Effects of nitroxide stable radicals on juglone cytotoxicity.

Abstract:

:Nitroxides stable radicals are unreactive toward most diamagnetic molecules, but readily undergo one-electron redox reactions with paramagnetic species such as free radicals and transition metals, thus serving as cell-permeable antioxidants. The cytotoxicity of juglone (5-hydroxy-1,4-naphthoquinone), like that of other naphthoquinones, requires bioreduction to yield the semiquinone which in turn reduces oxygen to O2.-. Therefore, nitroxides are expected to mitigate cytotoxicity of quinone-based xenobiotics, such as naphthoquinones. In the present study, in vitro scission of isolated DNA was induced upon juglone reduction by glutathione and Fe(II) ions, however, not by xanthine oxidase or cytochrome c reductase. The DNA scission was inhibited by nitroxides, catalase and chelating agents, though not by superoxide dismutase. Juglone was more toxic toward bacterial cells under hypoxia than under air. Nitroxides < or = 2 mM protected bacterial cells from juglone-induced toxicity under both aerobic and hypoxic conditions. The cytoprotective effect of lipophilic nitroxide was greater than that of hydrophilic ones. Catalase and metal chelating agents decreased juglone-induced cell killing, whereas H2O2 increased it. The mechanisms underlying the nitroxides protective effect involve (a) the reoxidation of reduced transition metal ions, (b) the selective radical-radical reaction with juglone semiquinone, and possibly (c) under aerobic condition catalytic removal of extra- and intracellular O2.-. The present results suggest also that the cell membrane rather than DNA is the main target of juglone toxicity.

journal_name

Arch Biochem Biophys

authors

Zhang R,Hirsch O,Mohsen M,Samuni A

doi

10.1006/abbi.1994.1323

subject

Has Abstract

pub_date

1994-08-01 00:00:00

pages

385-91

issue

2

eissn

0003-9861

issn

1096-0384

pii

S0003986184713233

journal_volume

312

pub_type

杂志文章
  • Kinetic characterization of human immunodeficiency virus type 1 protease: determination of inhibitor rate constants during dynamic monomer-dimer interconversion.

    abstract::A numerical method was applied to a system of differential rate equations describing the monomer-dimer-inhibitor (M-D-I) interaction involving human immunodeficiency virus type 1 protease and a peptidomimetic, competitive inhibitor. Two pairs of progress curves were obtained, one involving the M-D interaction and the ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1996.0179

    authors: Morelock MM,Graham ET,Erdman D,Pargellis CA

    更新日期:1996-04-15 00:00:00

  • Resveratrol protects against oxidative injury induced by H2O2 in acute hippocampal slice preparations from Wistar rats.

    abstract::There is a current interest in dietary compounds (such as trans-resveratrol) that can inhibit or reverse oxidative stress, the common pathway for a variety of brain disorders, including Alzheimer's disease and stroke. The objective of the present study was to investigate the effects of resveratrol, under conditions of...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2008.09.006

    authors: de Almeida LM,Leite MC,Thomazi AP,Battu C,Nardin P,Tortorelli LS,Zanotto C,Posser T,Wofchuk ST,Leal RB,Gonçalves CA,Gottfried C

    更新日期:2008-12-01 00:00:00

  • Multiple transformation with the crtYB gene of the limiting enzyme increased carotenoid synthesis and generated novel derivatives in Xanthophyllomyces dendrorhous.

    abstract::Xanthophyllomces dendrorhous (in asexual state named as Phaffia rhodozyma) is a fungus which produces astaxanthin, a high value carotenoid used in aquafarming. Genetic pathway engineering is one of several steps to increase the astaxanthin yield. The limiting enzyme of the carotenoid pathway is phytoene synthase. Inte...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2014.01.014

    authors: Ledetzky N,Osawa A,Iki K,Pollmann H,Gassel S,Breitenbach J,Shindo K,Sandmann G

    更新日期:2014-03-01 00:00:00

  • The oxidation of apocynin catalyzed by myeloperoxidase: proposal for NADPH oxidase inhibition.

    abstract::Apocynin has been used as an efficient inhibitor of the NADPH oxidase complex and its mechanism of inhibition is linked to prior activation through the action of peroxidases. Here we studied the oxidation of apocynin catalyzed by myeloperoxidase (MPO) and activated neutrophils. We found that apocynin is easily oxidize...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2006.11.010

    authors: Ximenes VF,Kanegae MP,Rissato SR,Galhiane MS

    更新日期:2007-01-15 00:00:00

  • Receptor-independent uptake of transferrin-bound iron by reticulocytes.

    abstract::Under physiological conditions the uptake of transferrin-bound iron by reticulocytes involves transferrin binding to membrane receptors followed by endocytosis, release of iron from the transferrin within endosomes, and recycling of apotransferrin to the cell surface. However, as shown in the present work, iron uptake...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1994.1045

    authors: Hodgson LL,Quail EA,Morgan EH

    更新日期:1994-01-01 00:00:00

  • Mutations at histidine 211 of the yeast F1-ATPase beta-subunit affect the stability and assembly of the ATPase and the structure of the active site.

    abstract::The role of H211 of the yeast F1-ATPase beta-subunit was investigated by site-specific mutagenesis and characterization of the resulting enzymes. Five amino acids (N, D, I, K, and A) were substituted for H211 of the ATP2 gene. The mutated genes were expressed in an atp2::LEU2 host, and only yeast expressing H211N resp...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1996.0056

    authors: Schnizer RA,Schuster SM

    更新日期:1996-02-01 00:00:00

  • Modification of hepatic vitamin E stores in vivo. I. Alterations in plasma and liver vitamin E content by methyl ethyl ketone peroxide.

    abstract::Since experiments with freshly isolated rat hepatocytes have shown that cellular vitamin E is consumed in response to insult by compounds that induce an oxidative stress only after cellular glutathione (GSH) concentrations have been substantially depleted, experiments were performed to determine whether this sequence ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(91)90326-e

    authors: Warren DL,Reed DJ

    更新日期:1991-02-15 00:00:00

  • Antioxidative bioavailability of artepillin C in Brazilian propolis.

    abstract::Propolis has strong antioxidative activity. We investigated here whether this activity was available in intestinal Caco-2 and hepatic HepG2 cells. Phenolics in Brazilian propolis, extracted with ethyl acetate after the removal of resin and wax with 90% methanol, included artepillin C at 21 mmol/100 g, p-coumaric acid ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2004.02.021

    authors: Shimizu K,Ashida H,Matsuura Y,Kanazawa K

    更新日期:2004-04-15 00:00:00

  • Relative activities of retrovirally expressed murine prostaglandin synthase-1 and -2 depend on source of arachidonic acid.

    abstract::We have developed derivatives of mouse embryonic fibroblasts (10T1/2) and Chinese hamster ovary (AS52) cells that stably express high levels of murine prostaglandin synthase-1 or -2 (PGHS-1 or -2). The cDNAs were transferred using retroviral vectors and the resulting G418-resistant clones were analyzed for prostagland...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1996.0257

    authors: Chulada PC,Loftin CD,Winn VD,Young DA,Tiano HF,Eling TE,Langenbach R

    更新日期:1996-06-15 00:00:00

  • Hematin- and peroxide-catalyzed peroxidation of phospholipid liposomes.

    abstract::The effect of hydroperoxides on hematin-catalyzed initiation and propagation of lipid peroxidation was examined utilizing soybean phosphatidylcholine liposomes as model membranes. Polarographic and spectrophotometric methods revealed a bimodal pseudocatalytic activity for hematin. A slow initiation phase of peroxidati...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(91)90202-t

    authors: Kim EH,Sevanian A

    更新日期:1991-08-01 00:00:00

  • Understanding the molecular basis of the high oxygen affinity variant human hemoglobin Coimbra.

    abstract::Human hemoglobin (Hb) Coimbra (βAsp99Glu) is one of the seven βAsp99 Hb variants described to date. All βAsp99 substitutions result in increased affinity for O2 and decreased heme-heme cooperativity and their carriers are clinically characterized by erythrocytocis, caused by tissue hypoxia. Since βAsp99 plays an impor...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2017.11.010

    authors: Jorge SE,Bringas M,Petruk AA,Arrar M,Marti MA,Skaf MS,Costa FF,Capece L,Sonati MF,Estrin D

    更新日期:2018-01-01 00:00:00

  • Intracistronic mapping of the defective site and the biochemical properties of beta subunit mutants of Escherichia coli H+-ATPase: correlation of structural domains with functions of the beta subunit.

    abstract::Sixteen mutants of Escherichia coli defective in H+-ATPase (proton-translocating ATPase) were tested for their ability to recombine with hybrid plasmids carrying various portions of the beta subunit cistron. Twelve mutations were mapped within the carboxyl half of the cistron corresponding to amino acid residues 279 t...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(83)90489-7

    authors: Kanazawa H,Noumi T,Oka N,Futai M

    更新日期:1983-12-01 00:00:00

  • Evidence for increased de novo synthesis of NAD in immune-activated RAW264.7 macrophages: a self-protective mechanism?

    abstract::The parent pyridine nucleotide NAD is the end product of oxidative tryptophan catabolism via the kynurenine pathway. Indoleamine 2, 3-dioxygenase, the rate-limiting enzyme for this pathway, is induced by the proinflammatory cytokine interferon-gamma. The aim of this study was to investigate the effect of interferon-ga...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1999.1381

    authors: Grant RS,Passey R,Matanovic G,Smythe G,Kapoor V

    更新日期:1999-12-01 00:00:00

  • Functional expression of regiospecific cytochrome P450 limonene hydroxylases from mint (Mentha spp.) in Escherichia coli and saccharomyces cerevisiae.

    abstract::The oxygenation pattern of the essential oil monoterpenes of commercial mint (Mentha) species is determined by regiospecific cytochrome P450-catalyzed hydroxylation of the common olefinic precursor (-)-4S-limonene. In spearmint (M. spicata), C6-allylic hydroxylation leads to (-)-trans-carveol and thence (-)-carvone, w...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2000.1864

    authors: Haudenschild C,Schalk M,Karp F,Croteau R

    更新日期:2000-07-01 00:00:00

  • Rat alkaline phosphatase. I. Purification and characterization of the enzyme from osteosarcoma: generation of monoclonal and polyclonal antibodies.

    abstract::Alkaline phosphatase (AP) was purified to over 90% homogeneity from rat osteosarcoma by acetone precipitation followed by chromatography on DEAE-cellulose, Sephacryl S-200, and hydroxyapatite. The purified enzyme had a specific activity of 759 units/mg protein at its optimal pH (10.5), and a Km of 0.8 mM for p-nitroph...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(87)90076-2

    authors: Nair BC,Majeska RJ,Rodan GA

    更新日期:1987-04-01 00:00:00

  • Purification and kinetic characterization of recombinant human mitogen-activated protein kinase kinase kinase COT and the complexes with its cellular partner NF-kappa B1 p105.

    abstract::Cancer osaka thyroid (COT), a human MAP 3 K, is essential for lipopolysaccharide activation of the Erk MAPK cascade in macrophages. COT 30--467 is insoluble, whereas low levels of COT 30--397 can be expressed, but this protein is unstable. However, both COT 30--467 and COT 30--397 are expressed in a soluble and stable...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2005.06.020

    authors: Jia Y,Quinn CM,Bump NJ,Clark KM,Clabbers A,Hardman J,Gagnon A,Kamens J,Tomlinson MJ,Wishart N,Allen H

    更新日期:2005-09-01 00:00:00

  • The role of cytochrome c and mitochondrial catalase in hydroperoxide-induced heart mitochondrial lipid peroxidation.

    abstract::The role of cytochrome c and catalase in hydroperoxide-induced lipid peroxidation of rat heart mitochondria was investigated. Mitoplasts were prepared from hearts of aminotriazole-treated rats which displayed both an 80-90% reduction in matrix catalase activity and rate of H2O2 consumption. Catalase-depleted mitochond...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1993.1055

    authors: Radi R,Bush KM,Freeman BA

    更新日期:1993-01-01 00:00:00

  • Hydrogen peroxide and hypochlorous acid influx through the major S. Typhimurium porin OmpD is affected by substitution of key residues of the channel.

    abstract::OmpD is the major Salmonella enterica serovar Typhimurium (S. Typhimurium) porin and mediates hydrogen peroxide (H2O2) influx. The results described herein extend this finding to hypochlorous acid (HOCl), another reactive oxygen species that is also part of the oxidative burst generated by the phagosome. S. Typhimuriu...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2015.01.005

    authors: Aguayo D,Pacheco N,Morales EH,Collao B,Luraschi R,Cabezas C,Calderón P,González-Nilo F,Gil F,Calderón IL,Saavedra CP

    更新日期:2015-02-15 00:00:00

  • Properties of the lectin from the hog peanut (Amphicarpaea bracteata).

    abstract::An N-acetyl-D-galactosamine-specific lectin has been isolated from the two seed forms of the hog peanut (Amphicarpaea bracteata) using an affinity support containing the synthetic type A blood group trisaccharide alpha-D-GalNAc-(1,3)-[alpha-L-Fuc-(1,2)]-beta-D-Gal (Synsorb A). The affinity-purified lectin appears to b...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(87)90310-9

    authors: Maliarik MJ,Roberts DD,Goldstein IJ

    更新日期:1987-05-15 00:00:00

  • Allosteric effects of cardiac troponin TNT1 mutations on actomyosin binding: a novel pathogenic mechanism for hypertrophic cardiomyopathy.

    abstract::The majority of hypertrophic cardiomyopathy mutations in (cTnT) occur within the alpha-helical tropomyosin binding TNT1 domain. A highly charged region at the C-terminal end of TNT1 unwinds to create a flexible "hinge". While this region has not been structurally resolved, it likely acts as an extended linker between ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2014.01.016

    authors: Moore RK,Abdullah S,Tardiff JC

    更新日期:2014-06-15 00:00:00

  • Genetic variation in the carbonic anhydrase isozymes of macaque monkeys. IV. Degradation by heat and proteolysis of normal and variant carbonic anhydrase isozymes of Macaca nemestrina.

    abstract::Studies were undertaken on the heat denaturation and proteolytic degradation by alpha-chymotrypsin of the normal red cell carbonic anhydrase isozyme, CA II, and two electrophoretic variants of carbonic anhydrase I, CA Ia and CA Ib, of the pigtail macaque. The heat degradation results showed a difference of about 40-fo...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(84)90103-6

    authors: Osborne WR,Tashian RE

    更新日期:1984-04-01 00:00:00

  • Cobinding of bilirubin and sulfonamide and of two bilirubin molecules to human serum albumin: a site model.

    abstract::Differential light absorption spectra of the bilirubin-albumin 1:1 complex, obtained on addition of 20 different sulfonamides, differ with respect to shape and amplitude. This finding seems to indicate that the sulfonamide molecule is bound in direct touch with the bilirubin. The light absorption spectrum of bilirubin...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(87)90063-4

    authors: Brodersen R,Knudsen A,Pedersen AO

    更新日期:1987-02-01 00:00:00

  • Developmental pathways activated in melanocytes and melanoma.

    abstract::Cutaneous malignant melanomas originate primarily within epidermal melanocytic cells. Melanoma cells share many characteristics with melanocyte precursors, suggesting that melanoma cells utilize the developmental programs of their normal counterpart for their own progression. The pigmentation system provides an advant...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/j.abb.2014.07.023

    authors: Liu J,Fukunaga-Kalabis M,Li L,Herlyn M

    更新日期:2014-12-01 00:00:00

  • Regulation of phenylalanine hydroxylase: conformational changes upon phosphorylation detected by H/D exchange and mass spectrometry.

    abstract::The enzyme phenylalanine hydroxylase catalyzes the hydroxylation of excess phenylalanine in the liver to tyrosine. The enzyme is regulated allosterically by phenylalanine and by phosphorylation of Ser16. Hydrogen/deuterium exchange monitored by mass spectrometry has been used to gain insight into any structural change...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2013.03.006

    authors: Li J,Fitzpatrick PF

    更新日期:2013-07-15 00:00:00

  • Redox properties of an engineered purple Cu(A) azurin.

    abstract::Purple Cu(A) centers are a class of binuclear, mixed-valence copper complexes found in cytochrome c oxidase and nitrous oxide reductase. An engineered Cu(A) protein was formed by replacing a portion of the amino acid sequence that contains three of the ligands to the native type I copper center of Pseudomonas aerugino...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/s0003-9861(02)00282-5

    authors: Sun D,Wang X,Davidson VL

    更新日期:2002-08-01 00:00:00

  • Ethanol-induced modifications to membrane lipid structure: effect on phospholipase A2-membrane interactions.

    abstract::Chronic ethanol intoxication leads to the development of a resistance to lipid disordering by ethanol, a phenomenon known as "membrane tolerance". In the absence of the added ethanol, the lipid order, as measured by ESR and fluorescence techniques, does not necessarily change as a result of chronic ethanol ingestion (...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(88)90407-9

    authors: Stubbs CD,Williams BW,Pryor CL,Rubin E

    更新日期:1988-05-01 00:00:00

  • The expression and metabolic activity of cytochrome P-450 isozymes in control and phenobarbital-induced primary cultures of rat hepatocytes.

    abstract::The expression and activity of the phenobarbital (PB)-inducible P-450 isozymes, P-450b and P-450e, and the major 3-methylcholanthrene (MC)-inducible form, P-450c, were studied in primary cultures of adult rat hepatocytes in T1, Leibovitz L-15 (L-15), and a modification of Waymouth 752/1 (Way) media. P-450 isozymes in ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(88)90629-7

    authors: Turner NA,Wilson NM,Jefcoate CR,Pitot HC

    更新日期:1988-05-15 00:00:00

  • Molecular mechanics and calorimetric studies of phosphatidylethanols.

    abstract::Phosphatidylethanols (PEths) are negatively charged diacyl phospholipids that are ubiquitously present in humans under the condition of alcohol intoxication. These lipids, derived in vivo from other naturally occurring phospholipids such as phosphatidylcholines (PC) via transphosphatidylation reaction as catalyzed by ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2000.2141

    authors: Li S,Lin H,Wang G,Huang CH

    更新日期:2001-01-01 00:00:00

  • Resonance Raman spectroscopic evidence for an anionic flavin semiquinone in bovine liver monoamine oxidase.

    abstract::The flavoprotein monoamine oxidase B (MAO B) from bovine liver, as isolated, has an unusual additional absorption band at 412 nm, which is similar to the absorption of its anionic flavin semiquinone form, (Fl.-), and other typical (Fl.-) flavoproteins. Denaturation of the enzyme results in the elimination of this anom...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1993.1025

    authors: Yue KT,Bhattacharyya AK,Zhelyaskov VR,Edmondson DE

    更新日期:1993-01-01 00:00:00

  • The oxidation of ebselen metabolites to thiol oxidants catalyzed by liver microsomes and perfused rat liver.

    abstract::The oxidation of 2-(methylseleno)benzanilide and 2-selenylbenzanilide, metabolites of the antioxidant drug ebselen, was examined in reactions catalyzed by rat, pig, and guinea pig liver microsomes and in perfused rat liver. Microsomes from all three species catalyzed NADPH- and oxygen-dependent oxidation of the seleni...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1995.1031

    authors: Akerboom TP,Sies H,Ziegler DM

    更新日期:1995-01-10 00:00:00