32041-64-8Relevant articles and documents
An azo based colorimetric probe for the detection of cysteine and lysine amino acids and its real application in human blood plasma
Razi, Syed S.,Ali, Rashid,Srivastava, Priyanka,Shahid, Mohammad,Misra, Arvind
, p. 16999 - 17007 (2014)
The present work describes the rational design and synthesis of a simple azo based colorimetric chemodosimeter to selectively detect Cys and Lys in the environment of competitive different class of amino acids in HEPES buffer under physiological conditions. The probes 3a and 3b containing aldehyde functionality upon interaction with Cys and Lys afforded stable thiazolidine and aldimine derivatives and displayed a sensitive ratiometric response in the absorption spectra due to a change in the intramolecular charge transfer (ICT) process. The whole recognition process for amino acids gives rise to a rapid significant colorimetric response with readily detectable naked-eye sensitive color changes in the real biological sample. The mechanism of interaction between the probes and amino acids has been confirmed by the optical behavior, FT-IR, NMR and ESI-MS data analysis.
Chitosan containing azo-based Schiff bases: Thermal, antibacterial and birefringence properties for bio-optical devices
Nigam, Nidhi,Kumar, Santosh,Dutta,Pei,Ghosh, Tamal
, p. 5575 - 5581 (2016)
The present investigation describes the preparation of chitosan/2-hydroxy-5-(4-nitrophenylazo)-benzaldehyde (CHNAB) and chitosan/2-hydroxy-5-(4-tolylazo)-benzaldehyde (CHMAB) derivatives (in 4:5 molar ratio) under mild conditions. These derivatives were s
Synthesis and antibacterial activities of mixed ligands complexes of Cu(II) and Zn(II) containing tridentate azo anils ligands and bidentate oxalate ion
Ameen, Muhammad,Rubina Gilini, Syeda,Naseer, Amina,Shoukat, Ishrat,Ali, Syed Danish,Sadiqa, Ayesha
, p. 3988 - 3992 (2015)
Mixed ligands complexes of copper(II) and zinc(II) were synthesized using azo anils ((HNPDBAB = 2-({2-hydroxy-5-[(4- nitrophenyl)diazenyl]benzylidene}amino)benzoic acid, HPIMNDP = 2-{[(2-hydroxyphen yl)imino]methyl}-4-[(4-nitrophenyl)diazenyl] phenol) and oxalate ion as a coordinating ligands. Elemental analysis, atomic absorption spectroscopy, FTIR, NMR, UV-visible. were used for the characterizations of synthesized azo anils ligands and their mixed ligands complexes. Distorted octahedral geometry was tentatively proposed for these new mixed ligands M(II) {Cu(II) and Zn(II)} complexes. Gram-positive (Bacillus subtilis and Staphylococcus aureus) and Gram-negative (Enterobacter aerogenes and Escherichia coli) were screen out for antibacterial activities of azo anils ligands, oxalic acid, metal salts and their mixed ligands M(II) complexes. The antibacterial activities were performed to assess the extent of inhibition potential of free ligand and their mixed ligands M(II) complexes. The results revealed that antibacterial activities of azo anils became more pronounced when these were coordinated to central metal atom.
A novel chemosensor based on rhodamine and azobenzene moieties for selective detection of Al3+ ions
Mabhai, Subhabrata,Dolai, Malay,Dey, Satyajit,Dhara, Anamika,Das, Bhriguram,Jana, Atanu
, p. 10191 - 10201 (2018)
The high absorption coefficient, fluorescence quantum yield, photo stability and relatively long wavelengths of rhodamine dye have expanded its applicability as a promising fluorescent probe. In the present investigation, two dyes, namely rhodamine and azobenzene, have been conjugated for the detection of Al3+ in aqueous ethanol. The turn on fluorescence response of chemosensor L towards Al3+ is attributed to the inhibited PET (photo-induced electron transfer) and CHEF (chelation enhanced fluorescence) process along with the spirolactam (non-fluorescent) to ring-opened amide (fluorescent) process. The presence of the PET and CHEF process was corroborated by time-resolved photoluminescence study and the spirolactam ring opening was confirmed by 13C NMR and infrared spectroscopy. In the presence of Al3+, the opened spirolactam ring forms a 1:1 binding complex with the metal, which is supported by its high binding constant (Ka = 7.033 × 103 M-1). The limit of detection (LOD) and limit of quantification (LOQ) values are found to be 1.1 × 10-7 M and 3.6 × 10-7 M, respectively. The reversible recognition of Al3+ was also proved in the presence of Na2EDTA by both UV-Vis and fluorometric titration. The sensing behaviour of the chemosensor towards Al3+ was supported by DFT/TDDFT calculations.
'Naked-eye' detection of fluoride and acetate anions by using simple and efficient urea and thiourea based colorimetric sensors
Okudan, Ahmet,Erdemir, Serkan,Kocyigit, Ozcan
, p. 392 - 398 (2013)
Simple and efficient sensors 1 and 2 possessing azo and nitrophenyl as signaling units and urea and thiourea moieties as binding sites were designed and synthesized. These sensors were characterized by combination of 1H, 13C, APT, CO
Preparation, spectral, X-ray powder diffraction and computational studies and genotoxic properties of new azo-azomethine metal chelates
Bitmez, ?irin,Sayin, Koray,Avar, Bari?,K?se, Muhammet,Kayraldiz, Ahmet,Kurto?lu, Mükerrem
, p. 213 - 226 (2014)
A new tridentate azo-azomethine ligand, N′-[{2-hydroxy-5-[(4-nitrophenyl)diazenyl]phenyl}methylidene]benzohydrazidemonohydrate, (sbH·H2O) (1), is prepared by condensation of benzohydrazide and 2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzaldehyde (a) with treatment of a solution of diazonium salt of p-nitroaniline and 2-hydroxybenzaldehyde in EtOH. The five coordination compounds, [Co(sb)2]·4H2O (2), [Ni(sb)2]·H2O (3), [Cu(sb)2]·4H2O (4), [Zn(sb)2]·H2O (5) and [Cd(sb)2]·H2O (6) are prepared by reacting the Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) ions with the ligand. The structures of the compounds are elucidated from the elemental analyses data and spectroscopic studies. It is found the ligand acts as a tridentate bending through phenolic and carbonyl oxygens and nitrogen atom of the CN group similar to the most of salicylaldimines. Comparison of the infrared spectra of the ligand and its metal complexes confirm that azo-Schiff base behaves as a monobasic tridentate ligand towards the central metal ion with an ONO donor sequence. Upon complexation with the ligand, the Cd(II), and Zn(II) ions form monoclinic structures, while Co(II), Cu(II) and Ni(II) ions form orthorhombic structures. Quantum chemical calculations are performed on tautomers and its metal chelates by using DFT/B3LYP method. Most stable tautomer is determined as tautomer (1a). The geometrical parameters of its metal chelates are obtained as theoretically. The NLO properties of tautomer (1a) and its metal complexes are investigated. Finally, the ligand and its metal complexes are assessed for their genotoxicity.
Colorimetric detection and ratiometric quantification of mercury(ii) using azophenol dye: 'Dip & read' based handheld prototype device development
Singh, Gagandeep,Raj, Pushap,Singh, Harupjit,Singh, Narinder
, p. 12728 - 12738 (2018)
The extreme toxicity of mercury and its derivatives results from its high affinity for thiol groups in proteins and enzymes, leading to the dysfunction of cells and consequent health problems. Thus, developing a rapid, cheap and colorimetric sensor for detecting mercury ions at very low levels remains a challenge. Herein, we have developed a new chromogenic azophenol-based probe which allows the colorimetric detection of Hg(ii) metal ions and subsequently, showed suitability as a RGB chemodosimeter for the selective sensing of Hg(ii) in aqueous medium. The UV-vis absorption and colorimetric study showed that the azophenol-based sensor is highly selective towards Hg(ii) detection without the interference of other analytes. The color change from deep red to yellow in the complex solution after treating with mercury metal ions, which is visible by the naked-eye, makes this probe more convenient and simple to use in real sample analysis. Furthermore, for practical application of the sensor system in real time sample analysis, solid state silica based sensor chips have been developed which are impregnated with probe 1 displaying colorimetric changes for different concentrations of Hg2+, where the intensity of the red color decreased gradually towards a yellow color after the addition of Hg2+, apparently, makes them as potential candidate to conveniently monitor the concentration of Hg2+ in aqueous test solutions.
Azo dye-based colorimetric chemodosimeter for the rapid and selective sensing of cyanide in aqueous solvent
Na, Sang-Yun,Kim, Hae-Jo
, p. 493 - 495 (2015)
We developed an azo dye-based chemodosimeter possessing oxime functionality as a reaction unit with cyanides in the aqueous environment. The azo oxime chemical probe rapidly reacted with cyanides through the nucleophilic addition and subsequent proton transfer of resonance-assisted hydrogen bonding OH, which displayed a dramatic color change from colorless to dark violet in DMSO/HEPES buffer.
Dual detection highly selective colorimetric chemosensors for fluoride and copper(II) ions based on imine-phenol derivative
Nusuwan, Phoomirut,Jittangprasert, Piyada,Kuno, Mayuso,Pumsa-Ard, Kem,Tongraung, Pan
, p. 803 - 809 (2020)
A simple dual detection using colorimetric chemosensor, imine-phenol derivative L (bearing a 2-iminephenol group as a binding unit and a-nitrophenylazo group as a signaling unit), were synthesized for a high yield in two simple steps. Complexations of chemosensor L with various anions in acetonitrile solvent and other metal ions in DMSO/H2O solvent were monitored by UV-visible spectroscopy. The results indicated that the chemosensor L showed high selectivity for F? and Cu2+ ions. Furthermore, the complexes for L-F? and L-Cu2+ were evaluated by computational chemistry using a B3LYP/6-31G (d,p) and a B3LYP/6-311G (d,p) level of calculation. The complexes between L with F? and Cu2+ were magenta and yellow colored, respectively. Chemosensor L can be applied for the analysis of F? and Cu2+ ions with naked-eye detection making colour comparisons between the standard and the real sample. Most importantly, semi-qualitative detection of Cu2+ in water solution were successfully carried out with the developed test kit using chemosensor L.
Novel C-2 symmetric molecules as α-glucosidase and α-amylase inhibitors: Design, synthesis, kinetic evaluation, molecular docking and pharmacokinetics
Shahzad, Danish,Saeed, Aamer,Larik, Fayaz Ali,Channar, Pervaiz Ali,Abbas, Qamar,Alajmi, Mohamed F.,Ifzan Arshad,Erben, Mauricio F.,Hassan, Mubashir,Raza, Hussain,Seo, Sung-Yum,El-Seedi, Hesham R.
, (2019)
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 ?, 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.
