A novel azo-azomethine based fluorescent dye and its Co(II) and Cu(II) metal chelates

Kurtoglu, Gulbahar; Avar, Barış; Zengin, Hüseyin; Köse, Muhammet; Sayın, Koray; Kurtoğlu, Mükerrem

doi:10.1016/j.molliq.2014.10.012

Cited by 32 publications

(9 citation statements)

References 51 publications

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“…The reason why both excitation and emission intensities reduced can be due to complex formation with the Cu(II) ion. Therefore, the energy transfer from the excited state of the ligand (HL) to the Cu(II) ion might be possible, hence nonradiated transition of the ligand excited state increases and declines the emission intensity [49]. Table 7 The photoluminescence data for the prepared compounds.…”

Section: Photoluminescencementioning

confidence: 99%

An azo-azomethine ligand and its copper(II) complex: Synthesis, X-ray crystal structure, spectral, thermal, electrochemical and photoluminescence properties

Eren

Köse

Kurtoğlu

et al. 2015

Inorganica Chimica Acta

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Section: Photoluminescencementioning

confidence: 99%

An azo-azomethine ligand and its copper(II) complex: Synthesis, X-ray crystal structure, spectral, thermal, electrochemical and photoluminescence properties

Eren

Köse

Kurtoğlu

et al. 2015

Inorganica Chimica Acta

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“…Azo dyes are key chromophores in the chemical industry as dyes and pigments [26], food additives [27], indicators [28], radical initiators [29] and therapeutic agents [30]. Azo azomethine compounds are commonly prepared by the condensation of a primary amine or hydrazine with an aromatic aldehyde or ketone-linked –N=N– chromophore [31].…”

Section: Introductionmentioning

confidence: 99%

Novel C-2 Symmetric Molecules as α-Glucosidase and α-Amylase Inhibitors: Design, Synthesis, Kinetic Evaluation, Molecular Docking and Pharmacokinetics

et al. 2019

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A series of symmetrical salicylaldehyde-bishydrazine azo molecules, 5a–5h, have been synthesized, characterized by 1H-NMR and 13C-NMR, and evaluated for their in vitro α-glucosidase and α-amylase inhibitory activities. All the synthesized compounds efficiently inhibited both enzymes. Compound 5g was the most potent derivative in the series, and powerfully inhibited both α-glucosidase and α-amylase. The IC50 of 5g against α-glucosidase was 0.35917 ± 0.0189 µM (standard acarbose IC50 = 6.109 ± 0.329 µM), and the IC50 value of 5g against α-amylase was 0.4379 ± 0.0423 µM (standard acarbose IC50 = 33.178 ± 2.392 µM). The Lineweaver-Burk plot indicated that compound 5g is a competitive inhibitor of α-glucosidase. The binding interactions of the most active analogues were confirmed through molecular docking studies. Docking studies showed that 5g interacts with the residues Trp690, Asp548, Arg425, and Glu426, which form hydrogen bonds to 5g with distances of 2.05, 2.20, 2.10 and 2.18 Å, respectively. All compounds showed high mutagenic and tumorigenic behaviors, and only 5e showed irritant properties. In addition, all the derivatives showed good antioxidant activities. The pharmacokinetic evaluation also revealed promising results

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“…33,34 In general, the absorption bands of 1 and 2 at 364- 391 nm show bathochromic shift with polarity change of solvents. 35,36 Also, the solvatochromism that exhibited by azo ligands may be to the effect of proton transfer or dipole moment changes in various solvents (in DMSO and DMF an additional absorption maximum is observed at 549-558 nm. This absorption is attributed to the existence of tautomeric form on highly polar solvents).…”

Section: Antioxidant Activitymentioning

confidence: 99%

Optical Response of Two Azo Ligands Containing Salicyaldimine-based Ligand as Side Chains Towards Some Divalent Metal Ions and Their Antioxidant Behavior

Shaghaghi

Dehghan

2018

ACSi

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According to applicability of azo-azomethine compounds in chemical sensors and biological activities, two receptors: 1,2-[1-(3-imino-4-hydroxophenylazobenzene)]-4-nitrobenzene (1) and 1,2-[1-(3-imino-4-hydroxophenylazo-4-nitrobenzene)]-4-nitrobenzene (2) are investigated for detection of nickel, cobalt, copper, lead, mercury, zinc and cadmium divalent metal ions by UV-vis spectroscopy. With the addition of all metal ions to the DMSO solution of ligands, the peaks at 558 and 549 nm increase in intensity with hypsochromic or bathochromic shifts except Zn 2+ ions and 2, while the peaks at 388 and 391 nm dramatically decrease in intensity. In both cases, the largest shift is observed after addition of copper ions. In solution, both receptors produce a cation blue shift from 558 and 549 nm to 503 and 497 nm with the sensible color change of solutions from purple-red to orange. Therefore, both compounds can highly recognize copper ions in DMSO solution. In the next step, Benesi-Hildebrand plot and Job's method are used for determination of binding constant (K a) and stoichiometry of formed complexes, respectively. Also, the investigation of solvent effect in the UV-vis spectra of ligands shows that the generation of hydrazine and enaminone tautomers increases in highly polar solvents such as DMF and DMSO. Finally, the antioxidant activity of ligands is studied by DPPH method. The results show that NO 2 withdrawing groups in 1,2-[1-(3-imino-4-hydroxophenylazo-4-nitrobenzene)]-4-nitrobenzene probably affect keto−enol equilibrium. As a result, this ligand reduces free radicals to non-reactive species by donating hydrogen.

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A novel azo-azomethine based fluorescent dye and its Co(II) and Cu(II) metal chelates

Cited by 32 publications

References 51 publications

An azo-azomethine ligand and its copper(II) complex: Synthesis, X-ray crystal structure, spectral, thermal, electrochemical and photoluminescence properties

An azo-azomethine ligand and its copper(II) complex: Synthesis, X-ray crystal structure, spectral, thermal, electrochemical and photoluminescence properties

Novel C-2 Symmetric Molecules as α-Glucosidase and α-Amylase Inhibitors: Design, Synthesis, Kinetic Evaluation, Molecular Docking and Pharmacokinetics

Optical Response of Two Azo Ligands Containing Salicyaldimine-based Ligand as Side Chains Towards Some Divalent Metal Ions and Their Antioxidant Behavior

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