity

Cited by 119 publications

References 65 publications

Synthesis, spectroscopic, thermal analyses, biological activity and molecular docking studies on mixed ligand complexes derived from Schiff base ligands and 2,6‐pyridine dicarboxylic acid

Synthesis, spectroscopic, thermal analyses, biological activity and molecular docking studies on mixed ligand complexes derived from Schiff base ligands and 2,6‐pyridine dicarboxylic acid

Substituted 4-Acyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazones with Antioxidant Properties: X-Ray Crystal and Spectroscopic Studies

Binuclear Cu(II) Schiff base complexes as prescursors for the synthesis of CuO nanoparticles: anticancer activity against MCF-7 cell line

Contact Info

Product

Resources

About