Radical releasing properties of nitric oxide donors GEA 3162, SIN-1 and S-nitroso-N-acetylpenicillamine

Holm, Päivi; Kankaanranta, Hannu; Metsä‐Ketelä, T.; Moilanen, Eeva

doi:10.1016/s0014-2999(98)00009-0

Cited by 73 publications

(49 citation statements)

References 23 publications

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“…42,43) The degree of MetHb formation was dependent on the concentrations of the added chemicals (data not shown). Moreover, the MetHb formation induced by NOC-7 or SIN-1 was inhibited by the NO scavenger carboxy-PTIO, but not by SOD (Table 3).…”

Section: Resultsmentioning

confidence: 92%

Contribution of Nitric Oxide to Potassium Bromate-Induced Elevation of Methaemoglobin Concentration in Mouse Blood.

Watanabe

Togashi

Fukui

2002

Biological & Pharmaceutical Bulletin

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Bromate is frequently detected in tap water and bottled water, since it is an inorganic oxyhalide disinfection by-product, which is formed when drinking water supplies undergo ozonation, an advanced wastewater treatment technique. 1,2) Potassium bromate (KBrO 3 ) is a renal carcinogen and is classified as a group 2B (possibly carcinogenic to humans) by the International Agency for Research on Cancer, 3,4) as are bleomycin and carbon tetrachloride, etc. However, KBrO 3 is generally used as an oxidizing agent for the treatment of wheat flour and as a constituent in cold-wave hair solutions. Acute exposure to KBrO 3 causes not only kidney failure 5,6) but also neuropathological disorder, such as vertigo, tinnitus, and hearing loss. 7,8) Potassium bromate is known to cause oxidative modification of lipid, protein and DNA bases in the kidney, which has usually been thought to contribute to its renal carcinogenic properties.9,10) Methaemoglobinemia and cyanosis in the incipient stage of renal damage are also known to be caused by KBrO 3 .11) Acquired but not heritable methaemoglobinemia is thought to be caused by the oxidative modification of haemoglobin (Hb) by certain chemicals, such as amyl nitrite and acetanilide, since the iron in the haem rings of Hb is in the Fe 2ϩ state and Hb oxidation is speeded up by the presence of nitrite or certain transition metal ions, especially copper.12) So far, KBrO 3 has been regarded as the direct oxidant of Hb as chlorate 13) but no details of KBrO 3 -induced elevation of methaemoglobin (MetHb) concentration in blood have been examined. Previously KBrO 3 -induced renal oxidative stress and kidney damage were reported to be mainly attributable to the reduction of cytoplasmic glutathione peroxidase (GPx) activity, probably caused by the enhanced production of NO and peroxynitrite (ONOO Ϫ ).14) Therefore, it is possible that KBrO 3 -induced methaemoglobinemia is also related to the change in GPx activity resulting from the enhancement of NO production in blood vessels. In this report, the effects of the GPx mimic ebselen (2-phenyl-1,2-benzisoselenazol-3(2H)-one) on the elevation of MetHb concentration, the enhancement of NO production and the attenuation of GPx activity by KBrO 3 are examined to clarify the significant impact of NO on KBrO 3 -induced methaemoglobinemia. In addition, the effect of ebselen on KBrO 3 -induced renal oxidative stress and kidney damage was comparatively investigated. MATERIALS AND METHODS ChemicalsGlutathione reductase from bakers yeast (EC 1.6.4.2), nitrate reductase from aspergillus species (EC 1.6.6.2), Hb, MetHb, reduced glutathione (GSH) and oxidized glutathione were purchased from Sigma Chemical Co. (St. Louis, MO, U.S.A.). 2,4-Dinitrophenylhydrazine (DNPH) was obtained from Tokyo Chemical Industry Co. (Tokyo, Japan). KBrO 3 , potassium cyanide, sodium hydrosulfite and ebselen were purchased from Wako Pure Chemical Industries (Osaka, Japan). 1-Hydroxy-2-oxo-3-(N-methyl-3-aminopropyl)-3-methyl-1-triazene (NOC-7), 3-(4-morpholinyl) sydnonimine hydroc...

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Section: Resultsmentioning

confidence: 92%

Contribution of Nitric Oxide to Potassium Bromate-Induced Elevation of Methaemoglobin Concentration in Mouse Blood.

Watanabe

Togashi

Fukui

2002

Biological & Pharmaceutical Bulletin

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“…The eNOS agonists calcium ionophore A23187 (CaI) and acetylcholine were then injected with a nanoinjector that was also positioned by a computercontrolled micromanipulator. In the experiments with eNOS agonist stimulation, endothelial cells were pretreated for 3 hours with 0.3 mmol/L N G -nitro-L-arginine methyl ester (L-NAME), an eNOS inhibitor; 0.5 mmol/L 3-morpho-linosydnonimine-N-ethylcarbamide (SIN-1), 13 Ϫ , and ONOO Ϫ release, the incubation was stopped by washing the cells twice with the buffer free of the test substances. In the experiments for determination of basal NO, O 2 Ϫ , and ONOO Ϫ , the cells were preincubated for 3 hours before and during the measurements with various oxidase inhibitors (mmol/L): 3.0 apocynin, 3 0.05 6,8-diallyl 5,7-dihydroxy 2-(2-allyl 3-hydroxy 4-methoxyphenyl)1-H benzo(b)pyran-4-one (S17834) (Servier), 14 0.1 oxypurinol, 0.1 rotenone, 0.01 meclofenamate, or 0.3 L-NAME.…”

Section: Subjects and Cell Culturementioning

confidence: 99%

Race-Specific Differences in Endothelial Function

2004

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Background-The prevalence of the endothelium-impaired function disorders, such as hypertension and diabetes mellitus, and the severity of their complications are considerably greater in blacks than whites. Evidence has accumulated that superoxide (O 2 Ϫ ) production and its interaction with nitric oxide (NO), yielding the strong oxidant peroxynitrite (ONOO Ϫ ), play central roles in vascular pathophysiology. We hypothesized that the differences in endothelial NO/O 2 Ϫ /ONOO Ϫ metabolism may highlight the potential predisposition to endothelial dysfunction and cardiovascular complications prevalent in blacks. Methods and Results-Highly sensitive tandem electrochemical NO/O 2 Ϫ /ONOO Ϫ nanosensors were positioned in single human umbilical vein endothelial cells (HUVECs) isolated from blacks and whites, and the kinetics of NO/O 2 Ϫ /ONOO

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“…The ability of SIN-1 (Alexis, San Diego, CA), a peroxynitrite generator (16), to alter human IL-10 was evaluated. One milliliter of human IL-10 (500 pg/ml) was incubated with SIN-1 (10 Ϫ3 , 10 Ϫ4 , 10 Ϫ6 , 10 Ϫ8 M) for 2 h at 37°C before the human IL-1 assay was performed.…”

Section: Effects Of Sin-1 On Il-10 Inhibition Of Il-1 Productionmentioning

confidence: 99%

Enhanced Activity of Human IL-10 After Nitration in Reducing Human IL-1 Production by Stimulated Peripheral Blood Mononuclear Cells

Freels

Nelson

Hoyt

et al. 2002

The Journal of Immunology

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Nitric oxide and superoxide form the unstable compound, peroxynitrite, which can nitrate proteins and compromise function of proinflammatory cytokines at sites of inflammation. Reduced function of proinflammatory proteins such as IL-8, macrophage inflammatory protein-1α, and eotaxin suggest an anti-inflammatory effect of nitration. The effects of nitration on anti-inflammatory cytokines such as IL-10 are unknown. We hypothesized that peroxynitrite would modify the function of anti-inflammatory cytokines like IL-10. To test this hypothesis, the capacity of recombinant human IL-10 to inhibit production of human IL-1β (IL-1) from LPS-stimulated human PBMC was evaluated. Human IL-10 was nitrated by incubation with peroxynitrite or by incubation with 3-morpholinosydnonimine, a peroxynitrite generator, for 2 h and then incubated with LPS-stimulated PBMC for 6 h, and IL-1 was measured in the culture supernatant fluids. Human IL-1 production was significantly lower in the peroxynitrite- or 3-morpholinosydnonimine-nitrated IL-10 group than in the IL-10 controls (p < 0.05, all comparisons). This finding demonstrates that although peroxynitrite inhibits proinflammatory cytokines, it may augment anti-inflammatory cytokines and further point to an important role for peroxynitrite in the regulation of inflammation.

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Radical releasing properties of nitric oxide donors GEA 3162, SIN-1 and S-nitroso-N-acetylpenicillamine

Cited by 73 publications

References 23 publications

Contribution of Nitric Oxide to Potassium Bromate-Induced Elevation of Methaemoglobin Concentration in Mouse Blood.

Contribution of Nitric Oxide to Potassium Bromate-Induced Elevation of Methaemoglobin Concentration in Mouse Blood.

Race-Specific Differences in Endothelial Function

Enhanced Activity of Human IL-10 After Nitration in Reducing Human IL-1 Production by Stimulated Peripheral Blood Mononuclear Cells

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