[Pharmacological studies on 2 phthalic acid imide derivatives].
Explore the source record for details and available documents.
Animals↗
SEARCH · PubMed Health
Results for “PHTHALIC ACID”
Explore indexed PubMed citations for clinical trials, systematic reviews and public health research. Read source abstracts and follow each citation to its original PubMed record.
Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.
The sorption of anthracene onto goethite and kaolinite in the presence of some benzene carboxylic acids.
The uptake of anthracene from dilute aqueous solutions onto goethite and kaolinite was investigated at 25 degrees C, first in the absence and then in the presence of three benzene carboxylic acids: phthalic acid (benzene-1,2-dicarboxylic acid), trimesic acid (-1,3,5-), and mellitic acid (-1,2,3,4,5,6-). Carboxylic acid concentrations were 0.20, 0.10, and 0.05 mM. Anthracene (0.20 microM) did not adsorb strongly onto the pure mineral surfaces, but in the presence of phthalic acid a substantial increase in anthracene uptake was observed, particularly for the goethite systems. Trimesic and mellitic acids did not enhance anthracene uptake. Phthalate and proton adsorption data have been used to model phthalate adsorption onto the mineral surfaces using an extended constant capacitance surface complexation model. This model was then successfully adapted to account for the observed increase in anthracene uptake, where anthracene molecules were assumed to interact with adsorbed phthalate. We propose that the enhancement of anthracene adsorption in the presence of phthalic acid is due to an increase in the hydrophobicity of the mineral surface once phthalic acid molecules adsorb. The same effect was not observed for the other benzene carboxylates because of their greater polarity.
Acids, Carbocyclic↗
Investigation of active substance release from poly(ethylene oxide) hydrogels.
The uptake and controlled release of model active substances from poly(ethylene oxide), (PEO), hydrogels synthesized by irradiation were investigated. For the characterization of network structure of PEO hydrogels, swelling properties in water and the number average molecular weight between crosslinks were determined. Salicylic acid, phthalic acid and resorcinol were used as model substances for their controlled release from PEO hydrogels. The effects of dose rate, total dose and chemical structure of active substance on the uptake and release have been studied. The active substance uptake capacity of hydrogels was found to be lowest for phthalic acid and highest for resorcinol in the gel system obtained by irradiation both at low and high dose rates. The release was lowest both in rate and in total amounts in hydrogels containing phthalic acid, more in those with salicylic acid and highest in those with resorcinol. The physical and chemical factors affecting the release of model compounds such as the network structure of hydrogels and hydrogen bond formation between the adsorbent and PEO chains were discussed.
Anti-Infective Agents↗
Histidine-functionalized silica and its copper complex as stationary phases for capillary electrochromatography.
A histidine-functionalized silica was prepared by covalent bonding of the functional groups to silane-treated silica gel. Conversion of functional groups was confirmed by infrared (IR) spectra, elemental analysis, and potentiometry. The functionality of the silica gel is 0.293 mmol g(-1). The coordination behavior of the histidine-functionalized silica was investigated by metal capacity and electron paramagnetic resonance (EPR). EPR measurements at different copper loadings were made. The results showed that the copper histidine complex might be distorted tetragonal. Both histidine-functionalized silica and its copper complex were employed as stationary phases for packed capillary electrochromatography (CEC). Electrical current was found helpful for evaluating the properties of frit construction and the stationary phase packing. Test samples include neutral compounds, inorganic anions and organic anions. Factors influencing the separation behavior have been studied. With copper-histidine functionalized silica under the condition of citrate buffer (10 mM, pH 4.0) and applied voltage of -20 kV, the separation of benzoic acid, D- and L-mandelic acid, phthalic acid and salicylic acid could be achieved within 12 min. The column efficiency for these acids was more than 1.2 x 10(5) plates m(-1), except salicylic acid.
Benzoic Acid↗
Metabolism of Di- and Mono-n-Butyl Phthalate by Soil Bacteria.
Di-n-butyl phthalate and other dialkyl phthalates are used as carbon sources by three Nocardia sp. isolates; mono-n-butyl phthalate is used as a carbon source by an Arthrobacter sp. isolate and a Pseudomonas sp. isolate. The compounds were metabolized in these organisms by hydrolysis to the corresponding monoesters and free phthalic acid. Phthalic acid was then metabolized via protocatechuic acid by 3,4-dioxygenative ring cleavage.
Journal Article↗
Survey of the anaerobic biodegradation potential of organic chemicals in digesting sludge.
The degradation potential of 77 organic chemicals under methanogenic conditions was examined with an anaerobic digesting sludge from the United Kingdom. Degradation was assessed in terms of net total gas (CH(4) plus CO(2)) produced, expressed as a percentage of the theoretical production (ThGP). The compounds tested were selected from various chemical groups and included substituted phenols and benzoates, pesticides, phthalic acid esters, homocyclic and heterocyclic ring compounds, glycols, and monosubstituted benzenes. The results obtained were in good agreement with published surveys of biodegradability in U.S. digesting sludges and other methanogenic environments. In general, the presence of chloro or nitro groups inhibited anaerobic gas production, while carboxyl and hydroxyl groups facilitated biodegradation. The relationship between substituent position and susceptibility to methanogenic degradation was compound dependent. The following chemicals were completely degraded (>/=80% ThGP) at a concentration of 50 mg of carbon per liter: phenol, 2-aminophenol, 4-cresol, catechol, sodium benzoate, 4-aminobenzoic acid, 3-chlorobenzoic acid, phthalic acid, ethylene glycol, diethylene glycol, triethylene glycol, sodium stearate, and quinoline. 3-Cresol, 4-chlorobenzoic acid, dimethyl phthalate, and pyridine were partially degraded. Although the remaining chemicals tested were either persistent or toxic, their behavior may differ at more environmentally realistic chemical-to-biomass ratios. Our findings suggest that biodegradability assessments made with sludge from one source can be extrapolated to sludge from another source with a reasonable degree of confidence and should help in predicting the fate of an organic chemical during the anaerobic digestion of sewage sludge.
Journal Article↗
Degradation pathways of phenanthrene by Sinorhizobium sp. C4.
Sinorhizobium sp. C4 was isolated from a polycyclic aromatic hydrocarbon (PAH)-contaminated site in Hilo, HI, USA. This isolate can utilize phenanthrene as a sole carbon source. Sixteen metabolites of phenanthrene were isolated and identified, and the metabolic map was proposed. Degradation of phenanthrene was initiated by dioxygenation on 1,2- and 3,4-C, where the 3,4-dioxygenation was dominant. Subsequent accumulation of 5,6- and 7,8-benzocoumarins confirmed dioxygenation on multiple positions and extradiol cleavage of corresponding diols. The products were further transformed to 1-hydroxy-2-naphthoic acid and 2-hydroxy-1-naphthoic acid then to naphthalene-1,2-diol. In addition to the typical degradation pathways, intradiol cleavage of phenanthrene-3,4-diol was proposed based on the observation of naphthalene-1,2-dicarboxylic acid. Degradation of naphthalene-1,2-diol proceeded through intradiol cleavage to produce trans-2-carboxycinnamic acid. Phthalic acid, 4,5-dihydroxyphthalic acid, and protocatechuic acid were identified as probable metabolites of trans-2-carboxycinnamic acid, but no trace salicylic acid or its metabolites were found. This is the first detailed study of PAH metabolism by a Sinorhizobium species. The results give a new insight into microbial degradation of PAHs.
Biodegradation, Environmental↗
[Co-metabolic degradation of pyrene in soil].
High molecular weight Polycyclic Aromatic Hydrocarbons (PAHs) are always degraded by means of co-metabolism. This study compared the degradation process of pyrene as sole source of carbon and energy and co-metabolic degradation process of pyrene. The degradation rate of pyrene after 25 days in the first process was 57%, while the degradation rate of pyrene in the co-metabolic processes were about 80%. The half-life of pyrene in the co-metabolic process was shorter than those in the processes without co-metabolism. Salicylic acid, phthalic acid, sodium succinate could serve as co-metabolic substrate to enhance the degradation rate of pyrene, and sodium succinate has the best effect. There was co-metabolic relationship between pyrene and phenanthrene which was a kind of low molecular weight PAHs, phenanthrene accelerated the degradation of pyrene, while naphthalene didn't. The principle of the co-metabolism and the optimal material used as co-metabolic substrate were demonstrated in this paper.
Environmental Pollution↗
The sequencing expression, purification, and steady-state kinetic analysis of quinolinate phosphoribosyl transferase from Escherichia coli.
The nadC gene from Escherichia coli was isolated and sequenced. The gene was then cloned into an expression vector and, following transformation, the resulting bacteria were able to produce quinolinate phosphoribosyl transferase as about 2% of the soluble protein. The enzyme was purified in five steps leading to a homogeneous preparation. The enzyme reaction shows an ordered binding mechanism where the magnesium ion complex of 5-phosphoribosyl-1-pyrophosphate binds first followed by quinolinic acid. The products are pyrophosphate CO2, and nicotinate mononucleotide. Product inhibition studies show that nicotinate mononucleotide is a competitive inhibitor with respect to 5-phosphoribosyl-1-pyrophosphate while pyrophosphate is noncompetitive with respect to both 5-phosphoribosyl-1-pyrophosphate and quinolinic acid. Phthalic acid and fructose-1,6-bisphosphate were used as dead-end inhibitors. Phthalate was competitive with respect to quinolinic acid but uncompetitive with respect to 5-phosphoribosyl-1-pyrophosphate. Fructose-1,6-bisphosphate was a competitive inhibitor with respect to 5-phosphoribosyl-1-pyrophosphate and noncompetitive with respect to quinolinic acid. The Km values for the substrates are 15.6 microM for 5-phosphoribosyl-1-pyrophosphate and 6.4 microM for quinolinic acid.
Amino Acid Sequence↗
Determination of free copper concentrations in natural waters by using supported liquid membrane extraction under equilibrium conditions.
A method is described for measurement of freely dissolved copper concentrations in natural water samples using supported liquid membrane (SLM) extraction under equilibrium conditions, a technique denoted "equilibrium sampling through membranes" (ESTM). For this purpose, 1,10-dibenzyl-1,10-diaza-18-crown-6 as neutral carrier and oleic acid were used in the membrane phase. The main variables optimised were the carrier used to form the metal complexes, the organic solvent used in the membrane, the countercation, pH, the ligand used in the acceptor phase, the extraction time, and the flow rate of the donor phase. After the optimisation process an enrichment factor of 18.5 was obtained. Equilibrium conditions were reached after extraction for 60 min if a flow rate of 1.0 mL min(-1) or greater was used. When different ligands such as humic acids, phthalic acid, and EDTA were added to the sample solution, and sample pH ranged from 6 to 8, the results obtained for freely dissolved copper concentrations were in a good agreement with results from speciation calculations performed with Visual Minteq V 2.30, Cheaqs V L20.1, and WinHumic V. The developed technique was applied to analysis of stream and leachate water.
Journal Article↗
Degradation of pyrene by Mycobacterium flavescens.
A strain of Mycobacterium flavescens was isolated from polluted sediments. It was capable of utilizing pyrene as a sole source of carbon and energy. When pyrene was supplied as a suspension at 50 micrograms/ml, the generation time was 9.6 h and the rate of pyrene utilization was 0.56 microgram ml-1 day-1. In addition to pyrene, the strain could mineralize phenanthrene (17.7%) and fluoranthene (17.9%), but failed to mineralize naphthalene, chrysene, anthracene, fluorene, acenaphthene and benzo[a]pyrene, as determined by recovery of radiolabeled CO2 in incubations conducted for 2 weeks under growth conditions. Metabolites produced during growth on pyrene were detected and characterized by HPLC and GC-MS. The product of initial ring oxidation, 4,5-dihydroxy-4,5-dihydropyrene was identified, as well as ring-fission products including 4-phenanthroic acid, phthalic acid, and 4,5-phenanthrenedioic acid.
Biodegradation, Environmental↗
Solvent extraction of organic molecules of exobiological interest for in situ analysis of the Martian soil.
A solid-liquid extraction method able to perform in situ extraction of organic compounds on Mars is proposed. The extraction efficiency of various organic solvents was tested and compared to that of water. The selected key compounds are molecules of exobiological interest: glycine, alanine, serine, glutamic acid, oxalic acid, benzoic acid, phthalic acid, isophthalic acid, terephthalic acid and 1,3,5-benzenetricarboxylic acid. Among the organic solvents, propanol gives the highest yield of extraction for all the targeted compounds except for benzoic acid. A mixture of propanol and ethyl acetate increases significantly the extraction yield of benzoic acid. The extraction time was considerably reduced (140 h to 15 min) by using sonication. The method is discussed for an easy automation with coupling to an in situ GC-MS space instrument.
Exobiology↗
Alternating voltage capillary electrochromatography.
A phenomenon was found whereby the application of an alternating voltage to a capillary column can vary the capacity factor of a sample solute. The alternating voltage-induced variation in the capacity factor was studied using an anion exchange mini-bed (a short capillary column 12 mm long). The capacity factor varied according to both the amplitude and frequency of an applied alternating voltage. The variation greatly depended on the kinds of sample solutes and packing materials. A new separation mode for capillary electrochromatography using an alternating voltage, that is, alternating voltage capillary electrochromatography (AV-CEC), was proposed as an application of this phenomenon to control the retention of a sample solute. The chromatographic behavior of three organic acids (benzoic acid, phthalic acid, and salicylic acid) was studied in AV-CEC using an anion exchange column.
Journal Article↗
Environmental remediation by an integrated microwave/UV illumination technique. 8. Fate of carboxylic acids, aldehydes, alkoxycarbonyl and phenolic substrates in a microwave radiation field in the presence of TiO2 particles under UV irradiation.
Thermal and nonthermal effects originating when a system is subjected to a microwave radiation field in the TiO2-photocatalyzed transformation of model substances containing various functional groups (e.g., benzoic acid, phthalic acid, o-formylbenzoic acid, phthalaldehyde, succinic acid, dimethyl phthalate, diethyl phthalate, and phenol) have been examined under simultaneous irradiation by ultraviolet (UV) and microwave (MW) radiations. Characteristics of the microwave effects and the fate of each substrate during the microwave-assisted photocatalytic process were monitored by UV absorption spectroscopy, HPLC methods, total organic carbon assays, and identification of intermediates using electrospray mass spectral techniques. Microwave thermal and nonthermal effects were delineated by comparing results from MW-generated internal heat versus conventional external heating, and at constant ambient temperature under a microwave field. Factors involved in the nonthermal component of the microwave radiation were inferred for the initial adsorption of the substrate and its subsequent degradation occurring on the surface of TiO2 particles. Microwave effects bear on the mechanism through which a model substrate undergoes oxidative degradation. A characteristic feature of these effects was briefly examined by considering the behavior of polar (dipole moments) substrates in a microwave radiation field.
Aldehydes↗
Determination of aromatic acids and nitrophenols in atmospheric aerosols by capillary electrophoresis.
A capillary zone electrophoresis method is developed for the determination of aromatic organic acids and nitrophenols in atmospheric aerosols. The procedure is based on sampling atmospheric particulate matter on quartz fiber filters and the extraction and analysis of the extracts by capillary electrophoresis. Separation conditions are optimized by varying the pH and acetonitrile content of the electrolyte buffer. Separations in a 20% acetonitrile-20 mM borate mixture (pH 9.9) are able to resolve all of the geometric isomers of hydroxybenzoic acid, phthalic acid, benzenetricarboxylic acid, and nitrophenol as well as 1,2,4,5-benzenetricarboxylic acid, m-toluic acid, and sulfosalicylic acid. A buffer consisting of 11% acetonitrile-20 mM borate (pH 9.9) is found to be most suitable for the analysis of atmospheric aerosol samples. Detection limits are in the order of 40 to 130 ng/mL. Intersample migration time reproducibility is generally better than 1.5%, with day-to-day variations under 3%. A general extraction scheme using diethyl ether-HCl in combination with a preconcentration step is developed. Recoveries of spiked standards range from 59% to 102%, with relative standard deviations ranging from 2% to 17% for five determinations. The method is applied towards the analysis of ambient aerosol samples as well as vehicle emission studies with promising results, thus showing it to be a potential complement to already existing methodology for the analysis of organic acids and nitrophenols in atmospheric aerosols.
Journal Article↗
The relative potencies of some substituted salicylic acids as metabolic stimulants in the intact rat.
The effects of eighteen substituted benzoic acids on the rate of oxygen consumption have been studied in rats. 2:3-Dihydroxybenzoic acid, phthalic acid and 6-methylsalicylic acid were, at the doses used, inactive; m- and p-hydroxybenzoic acid, 2:4-, 2:5-, 2:6-, 3:4-, and 3:5-dihydroxybenzoic acid, o-aminobenzoic acid, salicyluric acid, salicylamide and 5-aminosalicylic acid decreased the rate of oxygen consumption. Only salicylic acid and o-, m- and p-cresotic acid (3-, 4- and 5-methylsalicylic acid respectively) increased the rate of oxygen consumption. Molar potency ratios of the cresotic acids as metabolic stimulants relative to salicylic acid were determined; o-cresotic acid was the most powerful with a ratio of 2.61, m- and pcresotic acid had values of 1.78 and 1.89 respectively. Two possible explanations of the higher potencies of the cresotic acids were considered. No difference in the primary action of the drug was established by determining the effect on rate of oxygen consumption of a mixture of o-cresotic and salicylic acids. An alternative possibility was that the rates of detoxication and excretion of the cresotic acids differed among themselves and from salicylic acid. No such differences were found.
Animals↗
Identification of metabolites from the degradation of fluoranthene by Mycobacterium sp. strain PYR-1.
Mycobacterium sp. strain PYR-1, previously shown to extensively mineralize high-molecular-weight polycyclic aromatic hydrocarbons in pure culture and in sediments, degrades fluoranthene to 9-fluorenone-1-carboxylic acid. In this study, 10 other fluoranthene metabolites were isolated from ethyl acetate extracts of the culture medium by thin-layer and high-performance liquid chromatographic methods. On the basis of comparisons with authentic compounds by UV spectrophotometry and thin-layer chromatography as well as gas chromatography-mass spectral and proton nuclear magnetic resonance spectral analyses, the metabolites were identified as 8-hydroxy-7-methoxyfluoranthene, 9-hydroxyfluorene, 9-fluorenone, 1-acenaphthenone, 9-hydroxy-1-fluorenecarboxylic acid, phthalic acid, 2-carboxybenzaldehyde, benzoic acid, phenylacetic acid, and adipic acid. Authentic 9-hydroxyfluorene and 9-fluorenone were metabolized by Mycobacterium sp. strain PYR-1. A pathway for the catabolism of fluoranthene by Mycobacterium sp. strain PYR-1 is proposed.
Biodegradation, Environmental↗
[The effect of benzenecarboxylic acids--in particular mellitic acid--in in vitro biological system].
Influence of Benzenecarboxylic Acids, Particularly Mellitic Acid, on Biological in vitro Systems. In a first part of the present paper influences of mellitic acid and some other benzenecarboxylic acids on reduplication of Ehrlich ascites tumor cells cultured in vitro are reported. Mellitic acid in the concentration range between 1 and 5 mmol/l caused an increase, in concentrations of 10 mmol/l and above an inhibition of cell multiplication. Benzoic acid, phthalic acid, hemimellitic acid and pyromellitic acid showed in concentrations above 6 to 10 mmol/l inhibitory effects on cell multiplication. The second part reports studies on potential influences of mellitic acid on growth and mesenchymal metabolism of explanted murine fetal tibiae cultured in vitro for six days. Mellitic acid effected in concentrations between 0.5 and 15 mmol/l as compared with control cultures a concentration dependent inhibition of calcification and in concentrations above 2 mmol/l significant increases of the glycosaminoglycan content and growth of the explants, whereas DNA-, total protein- and hydroxyprolin content were not significantly influenced by concentrations up to 10 mmol/l.
Animals↗