Voltammetric studies of 2-hydroxy-5-[(4-sulfophenyl)azo]benzoic acid as a novel prodrug of 5-aminosalicylic acid

Nigović, Biljana; Mandić, Zoran; Šimunić, Branimir; Fistrić, Ines

doi:10.1016/s0731-7085(01)00463-0

Cited by 18 publications

(7 citation statements)

References 21 publications

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“…The reduction is facilitated by electron withdrawing groups and follows the expected substituent effect: SO 3 À > H > OH. The reduction potentials of all the investigated compounds were in good agreement with previous findings at glassy carbon electrode [5,6,9].…”

Section: Mechanisms Of the Electrode Reactionssupporting

confidence: 90%

“…The intensity of cathodic current peaks also shows a diminution as medium becomes more basic suggesting that the charge consumed in the reduction process is almost half that of value in acidic solutions. This is in agreement with the number of electrons involved in the reduction determined in coulometric analysis carried out on all the compounds investigated amounted to n ¼ 4 in acidic conditions [5,6,8].…”

Section: Mechanisms Of the Electrode Reactionssupporting

confidence: 89%

“…The electrochemical behavior of differently substituted azosalicylic acids has been studied by cyclic voltammetry [5 -7], coulometry [6,8] and chronoamperometry [9] at glassy carbon electrodes. The reduction of these compounds yield either the corresponding amines, as a result of the cleavage of azo bonds, or a hydrazo intermediate, depending on the pH of the medium and the substitution on aromatic rings.…”

Section: Introductionmentioning

confidence: 99%

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Electroanalytical Studies of Biologically Active Azosalicylic Acid at a Hanging Mercury Drop Electrode

2005

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The electrochemical behavior of disodium 3,3'-azobis-(6-hydroxy-)benzoate (olsalazine sodium), 2-hydroxy-5-[(4-sulfophenyl)azo]benzoic acid and 2-hydroxy-5-azo-benzoic acid was studied as a simple model of the metabolic reduction of azosalicylic acids using cyclic and square-wave voltammetry. The stability of the hydrazo intermediate generated in the electroreduction process is strongly dependent on pH and the effect of different substituents in the aromatic ring adjacent to the azo bridge. The electrode mechanism of azosalicylic acids at hanging mercury drop electrode exhibits characteristic properties of a surface redox reaction. The kinetic parameters of azo/hydrazo reduction, such as the standard redox reaction rate constant and the electron transfer coefficient were estimated applying the methods of a split SW peak and a quasireversible maximum. A sensitive analytical method for the determination of trace level of biologically active azosalicylic acids by square-wave voltammetry based on adsorptive stripping technique is described.

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Section: Mechanisms Of the Electrode Reactionssupporting

confidence: 90%

Section: Mechanisms Of the Electrode Reactionssupporting

confidence: 89%

Section: Introductionmentioning

confidence: 99%

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Electroanalytical Studies of Biologically Active Azosalicylic Acid at a Hanging Mercury Drop Electrode

2005

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“…Several high-performance liquid chromatography methods have been developed for measuring 5-ASA concentration in pharmaceutical preparations (Cendrowska et al, 1990;Kersten et al, 1991;Liu et al, 1998;Norlander et al, 1990). The determination of 5-ASA has also been achieved in pharmaceutical formulation by cyclic voltammetry (Nigovi4 et al, 2001). There have been numerous publications describing the determination of 5-ASA in plasma or urine with ultraviolet or fluorimetric detection after liquid-liquid extraction with various organic solvents (Shaw et al, 1983;Chungi et al, 1989;Kringle et al, 1994;Clerici et al, 1994;Causon, 1997;Mahmud et al, 1999).…”

Section: Introductionmentioning

confidence: 99%

A validated HPLC method with electrochemical detection for simultaneous assay of 5‐aminosalicylic acid and its metabolite in human plasma

Palumbo

Bacchi

Primavera

et al. 2004

Biomedical Chromatography

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A high-performance liquid chromatographic method was developed, validated and applied to the simultaneous determination of 5-aminosalicylic acid (5-ASA) and its acetylated metabolite (acetyl-5-ASA) in human plasma. The method involves liquid-liquid extraction with methanol followed by isocratic reversed-phase chromatography on a Kromasil KR100 C(18) column with electrochemical detection. The recovery, selectivity, linearity, precision and accuracy of the method were evaluated from spiked human plasma samples. The effects of mobile phase composition, buffer concentration, mobile phase pH and concentration of organic modifiers on retention of 5-ASA, acetyl 5-ASA and internal standard were investigated. Limits' of detection were 5 ng/mL for 5-ASA and 10 ng/mL for acetyl-5-ASA, respectively. The method can be used for supporting therapeutical drug monitoring and pharmacokinetic studies.

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“…To date, many methods have been investigated for the determination of azo dyes, such as polarographic and voltammetric methods, which are particularly suitable for these purposes, because of their high sensitivity, their applicability over an unusually wide concentration range, and their low investment and running costs [1][2][3][4][5][6][7][8][9][10]. There are other methods for the quantitative detection and characterization of azo dyes, including electronic spectroscopy [11], infrared spectroscopy [12][13][14], mass spectroscopy [15,16], gas chromatography/mass spectroscopy, high-performance liquid chromatography (HPLC) with UV-Vis and mass detectors [17][18][19][20][21][22][23].…”

Section: Introductionmentioning

confidence: 99%

Electrochemical Behavior of Acid Orange 7 by Cyclic Voltammetry in Different Solvents

Ennouri¹,

Panizza²,

Mhiri³

et al. 2017

Port. Electrochim. Acta

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In the present work, the electrochemical oxidation of acid orange 7 (AO7) on a glassy carbon (GC) electrode has been investigated by cyclic voltammetry in different solvents: aqueous solvent (H2O), dimethyl sulfoxide (DMSO) and acetone (ACE), using sulfuric acid as a supporting electrolyte. The analysis of AO7 oxidation voltammograms in different solvents showed that the more donor numbers, the easier it becomes the oxidation of AO7. The experimental parameters show that the oxidation peak current of AO7 was linearly proportional to its concentration in a range from 0.04 mM to 0.2 mM. The limit of detection was estimated by gradually decreasing the concentration levels of AO7, and was found to be 6.6 µM.

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Voltammetric studies of 2-hydroxy-5-[(4-sulfophenyl)azo]benzoic acid as a novel prodrug of 5-aminosalicylic acid

Cited by 18 publications

References 21 publications

Electroanalytical Studies of Biologically Active Azosalicylic Acid at a Hanging Mercury Drop Electrode

Electroanalytical Studies of Biologically Active Azosalicylic Acid at a Hanging Mercury Drop Electrode

A validated HPLC method with electrochemical detection for simultaneous assay of 5‐aminosalicylic acid and its metabolite in human plasma

Electrochemical Behavior of Acid Orange 7 by Cyclic Voltammetry in Different Solvents

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