Oxidative DNA damage and cytotoxicity induced by copper-stimulated redox cycling of salsolinol, a neurotoxic tetrahydroisoquinoline alkaloid

Free Radical Biology and Medicine

Volumn 30, Issue 12, 2001, Pages 1407-1417

  Jung, Youn Joo ^a   Surh, Young Joon ^a  

^a Seoul National University   (South Korea)

Author keywords

Copper mediated redox cycling; Free radicals; Oxidative DNA damage; PC12 cells; Salsolinol; Tetrahydroisoquinolines

Indexed keywords

1 METHYL 6,7 DIHYDROXY 3,4 DIHYDROISOQUINOLINE; 2,3 DIHYDROXYBENZOIC ACID; 8 HYDROXYDEOXYGUANOSINE; ALKALOID DERIVATIVE; CATALASE; COPPER; DNA; GENTISIC ACID; GLUTATHIONE; ISOQUINOLINE DERIVATIVE; REACTIVE OXYGEN METABOLITE; SALICYLIC ACID; SALICYLIC ACID DERIVATIVE; SALSOLINOL; SCAVENGER; TETRAHYDROISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CATTLE; CONTROLLED STUDY; CYTOTOXICITY; DNA DAMAGE; HYDROXYLATION; NONHUMAN; PRIORITY JOURNAL; THYMUS;

ANIMALS; BIOLOGICAL MARKERS; CATALASE; CATTLE; CHELATING AGENTS; COPPER; DEOXYGUANOSINE; DNA DAMAGE; DNA, BACTERIAL; DNA, NEOPLASM; DNA, SUPERHELICAL; DNA, VIRAL; DRUG SYNERGISM; FREE RADICAL SCAVENGERS; GLUTATHIONE; HYDROXYL RADICAL; ISOQUINOLINES; NEUROTOXINS; OXIDATION-REDUCTION; OXIDATIVE STRESS; PC12 CELLS; RATS; REACTIVE OXYGEN SPECIES; SALICYLIC ACID;

LETHRINIDAE; MAMMALIA;

EID: 0035877035     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0891-5849(01)00548-2     Document Type: Article

References (74)

1. Catecholamine toxicity: A proposal for the molecular pathogenesis of manganese neurotoxicity and Parkinson's disease
2. Dopamine turnover and glutathione oxidation: Implications for Parkinson disease
3. Semiquinone anion radicals of catechol(amine)s, catechol estrogens, and their metal ion complexes
4. Peroxidatic oxidation of catecholamines: A kinetic electron spin resonance investigation using the spin stabilization approach
5. Detection of intermediate oxidation states of adrenaline and noradrenaline by fluorescence spectrometric analysis
6. Autoxidation versus covalent binding of quinones as the mechanism of toxicity of dopamine, 6-hydroxydopamine, and related compounds toward C1300 neuroblastoma cells in vitro
7. Formation of DNA adducts and oxidative base damage by copper mediated oxidation of dopamine and 6-hydroxydopamine
8. A possible neurochemical mechanism for brain and nerve damage associated with chronic alcoholism
9. Tetrahydroisoquinoline alkaloids, in vivo metabolites of L-DOPA in man
10. Brain salsolinol levels in alcoholism
11. Salsolinol and catecholamines in human brain and their relation to alcoholism
12. Alkaloid adducts in human brain: Coexistence of 1-carboxylated and noncarboxylated isoquinolines and β-carbolines in alcoholics and nonalcoholics
13. Dopamine-related tetrahydroisoquinolines: Significant urinary excretion by alcoholics after alcohol consumption
14. Elevation of plasma salsolinol sulfate in chronic alcoholics as compared to nonalcoholics
15. Putative oxidative metabolites of 1-methyl-6-hydroxy-1,2,3,4-tetrahydro-β-carboline of potential relevance to the addictive and neurodegenerative consequences of ethanol abuse
16. Systematic regional study of brain salsolinol levels during and immediately following chronic ethanol injection in rats
17. Salsolinol and dopamine in rat medial basal hypothalamus after chronic ethanol exposure
18. Increased salsolinol levels in rat striatum and limbic forebrain following chronic ethanol treatment
19. The Pictet-Spengler synthesis of tetrahydroisoquinolines and related compounds
20. Oxidative decarboxylation of salsolinol-1-carboxylic acid to 1,2-dehydrosalsolinol: Evidence for exclusive catalysis by particular factors in rat kidney
21. Mammalian TIQ: Products of condensation with aldehydes or pyruvic acids?
22. Alkaloids from catecholamines in adrenal tissue: Possible role in addiction
23. Differential actions on voluntary alcohol intake of tetrahydroisoquinolines or a beta-carboline infused chronically in the ventricle of the rat
24. Presence of methyl-6,7-dihydroxy-1,2,3,6-tetrahydroisoquinolines, derivatives of the neuroroxin isoquinoline, in parkinsonian lumbar CSF
25. Dopamine-derived alkaloids in alcoholism and in Parkinson's and Huntington's diseases
26. Cell death of dopamine neurons in aging and Parkinson's disease
27. Isoquinoline neurotoxins in the brain and Parkinsonian disease
28. The stimulation of 6-hydroxydopamine autoxidation by bivalent copper: Potential importance in the neurotoxic process
29. 2+) complex: A possible mechnism of nigrostriatal cell damage
30. Partitioning of zinc and copper within subnuclear nucleoprotein particles
31. Products of DNA cleavage by the 1,10-phenanthroline-copper complex
32. Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism
33. DNA breakage by resveratrol and Cu(II): Reaction mechanism and bacteriophage inactivation
34. Enhancement of cytotoxicity and clastogenicity of L-DOPA and dopamine by manganese and copper
35. DNA strand scission and PC12 cell death induced by salsolinol and copper
36. Salsolinol, a naturally occurring tetrahydroisoquinoline alkaloid, induces DNA damage and chromosomal aberrations in cultured Chinese hamster lung fibroblast cells
37. Hydroxylation of salicylate as an assay for hydroxyl radicals: A cautionary note
38. Detection of hydroxyl radicals by aromatic hydroxylation
39. Evaluation of hydroxyl radical-scavenging properly of purpurogallin using high pressure liquid chromatography
40. Formation of 8-hydroxyguanine moiety in cellular DNA by agents producing oxygen radicals and evidence for its repair
41. Assays of oxidative DNA damage biomarkers 8-oxo-2′-deoxyguanosine and 8-oxoguanine in nuclear DNA and biological fluids by high performance liquid chromatography with electrochemical detection
42. Evaluation of a tetrazolium-based semiautomated colorimetric assay: Assessment of chemosensitivity testing
43. Copper ion-dependent damage to the bases in DNA in the presence of hydrogen peroxide
44. Site-specific oxidative DNA damage at polyguanosines produced by copper ions plus hydrogen peroxide
45. Copper-dependent cleavage of DNA by bleomycin
46. Role of oxygen radicals in induction of DNA damage by metabolite of benzene
47. Mechanism of deoxyribonucleic acid breakage produced by 4′-(9-acridinylamino)methanesulphone-m-anisidine and copper: Role of cuprous ion and oxygen free radicals
48. DNA breakage by L-DOPA and Cu(II): Breakage by melanin and bacteriophage inactivation
49. Strand scission in DNA by quercetin and Cu(II): Identification of free radical intermediates and biological consequences of scission
50. DNA damage caused by reactive oxygen species originating from a copper-dependent oxidation of the 2-hydroxy catechol of estradiol
51. The interaction of bovine erythrocyte superoxide dismutase with hydrogen peroxide: Chemiluminescence and peroxidation
52. Enzyme function of copper, zinc superoxide dismutase as a free radical generator
53. Dopamine-derived 1-methyl-6,7-dihydroxyisoquinolines as hydroxyl radical promoters and scavengers in the rat brain: In vivo and in vitro studies
54. N-methyl(R)salsolinol produces hydroxyl radicals: Involvement to neurotoxicity
55. Iron and other metals in neuromelanin, substantia nigra and putamen of human brain
56. Interactions of salsolinol with oxidative enzymes
57. Free radical generation by redox cycling of estrogens
58. Enzymatic oxidation of dopamine: The role of prostaglandin H synthase
59. Detection of dopamine-DNA adducts: Potential role in Parkinson's disease
60. Copper-phenanthroline-induced site-specific oxygen-radical damage to DNA
61. Effects of copper on mammalian cell components
62. 1,10-Phenanthroline stimulates internucleosomal DNA fragmentation in isolated rat liver nuclei by promoting the redox activity of endogenous copper ions
63. Oxidative stress induced by redox cycling of salsolinol leads to DNA damage and cell death
64. Dopamine-induced, genotoxic activation of programmed cell death. A role in nigrostriatal neuronal degeneration in Parkionson's disease?
65. Levodopa induces apoptosis in cultured neuronal cells - A possible accelerator of nigrostriatal degeneration in Parkinson's disease?
66. Catecholamines are synthesized by mouse lymphocytes and regulate function of these cells by induction of apoptosis
67. Induction of apoptosis in catecholaminergic PC12 cells by L-DOPA. Implications for the treatment of Parkinson's disease
68. Dopamine induces apoptosis through an oxidation-involved SAPK/JNK activation pathway
69. 2
70. Site-specific oxidative DNA damage at polyguanosines produced by copper plus hydrogen peroxide
71. Intense oxidative DNA damage promoted by L-DOPA and its metabolites, implications for neurodegenerative disease
72. Raised cerebrospinal-fluid copper concentration in Parkinson's disease
73. Wilson's disease with cerebral manifestation: Monitoring therapy by CSF copper concentration