Chemico-Biological Interactions

article

Different metabolic pathways of 2,5-difluoronitrobenzene and 2,5-difluoroaminobenzene compared to molecular orbital substrate characteristics

Ivonne M.C.M. Rietjens, Nicole H.P. Cnubben, Marjon van Haandel, Bozena Tyrakowska, more

Chemico-Biological Interactions > 1995 > 94 > 1 > 49-72

The in vivo metabolite patterns of 2,5-difluoroaminobenzene and of its nitrobenzene analogue, 2,5-difluoronitrobenzene, were determined using ¹ ⁹ F NMR analysis of urine samples. Results obtained demonstrate significant differences between the biotransformation patterns of these two analogues. For the aminobenzene, cytochrome P450 catalysed aromatic hydroxylation presents the main metabolic...

article

Desferal prevents against cell lysis induced by hydrogen peroxide to hypoxic hepatocytes: a role for free iron in hypoxia-mediated cellular injury

V. Lefebvre, P. Buc-Calderon

Chemico-Biological Interactions > 1995 > 94 > 1 > 37-48

Isolated hepatocytes incubated under hypoxic conditions were more sensitive to H ₂ O ₂ -mediated injury as compared to cells kept under aerobic conditions, but only for the highest H ₂ O ₂ concentration tested (8 mM). At lower concentrations (2 and 4 mM) cells were still able to detoxify H ₂ O ₂ even under hypoxic conditions. Reoxygenation of hypoxic...

article

DNA strand breaking by the carbon-centered radical generated from 4-(hydroxymethyl) benzenediazonium salt, a carcinogen in mushroom Agaricus bisporus

Kazuyuki Hiramoto, Masae Kaku, Tetsuta Kato, Kiyomi Kikugawa

Chemico-Biological Interactions > 1995 > 94 > 1 > 21-36

4-(Hydroxymethyl)benzenediazonium salt (HMBD), a carcinogen in mushroom Agaricus bisporus, was found to generate a carbon-centered radical, 4-(hydroxymethyl)phenyl radical, during incubation at pH 7.4 and 37°C, when estimated by Electron Spin Resonance (ESR) spin-trapping technique using 5,5-dimethyl-1-pyrroline N-oxide (DMPO), N-tert-butylphenyl-α-nitrone (PBN) and 3,5-dibromo-4-nitrosobenze sulfonate...

article

Studies on the effect of sulfite on benzo[a]pyrene-7,8-dihydrodiol activation to reactive intermediates in human polymorphonuclear leukocytes

Despina Constantin, Kalika Mehrotra, Alf Wallin, Peter Moldéus, more

Chemico-Biological Interactions > 1995 > 94 > 1 > 73-82

Sodium sulfite, a hydrolysis product of the environmental pollutant sulfur dioxide increased the activation of (-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene (BP-7,8-diol) to the (+)-anti-enantiomer of trans-7,8-dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE) in phorbol myristate acetate (PMA)-stimulated human polymorphonuclear leukocytes (PMNs). This effect was potentiated in the...

article

Extrahepatic bioactivation of aflatoxin B ₁ in fetal, infant and adult rats

Pia Larsson, Hans Tjälve

Chemico-Biological Interactions > 1995 > 94 > 1 > 1-19

Whole-body autoradiography of ³ H-labelled aflatoxin B ₁ ( ³ H-AFB ₁ ) in female non-pregnant adult and infant Sprague-Dawley rats showed retention of tissue-bound radioactivity, in addition to the liver, in the mucosa and some glands in the nose, and in the mucosa of the nasopharynx, trachea, bronchioles, colon and caecum. The extrahepatic binding was most pronounced...

article

Erratum to Could oxidative stress initiate programmed cell death in HIV infection? A role for plant derived metabolites having synergistic antioxidant activity [Chem.-Biol. Interact. 91 (1994) 187-197]

Howard C. Greenspan, Okezie Arouma

Chemico-Biological Interactions > 1995 > 94 > 2 > 165

article

Comparison of expression of aldehyde dehydrogenase 3 and CYP1A1 in dominant and recessive aryl hydrocarbon hydroxylase-deficient mutant mouse hepatoma cells

Merja K. Korkalainen, A. Riitta Törrönen, Sirpa O. Kärenlampi

Chemico-Biological Interactions > 1995 > 94 > 2 > 121-134

The mouse hepatoma cell line Hepa-1 is inducible by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) for both CYP1A1 (aryl hydrocarbon hydroxylase, AHH) and class 3 aldehyde dehydrogenase (ALDH3) enzymes. To test the hypothesis of a common regulatory mechanism, several AHH deficient mutants of Hepa-1 were studied for their ALDH3 activities and specific mRNA levels before and after TCDD treatment. The...

article

Effects of N-acetylcysteine stereoisomers on oxygen-induced lung injury in rats

Bengt Särnstrand, Anders Tunek, Karin Sjödin, Anders Hallberg

Chemico-Biological Interactions > 1995 > 94 > 2 > 157-164

The effects of the stereoisomers of N-acetylcysteine (l-NAC and d-NAC) on oxygen-induced lung oedema have been studied in rats. The NAC-isomers were given by an osmotic minipump in order to attain continuous administration, either intravenously or intragastrically. In some experiments, plasma concentrations of NAC, cysteine and glutathione (total concentrations, i.e., concentrations obtained after...

article

Oxidative modification of DNA bases in rat liver and lung during chemical carcinogenesis and aging

Ying-Jan Wang, Yuan-Soon Ho, Ming-Jiang Lo, Jen-kun Lin

Chemico-Biological Interactions > 1995 > 94 > 2 > 135-145

The extent of DNA modification in cancerous rat liver and lung tissues was investigated and compared to their respective normal tissues. Liver tumors were induced by 2-fluorenylacetamide (2-FAA) or N-nitroso-N-2-fluorenylacetamide (N-NO-2-FAA), and lung tumors were induced by sodium nitrite plus trimethylamine. In the DNA samples isolated from these tissues, two pyrimidine-derived and four purine-derived...

article

ESR evidence for the generation of reactive oxygen species from the copper-mediated oxidation of the benzene metabolite, hydroquinone: role in DNA damage

Yunbo Li, Periannan Kuppusamy, Jay L. Zweier, Michael A. Trush

Chemico-Biological Interactions > 1995 > 94 > 2 > 101-120

In previous studies, we observed that Cu(II) strongly induces the oxidation of hydroquinone (HQ), producing benzoquinone and H ₂ O ₂ through a Cu(II)/Cu(I) redox cycle mechanism. The oxidation of HQ by Cu(II) also results in plasmid DNA cleavage. In this study, using ESR spectroscopy we have investigated whether this chemical-metal redox system can generate reactive oxygen species...

article

Effects of N,N -bisdimethyl-1,2-ethanediamine dichloride, a double-chain surfactant, on membrane-related functions in human erythrocytes

Andrzej Fogt, Henry Hägerstrand, Boris Isomaa

Chemico-Biological Interactions > 1995 > 94 > 2 > 147-155

The effects of N,N -bisdimethyl-1,2-ethanediamine dichloride (dioctyldiQAS), a double chain surfactant with two positive charges in the polar head, on the erythrocyte membrane were studied. At sublytic concentrations dioctyldiQAS protected erythrocytes against hypotonic hemolysis, induced the formation of sphero-echinocytes, increased passive fluxes of potassium through the membrane, decreased the...

article

(Z)-3-(4-Bromophenyl)-3-(3-pyridyl)allylamine as substrate for studies of myeloperoxidase activity

Sven Lindvall, Gunilla Rydell, Lars Johansson, Björn E. Svensson, more

Chemico-Biological Interactions > 1995 > 94 > 2 > 83-99

(Z)-3-(4-Bromophenyl)-3-(3-pyridyl)allylamine (CPP 200) is transformed to the corresponding chloroimine by hypochlorite ion (ClO ^- ) formed in the presence of myeloperoxidase. A scheme for this transformation is given. The influence of various compounds on this process has been studied. Cysteamine, cysteine and 6-chloro-3-hydrazino-pyridazine inhibited the transformation of CPP 200, while...

article

Erratum to Selenium in the maintenance and therapy of HIV-infected patients [Chem.-Biol. Interact. 91 (1994) 199-205]

Gerhard N. Schrauzer, Juliane Sacher

Chemico-Biological Interactions > 1995 > 94 > 2 > 167

article

Mitomycin C-induced distortions of DNA at minor alkylation sites

Béatrice Jollès, Alain Laigle

Chemico-Biological Interactions > 1995 > 94 > 3 > 215-224

Reductively-activated mitomycin C (MC) presents a high specificity to the 5 -CG site and to a lesser extent the 5 -GG site. However, its affinity is different for each 5 -CG site. This was evidenced by using the 3 -5 exonuclease activity of T ₄ DNA polymerase on a short DNA fragment exposed to MC, which was gradually activated by several Na ₂ S ₂ O ₄ additions...

article

Metabolic activation of the olfactory toxicant, dichlobenil, in rat olfactory microsomes: comparative studies with p-nitrophenol

Catarina Eriksson, Eva B. Brittebo

Chemico-Biological Interactions > 1995 > 94 > 3 > 183-196

The tissue-specific toxicity of the herbicide, dichlobenil (2,6-dichlorobenzonitrile), in the olfactory mucosa is related to a cytochrome P450 (P450)-dependent metabolism, depletion of glutathione and covalent binding of metabolites. Pretreatment of mice with diethyldithiocarbamate (DEDTC) protected against the dichlobenil-induced necrosis. Addition of DEDTC abolished the covalent binding of [ ...

article

P450 enzyme CYP2B catalyzes the detoxification of diisopropyl fluorophosphate

Mariitta Laaksonen, Eila Kaliste-Korhonen, Sirpa Kärenlampi, Osmo Hänninen

Chemico-Biological Interactions > 1995 > 94 > 3 > 197-213

Phenobarbital and some other enzyme-inducers are known to reduce organophosphate toxicity. One suggested mechanism is the induction of liver cytochrome P450 enzymes catalyzing monooxygenation reactions. The aim of the present study was to elucidate the cytochrome P450 subfamily, or P450 isoenzyme(s), participating in the detoxification of diisopropyl fluorophosphate (DFP) in the rat. DFP resulted...

article

Some basic properties of ascorbate-dependent antioxidative-defence factors from rat liver cytosol

Vasily D. Antonenkov, Helmut Sies

Chemico-Biological Interactions > 1995 > 94 > 3 > 169-181

Properties of the ascorbate-dependent antioxidative-defence factors from rat liver cytosol (Antonenkov and Sies, 1992, Biol. Chem. Hoppe-Seyler 373, 1111-1116) were investigated. The factors are assayed by their capacity to inhibit Fe/ADP-ascorbate (nonenzymatic) lipid peroxidation. Ammonium sulfate fractionation and gel-filtration of the dialysed cytosol on Sephadex G-200 or Sephacryl S-400 led...

article

Junctional sites of erythrocyte skeletal proteins are specific targets of tert-butylhydroperoxide oxidative damage

Patrizia Caprari, Argante Bozzi, Walter Malorni, Alessandra Bottini, more

Chemico-Biological Interactions > 1995 > 94 > 3 > 243-258

The oxidative denaturation of the erythrocyte membrane, which is considered a major cause of the haemolytic process, was evaluated upon in vitro oxidative stress with tert-butylhydroperoxide. Biochemical and ultrastructural analyses were performed to point out the effect of this substance on the skeletal network, which is mainly responsible for red cell shape and viability. Moreover, cell morphology...

article

Accumulation of metallothionein and its multiple forms by zinc, cadmium and dexamethasone in human peripheral T and B lymphocytes and monocytes

O.J. Mesna, I.-L. Steffensen, H. Hjertholm, R.A. Andersen

Chemico-Biological Interactions > 1995 > 94 > 3 > 225-242

Metallothionein (MT) is produced at high rates in isolated monocytes, and T and B lymphocytes during induction in vitro. At optimal concentrations, 125 μM for Zn and 10 μM for Cd and dexamethasone (dex), MT was demonstrated after only 2 h in some cases, and in all cell types substantial levels were measured after 1 day of exposure to all three inductors. With Cd, lower amounts of MT were found,...

article

Comparison of the sequence selectivity of the DNA-alkylating pluramycin antitumour antibiotics DC92-B and hedamycin

A.S. Prakash, Anthony G. Moore, Vincent Murray, Christina Matias, more

Chemico-Biological Interactions > 1995 > 95 > 1-2 > 17-28

The sequence selectivity of DNA alkylation by the recently isolated pluramycin antitumour antibiotic DC92-B has been investigated using two methods: a piperidine-induced strand-breaking procedure and a Taq DNA polymerase/linear amplification method. These techniques reveal that guanines are the most reactive sites for alkylation and that the level of adduct formation at these sites is clearly sequence...

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Chemico-Biological Interactions

Different metabolic pathways of 2,5-difluoronitrobenzene and 2,5-difluoroaminobenzene compared to molecular orbital substrate characteristics

Desferal prevents against cell lysis induced by hydrogen peroxide to hypoxic hepatocytes: a role for free iron in hypoxia-mediated cellular injury

DNA strand breaking by the carbon-centered radical generated from 4-(hydroxymethyl) benzenediazonium salt, a carcinogen in mushroom Agaricus bisporus

Studies on the effect of sulfite on benzo[a]pyrene-7,8-dihydrodiol activation to reactive intermediates in human polymorphonuclear leukocytes

Extrahepatic bioactivation of aflatoxin B ₁ in fetal, infant and adult rats

Erratum to Could oxidative stress initiate programmed cell death in HIV infection? A role for plant derived metabolites having synergistic antioxidant activity [Chem.-Biol. Interact. 91 (1994) 187-197]

Comparison of expression of aldehyde dehydrogenase 3 and CYP1A1 in dominant and recessive aryl hydrocarbon hydroxylase-deficient mutant mouse hepatoma cells

Effects of N-acetylcysteine stereoisomers on oxygen-induced lung injury in rats

Oxidative modification of DNA bases in rat liver and lung during chemical carcinogenesis and aging

ESR evidence for the generation of reactive oxygen species from the copper-mediated oxidation of the benzene metabolite, hydroquinone: role in DNA damage

Effects of N,N -bisdimethyl-1,2-ethanediamine dichloride, a double-chain surfactant, on membrane-related functions in human erythrocytes

(Z)-3-(4-Bromophenyl)-3-(3-pyridyl)allylamine as substrate for studies of myeloperoxidase activity

Erratum to Selenium in the maintenance and therapy of HIV-infected patients [Chem.-Biol. Interact. 91 (1994) 199-205]

Mitomycin C-induced distortions of DNA at minor alkylation sites

Metabolic activation of the olfactory toxicant, dichlobenil, in rat olfactory microsomes: comparative studies with p-nitrophenol

P450 enzyme CYP2B catalyzes the detoxification of diisopropyl fluorophosphate

Some basic properties of ascorbate-dependent antioxidative-defence factors from rat liver cytosol

Junctional sites of erythrocyte skeletal proteins are specific targets of tert-butylhydroperoxide oxidative damage

Accumulation of metallothionein and its multiple forms by zinc, cadmium and dexamethasone in human peripheral T and B lymphocytes and monocytes

Comparison of the sequence selectivity of the DNA-alkylating pluramycin antitumour antibiotics DC92-B and hedamycin

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