Direct and Derivative Spectrophotometric Determination of Zinc with 2,4-Dihydroxybenzaldehyde Isonicotinoyl Hydrazone in Potable Water and Pharmaceutical Samples

Sivaramaiah, S.

doi:10.1007/s10809-005-0190-y

Cited by 26 publications

(15 citation statements)

References 25 publications

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“…Although compounds containing the ortho -hydroxy N -acyl hydrozone motif have been previously shown to bind to metals,50 some of these compounds do not bind Zn 2+ tightly and instead have K d values in the micromolar range 51. We thus set out to determine the affinity of PAC-1 for zinc.…”

Section: Resultsmentioning

confidence: 99%

PAC-1 Activates Procaspase-3 in Vitro through Relief of Zinc-Mediated Inhibition

Peterson

Goode

West

et al. 2009

Journal of Molecular Biology

144

196

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SUMMARYThe direct induction of apoptosis has emerged as a powerful anti-cancer strategy, and small molecules that either inhibit or activate certain proteins in the apoptotic pathway have great potential as novel chemotherapeutic agents. Central to apoptosis is the activation of the zymogen procaspase-3 to caspase-3. Caspase-3 is the key "executioner" caspase, catalyzing the hydrolysis of a multitude of protein substrates within the cell. Interestingly, procaspase-3 levels are often elevated in cancer cells, suggesting a compound that directly stimulates the activation of procaspase-3 to caspase-3 could selectively induce apoptosis in cancer cells. We recently reported the discovery of a compound, PAC-1, which enhances procaspase-3 activity in vitro and induces apoptotic death in cancer cells in culture and in mouse xenograft models. Described herein is the mechanism by which PAC-1 activates procaspase-3 in vitro. We show that zinc inhibits the enzymatic activity of procaspase-3, and that PAC-1 strongly activates procaspase-3 in buffers that contain zinc. PAC-1 and zinc form a tight complex with one another, with a dissociation constant of approximately 42 nM. The combined data indicate that PAC-1 activates procaspase-3 in vitro by sequestering inhibitory zinc ions, thus allowing procaspase-3 to autoactivate itself to caspase-3. The small molecule mediated activation of procaspases has great therapeutic potential and thus this discovery of the in vitro mechanism of action of PAC-1 is critical to the development and optimization of other procaspase-activating compounds.

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Section: Resultsmentioning

confidence: 99%

PAC-1 Activates Procaspase-3 in Vitro through Relief of Zinc-Mediated Inhibition

Peterson

Goode

West

et al. 2009

Journal of Molecular Biology

144

196

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“…Hydrazones play an important role in improving the antitumor selectivity and toxicity profile of antitumor agents by forming drug carrier systems employing suitable carrier proteins [11]. They are also employed as extracting agents in spectrophotometric determination of some ions [12][13][14] and spectrophotometric determination of some species in pharmaceutical formulations [15], as well as used in catalytic processes [16,17] and waste water treatment [18]. Hydrazones, such as pyridoxal isonicotinoylhydrazone, salicyladehyde benzoylhydrazone and 2-pyridyl carboxaldehyde-2-thiophene carboxaldehyde hydrazone, act as orally effective drugs for the treatment of iron overload diseases or genetic diseases b-thalassemia [19,20].…”

Section: Introductionmentioning

confidence: 99%

Vibrational spectroscopic studies and computational study of quinoline-2-carbaldehyde benzoyl hydrazone

Sheeja

Mangalam

Kurup

et al. 2010

Journal of Molecular Structure

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a b s t r a c tFT-IR spectrum of quinoline-2-carbaldehyde benzoyl hydrazone (HQbÁH 2 O) was recorded and analyzed. The synthesis and crystal structure data are also described. The vibrational wavenumbers were examined theoretically using the Gaussian03 package of programs using HF/6-31G(d) and B3LYP/6-31G(d) levels of theory. The data obtained from vibrational wavenumber calculations are used to assign vibrational bands obtained in infrared spectroscopy of the studied molecule. The first hyperpolarizability, infrared intensities and Raman activities are reported. The calculated first hyperpolarizability is comparable with the reported values of similar derivatives and is an attractive object for future studies of non-linear optics. The geometrical parameters of the title compound obtained from XRD studies are in agreement with the calculated values. The changes in the CAN bond lengths suggest an extended p-electron delocalization over quinoline and hydrazone moieties which is responsible for the non-linearity of the molecule.

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“…They have found some applications such as extraction and spectrophotometric determination of metal ions [1][2][3] and spectrophotometric determination of some species in pharmaceutical formulations [4], as well as uses in catalytic processes [5,6] and wastewater treatment [7]. Hydrazones and their complexes have shown significant activity against several kinds of tumors, for example isonicotinoyl hydrazone derivatives and their iron(III) complexes showed good activity against certain mammary tumors and leukemia in mice [8,9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of transition metal complexes of N′-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene]thiophene-2-carbohydrazide

Fouda

Abd-Elzaher

Shakdofa

et al. 2007

Transition Met Chem

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A hydrazone ligand (HL) containing the thiophene moiety has been prepared via condensation of thiophene-2-carbohydrazide with 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde. The complexes of copper(II), nickel(II), cobalt(II), manganese(II), zinc(II), palladium(II), iron(III), ruthenium(III), uranyl(VI), and titanium(IV) with the ligand were prepared in good yield from the reaction of the ligand with the corresponding metal salts. The ligand and complexes were characterized using infrared, mass spectra, nuclear magnetic resonance, electronic absorption spectra, electron spin resonance, and magnetic moment measurements as well as elemental and thermal analyses. The results showed that the complexes are enolic by nature, whilst the ratio between the metal ion and the ligand depends on the acidity of the metallic ions and their oxidation numbers.

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Direct and Derivative Spectrophotometric Determination of Zinc with 2,4-Dihydroxybenzaldehyde Isonicotinoyl Hydrazone in Potable Water and Pharmaceutical Samples

Cited by 26 publications

References 25 publications

PAC-1 Activates Procaspase-3 in Vitro through Relief of Zinc-Mediated Inhibition

PAC-1 Activates Procaspase-3 in Vitro through Relief of Zinc-Mediated Inhibition

Vibrational spectroscopic studies and computational study of quinoline-2-carbaldehyde benzoyl hydrazone

Synthesis and characterization of transition metal complexes of N′-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene]thiophene-2-carbohydrazide

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