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PubMed1999

Cytotoxic effect of methotrexate and its solvent on osteosarcoma cells in vitro.

Bone tumours may recur locally even after wide surgical excision and systemic chemotherapy. Local control of growth may be accomplished by the addition of cytostatic drugs such as methotrexate (MTX) to bone cement used to fill the defect after surgery and to stabilise the reconstructive prosthesis. We have studied the elution kinetics of MTX and its solvent N-methyl-pyrrolidone (NMP) from bone cement and their biological activities in five cell lines of osteosarcoma and in osteoblasts, and compared them with the effects of the parent compounds alone and in combination. Our findings show that MTX is released continuously over months at concentrations highly cytotoxic to osteosarcoma cells and suggest that the impregnated bone cement would be effective in the long term. Proliferating osteoblasts, however, were much less sensitive towards MTX. The dose-response relationship for NMP and experiments with MTX/NMP-mixtures show that the eluted concentrations of solvent are not toxic and do not influence the effects of MTX. We suggest that bone cement containing MTX dissolved in NMP releases the drug in a suitable and effective way and may be of value in the treatment of bone tumours.

Antimetabolites, Antineoplastic↗
PubMed2005

Holographic chemical vapor sensor.

A holographic interferometer senses vapor-induced optical path length changes in polymer or other chemically sensitive films. The interferometer is inherently sensitive to changes in chemical vapor content, self-compensates for drifts, and accommodates a large array of sensor elements. A sniff-locked-loop synchronous detection method takes advantage of the interferometer's rapid response to achieve vapor concentration sensitivity in the parts-per-billion (ppb, parts in 10(9)) range. We demonstrate, for example, 40 ppb sensitivity to ethyl alcohol using poly(N-vinyl pyrrolidone) with a measurement time of 5 s.

Equipment Design↗
PubMed2003

Interaction between a capacitor electrolyte and gamma-aluminum oxide studied by Fourier transform infrared spectroscopy.

The interaction between y-aluminum oxide and an ethylene glycol (EG) based capacitor electrolyte was investigated by Fourier transform infrared (FT-IR) spectroscopy. It was found that only a few ingredients of the electrolyte react with the oxide (azelaic acid, poly(1-vinyl-2-pyrrolidone) (PVP), and phosphoric acid); the others act as pH or conductivity buffers (boric acid, ammonia, and water). The adsorption of azelaic acid and PVP from the electrolyte was studied as a function of temperature, pH, and time, and the result was compared to the adsorption from model solutions of simpler composition. The influence of other components such as phosphoric acid both in the electrolyte and on the aluminum oxide was also investigated, as was the presence of water. At low pH and high temperature (T > or = 105 degrees C) the acid formed an ester with EG and this product adsorbed on the oxide surface. The PVP was attached to the adsorbed azelaic acid by hydrophobic interaction, which is pH independent. Ester formation was found to be catalyzed by other electrolyte ingredients like boric acid. At high pH, surface adsorption of azelaic acid occurs through a deprotonated species, which is mainly coordinated through outer-sphere complexation. At high temperature or after a long equilibration time, the surface of the alumina changed, resulting in less adsorption of the organic substances, independent of pH. This change is due to a selective adsorption of phosphate species from the electrolyte, which block active surface sites.

Adsorption↗
PubMed1999

Lipase immobilized on poly(VP-co-HEMA) hydrogel for esterification reaction.

Lipase from Candida rugosa was immobilized by entrapment on poly(N-vinyl- 2-pyrrolidone-co-2-hydroxyethyl methacrylate) (poly[VP-co-HEMA]) hydrogel, and divinylbenzene was the crosslinking agent. The immobilized enzymes were used in the esterification reaction of oleic acid and butanol in hexane. The activities of the immobilized enzymes and the leaching ability of the enzyme from the support with respect to the different compositions of the hydrogels were investigated. The thermal, solvent, and storage stability of the immobilized lipases was also determined. Increasing the percentage of composition of VP from 0 to 90, which corresponds to the increase in the hydrophilicity of the hydrogels, increased the activity of the immobilized enzyme. Lipase immobilized on VP(%):HEMA(%) 90:10 exhibited the highest activity. Lipase immobilized on VP(%):HEMA(%) 50:50 showed the highest thermal, solvent, storage, and operational stability compared to lipase immobilized on other compositions of hydrogels as well as the native lipase.

Journal Article↗
PubMedDate not supplied

Peroxidase-polyphenol oxidase association in Dioscorea esculenta.

A crude enzyme extract from Dioscorea esculenta var. fasiculata tissue subjected to ion exchange chromatography on DEAE-Sephadex A-50 column. This procedure resolved the extract into two main protein peaks one of which eluted through the column relatively unbound while the other protein peak which remained bound to the column was eluted with 1.0 M NaCl. Both protein peaks contained polyphenol oxidase (PPO) and peroxidase (POD) activities. The non-binding protein peak was resolved by gel filtration on Sephadex G-200 into distinct PPO and POD activities and by virtue of their apparent molecular weights of 95.5 Kd and 38.0 Kd for PPO and POD respectively were determined to be the typical enzymes. The PPO activity was completely inhibited invitro by 5 mM polyvinyl pyrrolidone (PVP). The binding protein peak was not resolved by gel filtration. It contained PPO activity which was not inhibited by PVP and a POD activity which was completely inhibited by dithiothreitol (DTT) This ionic protein peak contained 60% of total POD in the tissue, has an apparent molecular weight of 56 Kd and is suggested to be a strongly anionic peroxidase which also exhibits polyphenol oxidase activity.

Catechol Oxidase↗
PubMedDate not supplied

Identification of odoriferous compounds from adults of a swallowtail butterfly, Papilio machaon (Lepidoptera: Papilionidae).

Adults, particularly males, of a papilionid butterfly, Papilio machaon hippocrates, emit a fairly strong scent perceivable by humans. We have identified a variety of volatile compounds (hydrocarbons, alcohols, aldehydes, ketones, esters, and so on) from the wings and bodies of both sexes of the butterfly. Male wings secreted n-dodecane, linalool and geranylacetone as major components together with small amounts of camphene, limonene, p-cymene, 2-phenylethanol, n-hexanal, n-decanal, isoamyl acetate, p-allylanisole, 2-pyrrolidone and other characteristic volatiles. The overall profile of volatile compounds detected from male body was quite different from that of the wings. Male body was devoid of camphene, 2-phenylethanol, n-hexanal but instead contained limonene, acetoin, a sesquiterpene hydrocarbon (C15H24, methyl n-octanoate, (E,E)-hepta-2,4-dienal, and another isomer of heptadienal as principal components, of which the last four compounds were specific to the body. All these substances seem to concurrently characterize the male odor. The chemical patterns of compounds found from female wings and body were essentially the same in quality as those of male wings and body, respectively, although their quantities in females were generally smaller than in males. Females, however, had a larger amount of acetamide than males. The chemical compositions of volatiles from the fore and hind wings of males were not greatly different from each other, and every component was considered to be present on all parts of the wings. This suggests that the scent-producing organs or scent-emitting pores are widely distributed on the whole wings. EAG responses of both sexes to 12 selected compounds identified from the butterfly were not strong at a dose of 1 microg, while both sexes showed relatively stronger responses to n-nonanal, methyl n-octanoate, D-limonene and linalool at a higher dose (10 microg). Although sexual difference in EAG response was not prominent, females appeared a little more sensitive, and n-nonanal and acetoin evoked significantly higher responses from females at 1 microg.

Acetamides↗
PubMed2003

Singlet oxygen-mediated hydroxyl radical production in the presence of phenols: whether DMPO-*OH formation really indicates production of *OH?

The reaction of singlet oxygen (1O2) generated by ultraviolet-A (UVA)-visible light (lambda > 330 nm) irradiation of air-saturated solutions of hematoporphyrin with phenolic compounds in the presence of a spin trap, 5,5-dimethyl-1-pyrroline-N-oxide (DMPO), gave an electron spin resonance (ESR) spectrum characteristic of the DMPO-hydroxyl radical spin adduct (DMPO-*OH). In contrast, the ESR signal of 5,5-dimethyl-2-pyrrolidone-N-oxyl, an oxidative product of DMPO, was observed in the absence of phenolic compounds. The ESR signal of DMPO-*OH decreased in the presence of either a *OH scavenger or a quencher of *O2 and under anaerobic conditions, whereas it increased depending on the concentration of DMPO. These results indicate both 1O2- and DMPO-mediated formation of free *OH during the reaction. When DMPO was replaced with 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide (DEPMPO), no DEPMPO adduct of oxygen radical species was obtained. This suggests that 1O2, as an oxidizing agent, reacts little with DEPMPO, in which a strong electron-withdrawing phosphoryl group increases the oxidation potential of DEPMPO compared with DMPO. A linear correlation between the amounts of DMPO-*OH generated and the oxidation potentials of phenolic compounds was observed, suggesting that the electron-donating properties of phenolic compounds contribute to the appearance of *OH. These observations indicate that 1O2 reacts first with DMPO, and the resulting DMPO-1O2 intermediate is immediately decomposed/reduced to give *OH. Phenolic compounds would participate in this reaction as electron donors but would not contribute to the direct conversion of 1O2 to *OH. Furthermore, DEPMPO did not cause the spin-trapping agent-mediated generation of *OH like DMPO did.

Journal Article↗
PubMed1987

Comparison of the feedback effect of magnesium and calcium on parathyroid hormone secretion in man.

Administration of high doses of magnesium is known to produce a decrease in parathyroid hormone (PTH) secretion in human patients but the effect of magnesium on the secretion of PTH in healthy man is not known. We have looked at the effect of a relatively moderate i.v. dose of magnesium (7.08 mmol) in seven healthy men. In addition and for comparison the effect of calcium (4.25 mmol) was studied. Two magnesium salts were considered, magnesium sulphate (MgSO4) and magnesium pyrrolidone carboxylate (MgPC). Four i.v. injections were given at 08.00 h (MgPC, NaCl (control), MgSO4 and Ca gluconate), with an interval of 1 week between each injection. Whatever the magnesium salt the variations in plasma concentrations of magnesium were the same whereas no change in erythrocyte magnesium was observed. Plasma concentration of C-terminal PTH did not show significant variations after MgPC or saline injection. Both MgSO4 and Ca gluconate produced a statistically significant 30% decrease in plasma PTH levels 45 min after the injection. The effect was more sustained with calcium (2 h) than with magnesium (45 min). The urinary excretion of magnesium was significantly higher after injection of MgSO4 than after MgPC. These results suggest that magnesium was, on a molar basis, less potent than calcium in regulating PTH secretion in vivo, that the nature of the magnesium salt used must be kept in mind for the interpretation of the effect of magnesium on PTH secretion in vivo and that the decrease in plasma PTH can partly explain the larger urinary excretion of magnesium after MgSO4 than after MgPC.

Adult↗
PubMed2002

Reactive oxygen species alter gene expression in podocytes: induction of granulocyte macrophage-colony-stimulating factor.

It has been suggested that reactive oxygen radicals (ROS) play a crucial role in the pathogenesis of proteinuria and podocyte injury. It was investigated whether changes in gene expression might account for ROS-induced podocyte dysfunction. Differentiated podocytes were incubated with control media or with exogenous ROS from the xanthine/xanthine-oxidase reaction for 4 h. A PCR-based suppressive subtractive hybridization assay was applied to isolate and clone mRNAs that were differentially expressed by exogenous ROS. One differentially expressed clone was identified as the proinflammatory cytokine granulocyte macrophage-colony-stimulating factor (GM-CSF). Regulation of GM-CSF in podocytes was further studied by Northern analysis and enzyme-linked immunosorbent assay. Exogenous ROS caused a concentration-dependent, >10-fold induction of GM-CSF mRNA after 4 h. A >50-fold increase in GM-CSF protein release in podocytes that had been stimulated with ROS could be detected. Induction of GM-CSF protein was inhibited by actinomycin D, which indicated that increased mRNA transcription was involved. The ROS scavengers dimethyl-thio-urea and pyrrolidone-dithio-carbamate strongly inhibited increased GM-CSF production induced by ROS. GM-CSF release was also induced when internal ROS production was triggered with NADH, whereas H2O2 had only a small effect. GM-CSF release by podocytes was also stimulated by lipopolysaccharide (LPS), interleukin-1 (IL-1), and phorbolester (PMA). Dimethyl-thio-urea significantly inhibited the LPS-, IL-1-, and PMA-induced GM-CSF production. Activation of the transcription factor nuclear factor-kappaB (NF-kappaB) but not activator protein-1 was involved in the upregulation of ROS-induced GM-CSF production. The data indicate that GM-CSF is differentially expressed by ROS in podocytes. ROS also partially mediate the effects of PMA and IL-1 on podocyte GM-CSF production. Because GM-CSF can enhance glomerular inflammation and induces mesangial proliferation, these data might provide further insight into the mechanisms of ROS-induced glomerular injury.

Animals↗
PubMed1982

Deformability and osmotic fragility of phenylhydrazine-injected rat erythrocytes fractionated by Percoll density-gradients.

Red blood cells (RBCs) from phenylhydrazine-injected rats were separated according to their specific densities by centrifugation on a polyvinyl-pyrrolidone-coated colloidal silica matrix (Percoll). The deformability and osmotic fragility of fractionated RBCs were measured by ektacytometer and coil planet centrifuge, respectively. Immature reticulocytes, the least dense RBC subpopulation, were less deformable and osmotically more resistant than normal RBCs. Heinz-body containing RBC, the most dense subpopulation, showed reduced deformability and increased osmotic fragility. These findings suggest that young reticulocytes have increased membrane stiffness and the Heinz-body containing RBCs have an extremely rigid membrane.

Anemia↗
PubMedDate not supplied

Immunological properties of allergen chemically modified with synthetic copolymer of N-vinylpyrrolidone and maleic anhydride.

Several conjugates of model allergen ovalbumin (OA) and the copolymer of N-vinyl pyrrolidone and maleic anhydride (VMA) modified with epsilon-aminocaproic acid (Acp) were prepared in different OA/Acp-VMA ratios. All conjugates were separated by ultrafiltration and analyzed by HPLC. Their compositions were determined by amino acid analysis and UV spectrometry. To detect immunogenicity, all conjugates were injected intraperitoneally into (CBAxC57BL/6)F1 mice three times in 3-week intervals in OA doses equivalent to 0.5, 10, and 100 micrograms/mouse. Only the conjugate containing 20%OA (OA(20%)-Acp-VMA) did not induce significant quantities of anti-OA IgE, but did induce anti-OA IgG antibodies in dose-dependent manner comparable to that of unmodified OA. Mixtures of OA and Acp-VMA or OA modified only with VMA without Acp activation with Acp induced dose-dependent anti-OA IgE and IgG antibody formation comparable to that of OA. Using passive cutaneous anaphylaxis, RAST inhibition and leukocyte histamine release, a significant reduction of allergenicity was noted using OA(20%)-Acp-VMA. This conjugate stimulated activation of the OA-specific T-cell hybrid 3DO-548 comparable to that of unconjugated OA. During experimental allergen-specific hyposensitization with OA(20%)-Acp-VMA, suppression of anti-OA IgE response and elevation of anti-OA IgG responses were noted when compared with unmodified OA. Selective blockade of B-cell epitopes of allergen may occur using the carrier Acp-VMA to reduce allergenicity while not affecting T-cell epitopes, thereby preserving immunogenicity. This approach of chemical modification of allergen suggests new opportunities in the creation of preparations for allergen-specific immunotherapy.

Allergens↗
PubMed1989

Effects of monensin and pH on the production and utilization of pyro-glutamate, a novel product of ruminal glutamine deamination.

Pure cultures of monensin-sensitive ruminal bacteria were involved in both the production and utilization of pyro-glutamate (pyrrolidone carboxylic acid), a novel product of glutamine fermentation, but the effect of monensin on pyro-glutamate accumulation in mixed cultures had not been assessed. Mixed ruminal bacteria (n = 3) fermented glutamine (40 mM) at a rapid rate (63 nmol/[mg protein-min]) and there was a transient increase in pyro-glutamate (3 mM). Monensin (5 ppm) decreased the rate of glutamine fermentation 70% and greatly enhanced the conversion of glutamine to pyro-glutamate (50 vs 7%). Glutamate was fermented at nearly the same rate as glutamine, and monensin eliminated glutamate fermentation. Glutamate was never converted to pyro-glutamate. Trypticase, a pancreatic digest of casein, contained pyro-glutamate, and a significant fraction (30%) of its N was never converted to ammonia. Pyro-glutamate utilization was reduced by monensin and low pH (less than 6.0). Based on these in vitro observations, pyro-glutamate could be a significant end-product of glutamine degradation when animals are fed monensin.

Animals↗
PubMed1983

Morphology of the pancreatic ductal epithelium after traumatization of the papilla of Vater or endoscopic retrograde pancreatography with various contrast media in cats.

The epithelium of the pancreatic duct in cats was examined histologically, in the scanning electron and in the transmission electron microscope, after traumatization of the papilla of Vater or after pancreatography (ERP) with various contrast media. Ten minutes after traumatizing the papilla by repeated cannulation, we found lesions of the surface membrane of the epithelial cells. After ERP with the contrast media metrizamide and sodium meglumine ioxaglate, in the acute experiments, the least damage was observed when the low-osmolar, non-ionic metrizamide was used. In our chronic experiments the epithelial changes did not correlate with the contrast medium used. The degree of papillary stenoses and, probably, the initial injection pressure are more important. A mixture of the antiseptic polyvinyl pyrrolidone iodine to the contrast medium, which would prevent a bacterial contamination of the pancreatic duct after ERP, is morphologically justifiable but entails a risk of latent hyperthyroidism. Parenchymography with this mixture damaged the epithelium more than pancreatography.

Ampulla of Vater↗
PubMed1976

The metabolic fate of the coronary vasodilator 4-(3,4,5-Trimethoxycinnamoyl)-1-(N-pyrrolidinocarbonylmethyl)piperazine (cinepazide) in the rat, dog and man.

1. An oral dose of the coronary vasodilator 4-(3,4,5-trimethoxy[14C]cinnamoyl)-1-(N-pyrrolidinocarbonylmethyl)piperazine was well absorbed and more than 60% of the dose was excreted within 24 h. In 5 days, rats, dogs, and man excreted in the urine and faeces respectively 36.7% and 58.3%, 33.4% and 68.6%, and 61.3% and 38.1% dose. Faecal radioactivity was probably excreted via the bile. 2. Plasma concentrations of radioactivity reached a maximum within about 1 h in all three species and declined fairly rapidly (t0.5 less than 3 h). For several hours, more than 50% of the plasma radioactivity was due to unchanged drug. After correction for dose and body weight (normalization), peak plasma concentrations of unchanged drug in man, rat and dog were in the approximate ratio 100 :30:1. 3. Similar metabolites were excreted by the three species, but the relative proportions differed. Rats and man excreted 17.2% and 15.9% respectively as unchanged drug in the urine whereas dogs excreted only 3.6%. Rat bile and urine contained 4.3% and 9.8% dose respectively as glucuronides of the mono-O-demethylated compounds and dog and human urine contained 9.0% and 2.6% respectively of these metabolites. The corresponding pyrrolidone accounted for 2.5%, 5.5% and 5.1% respectively in rat, dog and human urine. Complete O-demethylation also occurred since 4-(3,4,5-trihydroxycinnamoyl)-1-(N-pyrrolidinocarbonylmethyl)piperazine was present in rat faeces (22.1% dose).

Animals↗
PubMed1993

Biotransformation of the antidepressant D,L-rolipram. II. Metabolite patterns in man, rat, rabbit, rhesus and cynomolgus monkey.

1. The metabolism of D,L-rolipram in man was studied by comparison of h.p.l.c. radiochromatograms of plasma and urine obtained at various times following oral and/or s.c. administration to man, rat, rabbit, and rhesus and cynomolgus monkey. 2. Seven metabolites isolated previously from man, rat, and rhesus monkey urine by preparative h.p.l.c. and identified by mass spectrometry and n.m.r. analysis were used for metabolite identification. 3. In plasma, 3-5 metabolites were found in addition to the unchanged drug. In urine, which was the main excretion route for rolipram metabolites, > 10 metabolites were detected but not the parent compound. 4. Between 40 and 70% of the compounds eliminated renally, were identified by reference to isolated metabolites. 5. Biotransformation proceeded by ether cleavage at the methoxy and pentyloxy groups, and by hydroxylation in positions 2 or 3 of the pentyloxy ring followed by sulphation. 6. In man, not in the other species studied, the 5-position of the pyrrolidone ring was also hydroxylated. This compound cross-reacted with the antibody raised against rolipram which was used formerly for the determination of rolipram in biological fluids.

Animals↗
PubMed1994

N-hydroxymethylnorcotinine, a new primary in vitro metabolite of cotinine.

1. N-Hydroxymethylnorcotinine; 5-(3'-pyridyl)-1-hydroxymethyl-pyrrolidone-2, was found as a new primary metabolite of cotinine in vitro. 2. N-Hydroxymethylnorcotinine was synthesized and characterized by gas chromatography-mass spectrometry, mass spectra, nuclear magnetic resonance and ultraviolet spectroscopy. 3. This new metabolite is formed by incubation of cotinine with hamster hepatic microsomes in the presence of NADPH and oxygen.

Animals↗
PubMed1995

Metabolism of a novel antiarrhythmic agent, bidisomide, in man: use of high resolution mass spectrometry to distinguish desisopropyl bidisomide from desacetyl bidisomide.

1. Metabolism of bidisomide, a novel antiarrhythmic agent, was studied in man, and was not extensive as evidenced by the fact that approximately 60 and 70% of the radioactive doses were recovered as the parent drug after i.v. and oral administration respectively. 2. The mass spectra of bidisomide metabolites indicate that the two major metabolic pathways of bidisomide were hydroxylation of the piperidine ring and N-dealkylation. The latter occurred on the side chain containing the piperidine ring or the isopropyl group. The N-dealkylated metabolite on the side chain containing the piperidine ring was cyclized to result in a pyrrolidone metabolite. 3. The N-dealkylated metabolite, desisopropyl bidisomide, was identified by comparing its high resolution mass spectrum to that of authentic desacetyl bidisomide. 4. In the hydroxylation pathway, both mono- and dihydroxylated metabolites of the piperidine ring were observed. The exact location of the hydroxyl groups on the piperidine ring was not determined.

Administration, Oral↗
PubMedDate not supplied

Tantalum loaded silicone microspheres as particulate emboli.

Chloroform solutions of medical grade silicone resin were cured in an aqueous dispersion medium containing poly(vinyl alcohol) (PVA) as the drop stabilizer at 40-60 degrees C to generate smooth, spherical, elastic microspheres. The microspheres were encapsulated with tantalum powder to render them radiopaque. Tantalum loaded microspheres having diameter more than 1.00 mm could be prepared by this technique. Incorporation of radiopaques such as barium sulphate and methyl iothalamate resulted in the instability of the suspension giving rise to an agglomerated product. Microspheres were grafted with hydrophilic monomers such as 2-hydroxyethyl methacrylate (HEMA) and N-vinyl pyrrolidone (NVP) using ionizing radiation from a 60Co source in an effort to make their surfaces hydrophilic. While the graft yield was very little when HEMA alone was used for grafting, a combination of HEMA/NVP in a 1:1 ratio produced better graft yields resulting in improved surface hydrophilicity. The tantalum loaded microspheres were found to be very resistant to surface modification. Microspheres could be dispersed in water with the aid of small quantities of surfactants such as Tween 20. These microspheres may find use in particulate embolization.

Chemical Phenomena↗