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PubMed1991

New modified polymeric electrodes selective to local anaesthetic compounds.

New polymeric electrodes responding to the cationic forms of tetracaine (TC), lidocaine (LD), and procaine (PC) were constructed by incorporating their ion-pair complexes (the salts of TC, LD and PC with phosphotungstic acid) into ethylene-vinyl acetate (E/VAC) copolymer. Other ion pairing agents investigated were silicotungstate and tetraphenylborate. The phosphotungstic acid resulted in the best linear and Nernstian response. A 1:1 (v/v) mixture of dioctyl phthalate (DOP) and nitrobenzene (NB) was used as plasticizer. The electrodes exhibited linear response over the concentration ranges 10(-2)-5.6 x 10(-6), 10(-2)-2.5 x 10(-5) and 10(-2)-1.8 x 10(-5) M of TC, LD and PC, respectively. pH did not affect the electrode performances within the ranges 2.7-6.3, 2.6-6.7 and 2.8-7.5 for the three electrodes, respectively. Interferences are negligible for many organic base and alkali metal cations. Cations of similar structure interfere with LD and PC, but not appreciably with TC. Direct potentiometry was used to determine these compounds in pharmaceutical preparations with accurate results.

Electrodes↗
PubMed1996

Construction and evaluation of PVC conventional and tubular tripelennamine-selective electrodes: their application in pharmaceutical preparations.

The construction and evaluation of tripelennamine conventionally-shaped ion-selective electrodes and tubular detectors for the determination of this compound in pharmaceutical formulations are described. Electrodes with conventional configuration have been constructed without an internal reference solution, using several types of immobilized ionic sensors in PVC. The different electrode membranes were prepared by using tripelennamine tetraphenylborate as ionic-exchanger, dissolved in 2-nitrophenyl octyl ether (type A), dibutylphthalate (type B) and bis-(2-ethylhexyl)sebacate (type C) as plasticizer solvents. The general working characteristics of the different types of conventional electrodes were evaluated in tripelennamine solutions, with adjusted ionic strength, showing a linear response in the concentration range of about 4 x 10(-5) - 1 x 10(-1) M and a slope near the theoretical value. The electrodes presented a fast response (> 20 s) and a high reproducibility (> or = 0.2 mV per day). The electrode selectivity in the presence of some interferents, such as sodium, potassium, lithium, ammonium, chlorpheniramine, diphenydramine, promethazine, meclizine and pentazocine, was good, particularly for those whose sensor membrane was prepared with tripelennamine tetraphenylborate dissolved in 2-nitrophenyl octyl ether (type A). Tubular detectors were also prepared using the same sensor membrane and were evaluated in a low-dispersion flow-injection manifold. Under these conditions the detectors presented response characteristics similar to those of the corresponding conventionally-shaped electrodes. The analysis of different pharmaceutical forms (creams, syrups and gels) gave good results with mean recoveries of 99.8-100.6% when the experiments were conducted by direct potentiometry and 99.9-100.4% where the same determinations were conducted by flow-injection analysis with tubular detectors.

Chemistry, Pharmaceutical↗
PubMed2004

Noninvasive methods to determine the critical micelle concentration of some bile acid salts.

In this work the critical micelle concentrations (cmc) of four bile salts, sodium cholate, sodium glycocholate, sodium deoxycholate, and sodium glycodeoxycholate, are determined and presented. Three independent noninvasive methodologies (potentiometry, derivative spectrophotometry, and light scattering) were used for cmc determination, at 25 degrees C with ionic strength adjusted to 0.10 M with NaCl. Spectrophotometric and potentiometric studies of some bile salts were also executed at various ionic strength values, thus allowing the influence of the ionic strength on the cmc value of the bile salt to be assessed. A critical comparison of the cmc values obtained with data collected from the literature is presented. Furthermore, this work makes an evaluation of the conceptual bases of different methodologies commonly used for cmc determination, since variations in the results obtained can be related mainly to different intrinsic features of the methods used (such as sensitivity or the need to include tracers or probes) or to the operational cmc definition applied. The undoubted definition of the experimental bile salt concentration that corresponds to cmc (operational cmc) is essential since in the case of these amphiphiles the formation of micelles is not as abrupt as in the case of ordinary association colloids. The biphasic nature of their aggregation leads to a "round-shaped" variation of the experimental parameters under analysis, which makes difficult the evaluation of the cmc values and can be responsible for the different results obtained.

Bile Acids and Salts↗
PubMed2004

Acid-base versus structural properties of an aminoglycoside antibiotic--sisomicin: NMR and potentiometric approach.

Aminoglycoside antibiotics constitute a class of the drugs of high interest, whose therapeutic action is based upon the electrostatic interaction with the variety of RNA molecules. The positive charge of these drugs molecules, located at their amino functions, has a prevailing influence on this process. The potentiometry and (1)H NMR spectroscopy are applied hereby to achieve the characteristics of the acid-base properties of particular protonating groups. We found that the pK values of deprotonation processes cover a wide values range 6-9.8. The correlation spectra of sisomicin, both COSY and TOCSY, allowed attributing unambiguously individual signals to the corresponding protons. These spectra involve a lot of the cross-peaks originating from the B and C rings protons, while the analogous signals originating from A rings protons are less numerous. Molecular modeling provided that the methylated amino group of A ring is located too far from the protonated functions of the remaining rings to affect their pK values. The phenomena observed herein are discussed in line of strength of the analogous processes observed for other aminoglycosides. As the result, four types of amino groups consisted within these antibiotics are distinguished.

Acid-Base Equilibrium↗
PubMed2005

Speciation of phytate ion in aqueous solution. Dimethyltin(IV) interactions in NaCl(aq) at different ionic strengths.

As the introduction of a systematic study on the sequestering ability of phytate (Phy) towards heavy metal and organometal cations, this paper describes the results of an investigation (at t=25 degrees C by potentiometry, ISE-H(+) glass electrode) of its interactions with dimethyltin(IV) cation [(CH(3))(2)Sn(2+), DMT] in NaCl aqueous solutions at different ionic strengths (0.1< or =I (mol L(-1))< or =1), in the pH range 2.5< or =pH< or =8.5 and considering metal to ligand ratios 1:1< or =DMT:Phy< or =4:1. We observed the formation of 18 DMT(i)H(j)Phy((12-2i-j)-) species: with i=1 and 0< or =j< or =7; i=2 and 0< or =j< or =5; i=3 and 0< or =j< or =3. Their complex formation constant values are fairly dependent on ionic strength and this dependence was modeled by a Debye-Hückel type equation. The speciation of phytic acid and dimethyltin(IV) is also dependent on the metal to ligand ratio; the dependence of the stability of phytate-dimethyltin(IV) species on both the phytate protonation step and the number of cations bound to the ligand has been modeled and an empirical predictive relationship is also proposed. From the results obtained it emerged that phytate has very good sequestering ability towards (CH(3))(2)Sn(2+). Comparisons are made with other ligands, such as ethylenediamine-N,N,N',N'-tetraacetic acid (EDTA) and phosphate.

Hydrogen-Ion Concentration↗
PubMed2003

An isocratic separation of underivatized gentamicin components, 1H NMR assignment and protonation pattern.

A simple method for the separation of the major components of commercial gentamicin sulfate (C-1, C-1a, C-2, C-2a) by high-performance liquid chromatography (HPLC) on an analytical and a semipreparative scale was developed. The method utilized ion-pair reversed-phase chromatography, isocratic elution with an aqueous solution containing 9% trifluoroacetic acid and 2.5% acetonitrile as the mobile phase at a flow rate of 2 and 9 mL/min for analytical and semipreparative columns, respectively. Detection was carried out at 213 nm without derivatization. The protonation pattern of the separated gentamicins was determined by potentiometry and 15N and 1H NMR. The full proton NMR assignment for gentamicin C-1 was obtained through the use of 1H 1D and 2D 1H-1H COSY measurements.

Acetonitriles↗
PubMed2006

Limitations of pH-potentiometric titration for the determination of the degree of deacetylation of chitosan.

The degree of deacetylation (DDA) of chitosan determines the biopolymer's physico-chemical properties and technological applications. pH-Potentiometric titration seems to offer a simple and convenient means of determining DDA. However, to obtain accurate pH-potentiometric DDA values, several factors have to be taken into consideration. We found that the moisture content of the air-dry chitosan samples can be as high as 15%, and a reasonable fraction of this humidity cannot be removed by ordinary drying. Corrections have to be made for the ash content, as in some samples it can be as high as 1% by weight. The method of equivalence point determination was also found to cause systematic variations in the results and in some samples extra acid as high as 1 mol% of the free amino content was also identified. To compensate for the latter effect, the second equivalence point of the titration has to be determined separately and the analytical concentration of the acid be corrected for it. All the corrections listed here are necessary to obtain DDA values that are in reasonable agreement with those obtained from (1)H NMR and IR spectroscopic measurements. The need for these corrections severely limits the usefulness of pH-metry for determining accurate DDA values and thus potentiometry is hardly able to compete with other standard spectroscopic procedures, that is, (1)H NMR spectroscopy.

Acetylation↗
PubMed2005

Study on the immobilization of anti-IgG on Au-colloid modified gold electrode via potentiometric immunosensor, cyclic voltammetry, and electrochemical impedance techniques.

The immobilization of anti-IgG on Au-colloid modified gold electrodes has been investigated. A cleaned gold electrode was first immersed in a mercaptoethylamine (AET) solution, and then gold nanoparticles were chemisorbed onto the thiol groups of the mercaptoethylamine. Finally, anti-IgG was adsorbed onto the surface of the gold nanoparticles. Potentiometric immunosensor, cyclic voltammetry, and electrochemical impedance techniques were used to investigate the immobilization of anti-IgG on Au colloids. In the impedance spectroscopic study, an obvious difference of the electron transfer resistance between the Au-colloid modified electrode and the bare gold electrode was observed. The cyclic voltammogram tends to be more irreversible with increased anti-IgG concentration. Using the potentiometric immunosensor, the proposed technique is based on that the specific agglutination of antibody-coated gold nanoparticles, averaging 16 nm in diameter, in the presence of the corresponding antigen causes a potential change that is monitored by a potentiometry. It is found that the developed immunoagglutination assay system is sensitive to the concentration of IgG antigen as low as 12 ng mL(-1). Experimental results showed that the developed technique is in satisfactory agreement with the ELISA method, and that gold nanoparticles can be used as a biocompatible matrix for antibody or antigen immobilization.

Biocompatible Materials↗
PubMed2006

Acidity constants in methanol/water mixtures of polycarboxylic acids used in drug salt preparations. Potentiometric determination of aqueous pKa values of quetiapine formulated as hemifumarate.

The acidic dissociation constants in a number of methanol/water mixtures of mono and polycarboxylic acids commonly used in the preparation of drug salts were determined. These solvent mixtures are usually used to determine the pKa of drugs of low aqueous solubility. However, when these drugs are prepared in salt form, the acid-base equilibria of both the basic drug and the counter-anion are involved in the potentiometric titration curves. In these instances, the inclusion of the pKa of acids as constant values in the curve fitting provides easy computation of the drug pKa without the need of any previous step to get the free base. As an application example, the aqueous pKa values of the quetiapine formulated as hemifumarate (Seroquel) were estimated by extrapolation from the experimental pKa in several methanol/water mixtures, which were then calculated according to the suitable constants of fumaric acid. The estimated aqueous pKa values of quetiapine are compared with those directly obtained in aqueous solution by potentiometry and by capillary electrophoresis.

Algorithms↗
PubMed2004

Construction and characterization of potentiometric sensor for the determination of oxytetracycline hydrochloride.

The construction and performance of plastic membrane (PME) oxytetracycline hydrochloride (OTC)-selective electrodes, based on three types of ion-pairs, OTC-tetraphenylborate (TPB), OTC-phosphotungstate (PT) and OTC-silicotungstate (SiT), as the electroactive substance in a plasticized PVC membrane with dibutylphthalate (DBP), were described. Furthermore, internal solid contact sensors (ISCS) OTC-selective sensors, based on a conducting polypyrrole (PPy) film immobilized on a platinum or glassy carbon electrode surface casted by a plasticized PVC membrane were constructed and evaluated. A novel optimization methodology in a numerical expression, comprehensive quality index (CQI) for a sensor, was used to optimize the composition of the membrane in the preparation of PME and screen the parameter of electropolymerization in the preparation of ISCS. Several PMEs and ISCSs were fully characterized and evaluated. An ISCS (Pt/PPy/PVC (OTC-TPB)) showed an excellent Nernstian response over the linear concentration range of 4.0 x 10(-7)-5.0 x 10(-2) M with the slope of 60.6 mV per decade (at 25 degrees C). The limit of detection was 1.0 x 10(-7) M of OTC (0.03 ppm). The response time was <25 s. The sensor was successfully used for the analysis of OTC in pharmaceutical formulation by using direct potentiometry.

Dose-Response Relationship, Drug↗
PubMed2004

Differential electrolytic potentiometric determination of some thiol compounds in their dosage forms.

The application of direct current differential electrolytic potentiometry to an aqueous titration of L-cysteine hydrochloride, captopril and D-penicillamine has been investigated. The basic character of thiol compounds in nitric acid is enhanced to permit their direct titrations with silver nitrate. A pair of silver amalgam electrodes was used as an indicating system. Titration curve shapes obtained are almost symmetrical with sharp peaks. The optimum current density for those titrations was found to be 0.2-2 microA/cm2. The procedure was applied successfully to the determination of certain thiol compounds in drug formulations and the results were favorably compared statistically with those obtained from official methods.

Dosage Forms↗
PubMed2006

Solution studies on binary and ternary complexes of copper(II) with some fluoroquinolones and 1,10-phenanthroline: Antimicrobial activity of ternary metalloantibiotics.

Interaction of norfloxacin and ofloxacin with copper(II) and copper(II)/phenanthroline has been studied in aqueous solution and the stability constants of the binary complexes Cu(II)/fluoroquinolone and of the ternary complexes Cu(II)/phenanthroline/fluoroquinolone have been determined by potentiometry and UV-vis spectrophotometry. The stability constants for the binary and ternary complexes of norfloxacin were always higher than those found for ofloxacin and comparing the values obtained for the binary and ternary species (DeltalogK) it is possible to conclude that the ternary complexes are more stable than the binary ones, suggesting that an interaction occurs between the ligands in the ternary complexes. From the distribution diagrams it is possible to state that at physiological pH 7.4, the copper ternary complexes, are the main species in solution not only at the concentration used to determined the stability constants but also at the minimum inhibitory concentration. The antibacterial activity of these complexes, in different bacterial strains, was determined, at physiological pH, and the results obtain show that these ternary complexes may be good candidates as metalloantibiotics.

Anti-Bacterial Agents↗
PubMed2006

Partial neutralization of rain by seaspray: the case of Recôncavo, Bahia-Brazil.

In the Recôncavo of Bahia (located between 12 degrees 33' and 13 degrees 10'S and 38 degrees 00'and 39 degrees 00'W), there are significant discharges of SO(2) and NO(x) due to local, industrial and urban activities. The incoming air masses from the Atlantic Ocean are enriched with seaspray, which neutralizes part of the rain acidity. The extent of seaspray neutralization of rain acidity was quantified in four sites of the region, each with different loads of seaspray. Rain samples were obtained daily at the same time, integrating the precipitation of the previous 24h, using wet-only collectors and analyzed for pH by potentiometry and for sodium by flame photometry. The amount of rain acidity in Recôncavo neutralized by seaspray ranged from <1% up to 88% and depended on the site. On average, neutralization ranged from 5% to 18%.

Acid Rain↗
PubMed2004

Formation equilibria of nickel complexes with glycyl-histidyl-lysine and two synthetic analogues.

Complex-formation equilibria between the Ni(II) ion and the natural tripeptide glycyl-L-histidyl-L-lysine have been investigated. Two synthetic analogues, where the histidine residue has been substituted with L-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid (L-Spinacine) and L-1,2,3,4-tetrahydro-isoquinolin-3-carboxylic acid (Tic), respectively, have been considered, as well. Different experimental techniques have been employed: potentiometry, calorimetry, visible spectrophotometry and CD spectroscopy. Structural hypotheses on the main complex species are suggested. Evidences on the formation of tetrameric species with the first ligand are shown. No involvement of the side-chain amino group of lysine residue in metal ion coordination was found.

Calorimetry↗
PubMed2004

Preferences of kanamycin A towards copper(II). Effect of the resulting complexes on immunological mediators production by human leukocytes.

The widespread presence of pathogenic bacteria is a cause of permanent demand for investigating the properties of antimicrobial agents. The chemical basis of several toxic effects induced by antibiotics still remains unclear. Aminoglycosides, highly ototoxic and nephrotoxic drugs, are capable of copper(II) ions chelating. In this study we established the affinity of kanamycin A towards copper(II), in contrast with other metal ions: iron(III), nickel(II), cobalt(II) and zinc(II) by means of potentiometry. Circular dichroism spectroscopy was applied to monitor the competition of copper(II) partition between kanamycin A and human serum albumin. We show, that the drug is able to digest Cu(II) ions from HSA to some extent and comparing the stability constants for metal and antibiotic with those, obtained for the N-terminal Asp-Ala-His-Lys (DAHK) sequence, which constitutes a copper(II) binding domain within albumin, we demonstrate that the Cu(II)-kanamycin A complex formation is possible also in blood plasma. Bioassays and immunoassay were used to find out the possibility of Cu(II)-kanamycin A complexes to induce cytokines: tumor necrosis factor (TNF), interferon (IFN) and interleukin-10 (IL-10) in human peripheral blood leukocytes. The effect on the cytokines release was dose and time dependent and the interdependence between IL-10 and TNF stimulation was found. We report that Cu(II)-aminoglycoside systems can act as moderate inducers of TNF-alpha, IFN-alpha/beta and IL-10 released from human leukocytes. We have also found that these complexes are non-toxic for human A549 cells.

Anti-Bacterial Agents↗
PubMed2004

Comparison of the predicted in vivo behaviour of the Sn(II)-APDDMP complex and the results as studied in a rodent model.

In a quest for more effective radiopharmaceuticals for pain palliation of metastatic bone cancer, this paper relates results obtained with ((117m)Sn labelled) Sn(II) complexed to the bone seeking bisphosphonate, N,N-dimethylenephosphonate-1-hydroxy-3-aminopropylidenediphosphonate (APDDMP). APDDMP is synthesised from the known bone cancer pain palliation agent 1-hydroxy-3-aminopropylidenediphosphonate (APD, Pamindronate). This work is performed to utilise the idea that the low bone marrow radio toxicity of (117m)Sn could afford a highly effective radiopharmaceutical in pain palliation but also in the curative treatment of bone metastasis. Complex-formation constants of APDDMP with the important blood plasma metal-ions, Ca(2+), Mg(2+), Zn(2+) as well as the added metal ion, Sn(2+) were measured by glass electrode potentiometry at 25 degrees C and I = 150 mM. Blood plasma models were constructed using the computer code ECCLES and the results compared with those gathered from tests on a rodent model. The ((117m)Sn-labelled) Sn(II)-APDDMP complex was found to have only some liver and bone uptake although a high trabecular to normal bone ratio was recorded. From the blood plasma model this was shown to be primarily due to the high affinity of APDDMP for Ca(II) causing some of the Sn(II)-APDDMP complex to dissociate. High kidney uptake and excretion as well as high bladder uptake was recorded which was shown to be due to the dissociation of the Sn(II)-APDDMP complex in blood plasma. Animal model observations could be explained by the blood plasma modelling.

Alkenes↗
PubMed2004

Coordination mode and oxidation susceptibility of nickel(II) complexes with 2'-deoxyguanosine 5'-monophosphate and l-histidine.

The formation of binary and ternary complexes of Ni(II) with two biologically relevant molecules, 2'-deoxyguanosine 5'-monophosphate (dGMP) and l-histidine (histidine or His) was characterized by potentiometry and UV-visible spectroscopy. For dGMP, the mononuclear complexes with stoichiometries NiH(2)L(+), NiHL and NiL(-) were found. In the mixed system the ternary complexes NiH(2)LA, NiHLA(-) and NiLA(2-) were detected. In binary systems, the Ni(II) ion coordinates to dGMP through the N-7 atom of its purine ring and indirectly through a water molecule bonded to the phosphate group, while in ternary complexes Ni(II) is bonded to all three histidine donors and directly to the phosphate group of dGMP. Both binary and ternary complexes are susceptible to oxidation by H(2)O(2), with the increased formation of 8-oxo-dGMP in the ternary system. The toxicological relevance of these findings stems from possible disturbance by the major biological Ni(II)-His complex of the nucleotide pools homeostasis through the formation of ternary species and oxidation promotion, as well as from 8-oxo-dGMP capacity to inhibit enzymatic elimination of promutagenic oxidized nucleotides from such pools.

Deoxyguanine Nucleotides↗
PubMed2005

Determination of the stability constants and oxidation susceptibility of nickel(II) complexes with 2'-deoxyguanosine 5'-triphosphate and L-histidine.

The formation of binary Ni(II) complexes with 2'-deoxyguanosine 5'-triphosphate (dGTP, L) as well as ternary complexes thereof with L-histidine (His, A) was studied with the use of potentiometry and electronic absorption spectroscopy. In the binary and ternary systems, the complexes with stoichiometries NiH2L-, NiHL2-, NiL3- and NiH2LA2-, NiHLA3-, NiLA4- respectively, were detected. The ternary complexes are very stable at pH 7.4 and thus may constitute biologically relevant Ni(II) carriers in the cell. In the presence of hydrogen peroxide, the binary and ternary systems both generate hydroxyl radical-like species and undergo dGTP degradation with the formation of the 8-oxo-dGTP intermediate. The latter, along with dGTP complexation and degradation, may lead to mutagenesis and carcinogenesis due to base-mispairing properties of 8-oxoguanine and the disturbance in the physiological balance among the four canonical triphosphodeoxynucleotide substrates for DNA synthesis.

Base Pairing↗