Quinone-enhanced Ascorbate Reduction of Nitric Oxide: Role of Quinone Redox Potential

Alegrı́a, Antonio E.; Sanchez, Sheila; Quintana, Ingrid

doi:10.1080/10715760400009852

Cited by 15 publications

(10 citation statements)

References 45 publications

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“…5 The semiquinone can also be formed by a comproportionation reaction between a quinone and a hydroquinone (Reaction 1; the opposite of Reaction 1 is the semiquinone disproportionation reaction).The catalytic enhancement of ascorbate (AscH – ) oxidation by quinones has been previously observed. 6 In addition, we have previously observed that quinones enhance the rates of ascorbate reduction of nitric oxide 7 and S-nitrosothiols. 8 In each of those works, the enhancement activity of quinones increases with its one-electron reduction potential within a certain range of one-electron reduction potential values.…”

Section: Introductionmentioning

confidence: 97%

Metal-Independent Reduction of Hydrogen Peroxide by Semiquinones

Sanchez-Cruz

Santos

Diaz

et al. 2014

Chem. Res. Toxicol.

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The quinones 1,4-naphthoquinone (NQ), tetramethyl-1,4-benzoquinone (DQ), 2-methyl-1,4-naphthoquinone (MNQ), 2,3-dimethoxy-5-methyl-1,4-benzoquinone (UBQ-0), 2,6-dimethylbenzoquinone (DMBQ), 2,6-dimethoxybenzoquinone (DMOBQ), and 9,10-phenanthraquinone (PHQ) enhance the rate of H2O2 reduction by ascorbate, under anaerobic conditions, as detected from the amount of methane produced after hydroxyl radical reaction with dimethyl sulfoxide. The amount of methane produced increases with an increase in the quinone one-electron reduction potential. The most active quinone in this series, PHQ, is only 14% less active than the classic Fenton reagent cation, Fe2+, at the same concentration. Since PHQ is a common toxin present in diesel combustion smoke, the possibility that PHQ-mediated catalysis of hydroxyl radical formation is similar to that of Fe2+ adds another important pathway to the modes in which PHQ can execute its toxicity. Because quinones are known to enhance the antitumor activity of ascorbate and because ascorbate enhances the formation of H2O2 in tissues, the quinone-mediated reduction of H2O2 should be relevant to this type of antitumor activity, especially under hypoxic conditions.

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Section: Introductionmentioning

confidence: 97%

Metal-Independent Reduction of Hydrogen Peroxide by Semiquinones

Sanchez-Cruz

Santos

Diaz

et al. 2014

Chem. Res. Toxicol.

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“…In a previous work, we have found that quinones increase the ascorbate anaerobic reduction extent of NO to form 1 HNO at physiological pH and that this enhancement is larger as the quinone one-electron redox potential increases (19). Other reports postulating NO reduction to 1 HNO have been published, including direct reduction of NO by species of the electron transport system in mitochondria (20, 21), cytochrome c (22), ubiquinol (23), manganese superoxide dismutase (24), and XO (25).…”

Section: Introductionmentioning

confidence: 98%

Quinone-Enhanced Reduction of Nitric Oxide by Xanthine/Xanthine Oxidase

Sanchez-Cruz

Alegrı́a

2009

Chem. Res. Toxicol.

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The quinones 1,4-naphthoquinone, methyl-1,4-naphthoquinone, tetramethyl-1,4-benzoquinone, 2,3-dimethoxy-5-methyl-1,4-benzoquinone, 2,6-dimethylbenzoquinone, 2,6-dimethoxybenzoquinone, and 9,10-phenanthraquinone enhance the rate of nitric oxide reduction by xanthine/xanthine oxidase in nitrogen-saturated phosphate buffer (pH 7.4). Maximum initial rates of NO reduction (V max ) and the amount of nitrous oxide produced after 5 min of reaction increase with quinone one-and twoelectron redox potentials measured in acetonitrile. One of the most active quinones of those studied is 9,10-phenanthraquinone with a V max value 10 times larger than that corresponding to the absence of quinone, under the conditions of this work. Because NO production is enhanced under hypoxia and under certain pathological conditions, the observations obtained in this work are very relevant to such conditions.

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“…The induction of genes involved in the ascorbate-glutathione cycle by NO may help in accelerating Hb-NO cycle to increase hypoxic ATP production. High concentrations of ascorbate in plant cells facilitates scavenging of superoxide (O2-) moreover, ascorbate peroxidase is also involved in H2O2 scavenging and reduction of NO2- to NO (Alegria et al, 2004). The ability of plants under hypoxia to synthesize ascorbate (Fig 8m) and induction of genes involved in the ascorbate-glutathione cycle (Fig 6) may be one of the reasons for production of reduced peroxynitrite under hypoxia (Vishwakarma et al ., 2018) despite of higher NO production by the mitochondrial COX and AOX (Gupta et al, 2005; Vishwakarma et al, 2018).…”

Section: Discussionmentioning

confidence: 99%

Nitric oxide is important for sensing and survival under hypoxia in Arabidopsis

Wany

Brotman

et al. 2018

Preprint

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Nitric oxide (NO) is a free radical molecule that plays an important role in hypoxic stress. We studied the impact of hypoxia-induced NO production on the expression of genes and production of metabolites involved in carbon, oxygen sensing, nitrogen, and antioxidant metabolism using wild type (WT), non-symbiotic haemoglobin-overexpressing (Hb+) and nitrate reductase double mutant (nia1,2) of Arabidopsis. Futher application of NO scavenger cPTIO was used to confirm NO role. We found that imposing hypoxia leads to the increaseof NO and reactive oxygen species (ROS) levels in WT, while the reduced levels of NO and higher levels of ROS were observed in roots of Hb+ and nia1,2 mutant. Expression of the genes encoding oxygen sensing and the enzymes involved in fermentative pathways, their activities and metabolite levels were highly induced in WT suggesting that NO plays a role in the induction of fermentation. Several genes and metabolites involved in the TCA cycle were also induced in WT in comparison to Hb+ and nia mutant line suggesting that NO can accelerate TCA cycle to regenerate reducing equivalents under hypoxia. Interestingly, we found that the genes and metabolites involved in the ascorbate-glutathione cycle were modulated by NO under hypoxia. The alternative oxidasegene (AOX1A) was induced under hypoxia in WTdue to increased levels of NO rather than ROS. Futher, we found that NO improves plant survival. Overall these findings suggest that NO is a major player in plant survival under hypoxia by modulating gene expression and metabolite levels of carbon, nitrogen, oxygen sensing and antioxidant metabolism.HighlightHypoxia-induced nitric oxide plays a central role in activation of genes and metabolites involved in fermentation, TCA cycle, nitrogen and antioxidant metabolism

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Quinone-enhanced Ascorbate Reduction of Nitric Oxide: Role of Quinone Redox Potential

Cited by 15 publications

References 45 publications

Metal-Independent Reduction of Hydrogen Peroxide by Semiquinones

Metal-Independent Reduction of Hydrogen Peroxide by Semiquinones

Quinone-Enhanced Reduction of Nitric Oxide by Xanthine/Xanthine Oxidase

Nitric oxide is important for sensing and survival under hypoxia in Arabidopsis

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