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1.
J Fluoresc ; 33(2): 539-551, 2023 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-36449227

RESUMEN

Qualitative and quantitative analysis of mercury at concentration levels as low as parts per billion (ppb) is a basic and practical concern. The vast majority of research in this field has centered on the development of potent chemosensor to monitor mercuric (Hg2+) ions. Mercury exists in three oxidation states, + 2, + 1 and 0, all of which are highly poisonous. In this study, (N1E,N2E)-N1,N2-bis(pyrene-1-ylmethylene)benzene-1,2-diamine (PAPM), a novel photoluminescent sensor based on pyrene platform was synthesized. Over the tested metal ions (Cd2+, Co2+, Cu2+, Mg2+, Mn2+, Ni2+, K+, Na+, Zn2+, Sr2+, Pb2+, Al3+, Cr3+ and Fe3+) the sensor responds only to Hg2+ by showing high selectivity and sensitivity. After treatment with mercuric ions at room temperature, the luminescence intensity of probe was quenched at 456 nm. The quenching of fluorescence intensity of probe upon addition of mercury is due to the effect of "turn-off" chelation enhanced quenching (CHEQ) by the formation of 1:1 complex. The ESI-MS spectrum and the Job's experimental results confirm the formation of 1:1 complex between PAPM and Hg2+. The detection limit and association constant of sensor for mercury is computed using fluorescence titration data and were found to be 9.0 × 10-8 M and 1.29 × 105 M-1 respectively. The practical application of sensor towards recognition of mercury(II) ions was explored through economically viable test strips and also using cell imaging studies.


Asunto(s)
Mercurio , Mercurio/análisis , Colorantes Fluorescentes/análisis , Luminiscencia , Bases de Schiff , Iones/análisis , Pirenos
2.
Anal Methods ; 2024 Jul 02.
Artículo en Inglés | MEDLINE | ID: mdl-38952194

RESUMEN

Various metal ions exist in nature and human beings and play limitless vital roles in both the atmosphere and biology. A fundamental and useful aspect is the qualitative and quantitative assessment of Zn(II) at concentration levels as low as parts per billion (ppb). Thus, the design and development of novel fluorescent turn-on receptors have gained significant interest because of their potential for use in live cell imaging to detect biologically relevant metal ions with high selectivity and sensitivity. The present research illustrates the design and synthesis of a novel fluorescent sensor [(1,3,5-triazine-2,4,6-triyl)tris(hydrazine-2-yl-1-ylidene)tris(methaneylylidene)]tris(2,4-di-tert-butylphenol) (THDBP) for the selective and sensitive probing of Zn(II). The sensor exhibited a fluorescence turn-on mechanism upon treatment with Zn(II) ions at λemi. 503 nm in aq. acetonitrile. The formation of a 1 : 3 complex between THDBP and Zn(II) is confirmed from the Job plot and ESI-MS spectrum. The evaluated limit of detection (LOD) and association constant (Ka) of the sensor THDBP for Zn(II) were found to be 1.03 × 10-10 M and 2.33 × 108 M-1, respectively. Further research demonstrates the practical application of the sensor for the detection of Zn(II) ions in live cells. The sensing ability of the sensor THDBP was also explored through inexpensive test strips and TLC sheets.

3.
Anal Methods ; 16(13): 1934-1947, 2024 Mar 28.
Artículo en Inglés | MEDLINE | ID: mdl-38497319

RESUMEN

Cation and anion sensing is vital owing to their universal dispersion in ecosystems and biological functions. It has been shown that fluorescent receptors based on organic platforms are efficient for detecting a number of ions and have many advantages such as low cost, superior sensitivity and simplicity in installation. This study demonstrates the design and synthesis of a novel receptor (E)-3-[(3,5-di-tert-butyl-2-hydroxybenzylidene)amino]-2-(pyren-1-yl)-2,3-dihydroquinazolin-4(1H)-one (DTQ) for the rapid recognition of Zn(II) ions. DTQ exhibited a significant fluorometric "turn-on" characteristic towards Zn(II) at λmax 444 nm in aqueous acetonitrile by inhibiting the photo-induced electron transfer (PET) and -CN- process. The ESI-MS analysis and Job's plot experimental results confirmed stoichiometric 1 : 1 complex formation between DTQ and Zn(II). Fluorometric investigations revealed the detection limit and association constant of DTQ towards Zn(II), which were found to be 13.4 nM and 1.47 × 105 M-1, respectively. DTQ was employed to sense Zn(II) on low-cost test strips. The present research findings imply that DTQ can function as an effective sensor for Zn(II).


Asunto(s)
Ecosistema , Colorantes Fluorescentes , Quinazolinas , Espectrometría de Fluorescencia/métodos , Zinc/análisis , Imagen Óptica/métodos , Iones
4.
Inorg Chem ; 50(23): 11862-4, 2011 Dec 05.
Artículo en Inglés | MEDLINE | ID: mdl-22034861

RESUMEN

[Ru(2)(µ-O(2)CCH(3))(4)(MeOH)(2)](PF(6)) reacts with chiral diphosphines (R,R)- and (S,S)-chiraphos, leading to disassembly and production of the enantiomers Λ-[Ru(η(2)-O(2)CCH(3))(η(2)-(R,R)-chiraphos)(2)](PF(6)) and Δ-[Ru(η(2)-O(2)CCH(3))(η(2)-(S,S)-chiraphos)(2)](PF(6)) in high yield and purity. X-ray crystallography and solid-state circular dichroism (CD) show that only the indicated isomers are present in the solid state. Solution CD measurements also indicate their predominance in solution.

5.
Chem Pharm Bull (Tokyo) ; 58(5): 712-6, 2010 May.
Artículo en Inglés | MEDLINE | ID: mdl-20460801

RESUMEN

A new 2,3-disubstituted 1,2-dihydroquinazolin-4(3H)-one derivative namely 2-hydroxy-2-ethyl-(3-carboxylideneamino)-3-(2-(4-methyl-phenyl))-1,2-dihydroquinazolin-4(3H)-one (HECMDQ) is synthesized employing a modified method in higher yield and is complexed with Co(II), Ni(II), Cu(II) and Zn(II) metal ions in order to study its coordinating behavior. All the complexes were characterized by various physicochemical (analytical, IR, NMR, Electron Paramagnetic Resonance (EPR), mass, Thermogravimetric Analysis Differential Thermogravimetric Analysis (TGA-DTA)) methods. The molar conductivity measurements in N,N-dimethylformamide (DMF) solution indicate the non-electrolytic nature of complexes. IR spectral analysis reveal that coordination takes place through the deprotonated hydroxyl group, azomethine nitrogen and carbonyl oxygen. Four coordinated geometry was assigned to all the complexes on the basis of spectral studies. The anti-inflammatory activities of compounds are moderate. Co(II) complex exhibited highest activity among all the complexes. At lower dose level activity of Ni(II) and Cu(II) complexes is more compared to that of ligand. The analgesic activity of ligand has enhanced on complexation with Co(II), Ni(II) and Zn(II) metal ions. Among the compounds studied Co(II) complex has shown highest activity and is comparable with standard used.


Asunto(s)
Analgésicos/farmacología , Antiinflamatorios/farmacología , Complejos de Coordinación/química , Quinazolinas/química , Tejido Subcutáneo/efectos de los fármacos , Elementos de Transición/química , Analgésicos/síntesis química , Analgésicos/química , Animales , Antiinflamatorios/síntesis química , Antiinflamatorios/química , Complejos de Coordinación/síntesis química , Edema , Espectroscopía de Resonancia Magnética , Ratones , Estructura Molecular , Quinazolinas/síntesis química , Quinazolinas/farmacología , Ratas , Ratas Wistar , Estándares de Referencia , Espectrofotometría Infrarroja
6.
Eur J Med Chem ; 43(11): 2436-41, 2008 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-18471937

RESUMEN

A new Mannich base, [7-hydroxy-4-methyl-8-coumarinyl]glycine [MCGH(2)], has been prepared by the condensation of 7-hydroxy-4-methyl-coumarin with glycine and formaldehyde. Its conformational changes on complexation with transition metal ions [copper(II), cobalt(II), nickel(II), zinc(II) and cadmium(II)] have been studied on the basis of elemental analysis, conductivity measurements, spectral (infrared, (1)H NMR, electronic, EPR), magnetic and thermogravimetric studies. The infrared spectral studies of all the complexes reveal that the ligand has coordinated through -NH and two hydroxyl groups. The conductance data of the complexes suggest them to be non-electrolytes. Fluorescence property of the ligand and its metal complexes was studied and concluded that the ligand MCGH(2) can be a potential candidate for the determination of zinc(II) and cadmium(II) at room temperature by fluorimetric method. The antimicrobial activity of all the compounds was studied against Gram negative (Escherichia coli) and Gram positive (Bacillus cirroflagellosus) bacteria and fungi, Aspergillus niger and Candida albicans. It was observed that the coordination of metal ion has a pronounced effect on the microbial activities of the ligand. All the metal complexes have shown higher antimicrobial effect than the free ligand.


Asunto(s)
Antibacterianos/síntesis química , Antibacterianos/farmacología , Cumarinas/síntesis química , Cumarinas/farmacología , Glicina/análogos & derivados , Metales Pesados/química , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/farmacología , Antibacterianos/química , Antifúngicos/síntesis química , Antifúngicos/química , Antifúngicos/farmacología , Bacillus/efectos de los fármacos , Cumarinas/química , Escherichia coli/efectos de los fármacos , Glicina/síntesis química , Glicina/química , Glicina/farmacología , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Estructura Molecular , Compuestos Organometálicos/química , Espectrofotometría Infrarroja , Relación Estructura-Actividad
7.
Artículo en Inglés | MEDLINE | ID: mdl-16950646

RESUMEN

Phenylglycine hydrazide was synthesized and investigated by X-ray crystallography. It crystallizes in the monoclinic space group P121/c with cell parameters a=5.9459 (18) Angstrom, b=5.1940 (16) Angstrom, c=26.7793 (83) Angstrom and Z=2. Its conformational changes, on complexation with transition metal ions Cu(II), Co(II), Ni(II), Mn(II) and Zn(II) has been studied on the basis of elemental analysis, magnetic moment and spectral (IR, (1)H NMR, UV-vis) studies. The bidentate nature of the ligand was confirmed on the basis of a comparative IR and NMR spectral studies. The trigonal bipyramidal geometries were observed for Cu(II), Ni(II) and Co(II) complexes, while it is octahedral for the remaining complexes. The conductivity data suggest them to be non-electrolytes.


Asunto(s)
Glicina/análogos & derivados , Hidrazinas/química , Metales Pesados/química , Cobalto , Cobre , Cristalografía por Rayos X , Espectroscopía de Resonancia por Spin del Electrón , Glicina/química , Espectroscopía de Resonancia Magnética , Manganeso , Modelos Moleculares , Conformación Molecular , Níquel , Fenoles/química , Espectrofotometría , Espectrofotometría Infrarroja , Zinc
8.
Spectrochim Acta A Mol Biomol Spectrosc ; 65(3-4): 598-604, 2006 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-16644264

RESUMEN

Trinuclear lanthanide complexes of the formula [Ln(3)(PPDA)(NO(3))(6)(H(2)O)(2)].NO(3).2H(2)O where Ln=La(III), Pr(III), Sm(III), Nd(III), Eu(III) Gd(III) Tb(III), Dy(III) and Y(III); H(2)PPDA=N,N'-bis(2-pyridinyl)-2,6-pyridinedicarboxamide, have been isolated. The complexes were characterized by elemental analyses, conductivity measurements, magnetic susceptibility measurements and spectral (IR, NMR, UV-vis, fluorescence, FAB and EPR) and thermal studies.


Asunto(s)
Elementos de la Serie de los Lantanoides/química , Piridinas/química , Ligandos , Espectroscopía de Resonancia Magnética , Estructura Molecular , Análisis Espectral
9.
Artículo en Inglés | MEDLINE | ID: mdl-21482180

RESUMEN

The coordinating behavior of a new dihydrazone ligand, 2,6-bis[(3-methoxysalicylidene)hydrazinocarbonyl]pyridine towards manganese(II), cobalt(II), nickel(II), copper(II), zinc(II) and cadmium(II) has been described. The metal complexes were characterized by magnetic moments, conductivity measurements, spectral (IR, NMR, UV-Vis, FAB-Mass and EPR) and thermal studies. The ligand crystallizes in triclinic system, space group P-1, with α=98.491(10)°, ß=110.820(10)° and γ=92.228(10)°. The cell dimensions are a=10.196(7)Å, b=10.814(7)Å, c=10.017(7)Å, Z=2 and V=1117.4(12). IR spectral studies reveal the nonadentate behavior of the ligand. All the complexes are neutral in nature and possess six-coordinate geometry around each metal center. The X-band EPR spectra of copper(II) complex at both room temperature and liquid nitrogen temperature showed unresolved broad signals with g(iso)=2.106. Cyclic voltametric studies of copper(II) complex at different scan rates reveal that all the reaction occurring are irreversible.


Asunto(s)
Complejos de Coordinación/química , Hidrazinas/química , Ácidos Picolínicos/química , Piridinas/química , Elementos de Transición/química , Cristalografía por Rayos X , Electroquímica , Ligandos , Modelos Moleculares , Análisis Espectral , Temperatura
10.
Artículo en Inglés | MEDLINE | ID: mdl-20833102

RESUMEN

Co(II), Ni(II), Cu(II) and Zn(II) complexes with a new heterocyclic Schiff base derived by the condensation of isonicotinoylhydrazide and 3-acetylcoumarin have been synthesized. ¹H, ¹³C and 2D HETCOR NMR analyses confirm the formation of title compound and existence of the same in two isomeric forms. The metal complexes were characterized on the basis of various spectroscopic techniques like electronic, EPR, IR, ¹H and ¹³C NMR studies, elemental analysis, magnetic properties and thermogravimetric analysis, and also by the aid of molar conductivity measurements. It is found that the Schiff base behaves as a monobasic tridentate ligand coordinating in the imidol form with 1:1 metal to ligand stoichiometry. Trigonal bipyramidal geometry has been assigned for Ni(II) and Cu(II) complexes, while tetrahedral for Co(II) and Zn(II) complexes. The compounds were subjected to antimicrobial and anti-tubercular activity screening using serial broth dilution method and Minimum Inhibitory Concentration (MIC) is determined. Zn(II) complex has shown significant antifungal activity with an MIC of 6.25 µg/mL while Cu(II) complex is noticeable for antibacterial activity at the same concentration. Anti-TB activity of the ligand has enhanced on complexation with Co(II) and Ni(II) ions.


Asunto(s)
Antiinfecciosos/química , Complejos de Coordinación/química , Cumarinas/química , Isoniazida/análogos & derivados , Metales Pesados/química , Antifúngicos/química , Antituberculosos/química , Cobalto , Cobre , Isoniazida/química , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Níquel , Zinc
11.
Eur J Med Chem ; 45(6): 2277-82, 2010 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-20185211

RESUMEN

Five-coordinate, neutral transition metal complexes of newly designed pyridine-2-ethyl-(3-carboxylideneamino)-3-(2-phenyl)-1,2-dihydroquinazolin-4(3H)-one (L) were synthesized and characterized. The structure of ligand is confirmed by single crystal X-ray diffraction studies. The compounds were evaluated for the anti-inflammatory activity by carrageenan-induced rat paw edema model while their analgesic activity was determined by acetic acid-induced writhing test in mice wherein the transition metal complexes were found to be more active than the free ligand.


Asunto(s)
Compuestos Organometálicos/química , Compuestos Organometálicos/farmacología , Quinazolinas/química , Elementos de Transición/química , Analgésicos/química , Analgésicos/farmacología , Analgésicos/uso terapéutico , Animales , Antiinflamatorios/química , Antiinflamatorios/farmacología , Antiinflamatorios/uso terapéutico , Cristalografía por Rayos X , Diseño de Fármacos , Edema/tratamiento farmacológico , Ratones , Compuestos Organometálicos/uso terapéutico , Ratas , Análisis Espectral
12.
Bioinorg Chem Appl ; : 75612, 2006.
Artículo en Inglés | MEDLINE | ID: mdl-17497017

RESUMEN

The synthesis and characterisation of lanthanide(III) and yttrium(III) nitrate complexes of benzimidazole-2-acetic acid (HBIA) are reported. The complexes have been characterised by elemental analysis, molar conductance, magnetic studies, IR, (1)H NMR, UV-visible, EPR, and TG/DTA studies. They have the stoichiometry [Ln(3)(BIA)(2)(NO(3))(7)(H(2)O)(4)] . 3H(2)O where Ln=La(III), Pr(III), Nd(II), Sm(III), Eu(III), Gd(III), Tb(III), Dy(III), and Y(III). The effect of La(III) complex on germination, coleoptile, and root length of two local varieties of wheat DWR-195 and GW-349 for different treatment periods has been investigated. The complex was found to exhibit enhanced activity, compared to HBIA or metal salt alone at lower treatment periods.

13.
Chem Pharm Bull (Tokyo) ; 53(9): 1077-82, 2005 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-16141571

RESUMEN

Lanthanide(III) complexes of the general formula [Ln(ACAB)(2)(NO(3))(2)(H(2)O)(2)].NO(3).H(2)O where Ln=La(III), Pr(III), Nd(III), Sm(III), Eu(III), Gd(III), Tb(III), Dy(III) and Y(III), ACAB=3-acetylcoumarin-o-aminobenzoylhydrazone have been isolated and characterised based on elemental analyses, molar conductance, IR, (1)H- and (13)C-NMR, UV, TG/DTA and EPR spectral studies. The ligand behaves in bidentate fashion coordinating through hydrazide >C=O and nitrogen of >C=N. A coordination number of ten is assigned to the complexes. Antibacterial and Antifungal studies indicate an enhancement of activity of the ligand on complexation.


Asunto(s)
Antibacterianos/síntesis química , Antibacterianos/farmacología , Antifúngicos/síntesis química , Antifúngicos/farmacología , Cumarinas/química , Cumarinas/farmacología , Hidrazonas/química , Hidrazonas/farmacología , Elementos de la Serie de los Lantanoides/química , Bacterias/efectos de los fármacos , Análisis Diferencial Térmico , Dimetilsulfóxido/química , Espectroscopía de Resonancia por Spin del Electrón , Hongos/efectos de los fármacos , Ligandos , Espectroscopía de Resonancia Magnética , Pruebas de Sensibilidad Microbiana , Espectrofotometría Infrarroja , Espectrofotometría Ultravioleta
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