Differential effects of the ascorbyl and tocopheryl derivative on the methamphetamine-induced toxic behavior and toxicity

Toxicology

Volumn 240, Issue 1-2, 2007, Pages 96-110

  Ito, Shinobu ^a   Mori, Tomohisa ^a   Kanazawa, Hideko ^b   Sawaguchi, Toshiko ^a  

^a TOKYO WOMEN'S MEDICAL UNIVERSITY   (Japan)

^b KEIO UNIVERSITY   (Japan)

Author keywords

Ascorbyl 2 phosphate; Methamphetamine; Self injurious behavior; Tocopheryl phosphate

Indexed keywords

ALPHA TOCOPHEROL; ASCORBIC ACID 2 PHOSPHATE; METHAMPHETAMINE; MORPHINE; SUPEROXIDE;

ANTIOXIDANT ACTIVITY; ARTICLE; AUTOMUTILATION; BEHAVIOR DISORDER; DRUG EFFECT; DRUG EFFICACY; DRUG STRUCTURE; ELECTRON SPIN RESONANCE; MORTALITY; NEUROTOXICITY; OXIDATIVE STRESS; PRIORITY JOURNAL; RISK FACTOR; SIGNAL DETECTION;

ALPHA-TOCOPHEROL; ANIMALS; ANTIOXIDANTS; ASCORBIC ACID; CENTRAL NERVOUS SYSTEM STIMULANTS; DOPAMINE; ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICALS; IRON-BINDING PROTEINS; MALE; METHAMPHETAMINE; MICE; MICE, INBRED BALB C; MOLECULAR STRUCTURE; MORPHINE; NEUROTOXICITY SYNDROMES; SELF-INJURIOUS BEHAVIOR;

MUS; RODENTIA;

EID: 34548839099     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tox.2007.07.022     Document Type: Article

References (76)

1. Ahlemeyer B., Klumpp S., and Krieglstein J. Release of cytochrome c into the extracellular space contributes to neuronal apoptosis induced by staurosporine. Brain Res. 934 (2002) 107-116
2. Ahn Y.H., Koh J.Y., and Hong S.H. Protein synthesis-dependent but Bcl-2-independent cytochrome c release in zinc depletion-induced neuronal apoptosis. J. Neurosci. Res. 61 (2000) 508-514
3. Anderson L.T. Self-injury in Lesch-Nyhan disease. J. Autism Dev. Disord. 24 (1994) 67-81
4. Beckman J.S., Beckman T.W., Chen J., Marshall P.A., and Freeman B.A. Apparent hydroxyl radical production by peroxynitrite: implications for endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. U.S.A. 87 (1990) 1620-1624
5. Biemond P., Swaak A.J., van Eijk H.G., and Koster J.F. Superoxide dependent iron release from ferritin in inflammatory diseases. Free Radic. Biol. Med. 4 (1988) 185-198
6. Borda M., Elsetinow A., Schoonen M., and Strongin D. Pyrite-induced hydrogen peroxide formation as a driving force in the evolution of photosynthetic organisms on an early Earth. Astrobiology 1 (2001) 283-288
7. Brown J.M., Riddle E.L., Sandoval V., Weston R.K., Hanson J.E., Crosby M.J., Ugarte Y.V., Gibb J.W., Hanson G.R., and Fleckenstein A.E. A single methamphetamine administration rapidly decreases vesicular dopamine uptake. J. Pharmacol. Exp. Ther. 302 (2002) 497-501
8. Buttriss J.L., and Diplock A.T. High-performance liquid chromatography methods for vitamin E in tissues. Methods Enzymol. 105 (1984) 131-138
9. Cadet J.L., and Brannock C. Free radicals and the pathobiology of brain dopamine systems. Neurochem. Int. 32 (1998) 117-131
10. Ciaranello R.D., Anders T.F., Barchas J.D., Berger P.A., and Cann H.M. The use of 5-hydroxytryptophan in a child with Lesch-Nyhan syndrome. Child Psychiatry Hum. Dev. 7 (1976) 127-133
11. Cohn C.A., Borda M.J., and Schoonen M.A. RNA decomposition by pyrite-induced radicals and possible role of lipids during the emergence of life. Earth Planet Sci. Lett. 225 (2004) 271-278
12. Cohn C., Pak A.A., Schoonen M.A.A., and Strongin D.R. Quantifying hydrogen peroxide in iron-containing solutions using leuco crystal violet. Geochem. Trans. 6 (2005) 47-52
13. Cohn C.A., Laffers R., Simon S.R., O'riordan T., and Schoonen M.A. Role of pyrite in formation of hydroxyl radicals in coal, possible implications for human health. Part Fibre Toxicol. 19 (2006) 16
14. Deicher R., Ziai F., Habicht A., Bieglmayer C., Schillinger M., and Hörl W.H. Vitamin C plasma level and response to erythropoietin in patients on maintenance haemodialysis. Nephrol. Dial. Transplant. 19 (2004) 2319-2324
15. De Vito M.J., and Wagner G.C. Methamphetamine-induced neuronal damage, a possible role for free radicals. Neuropharmacology 28 (1989) 1145-1150
16. Deng Y.H., Kuang S.J., Hei M.Y., and Tian L. Effects of inosine on neuronal apoptosis and the expression of cytochrome C mRNA following hypoxic-ischemic brain damage in neonatal rats. Zhongguo Dang Dai Er Ke Za Zhi 8 (2006) 266-271
17. Deng X., Jayanthi S., Ladenheim B., Krasnova I.N., and Cadet J.L. Mice with partial deficiency of c-Jun show attenuation of methamphetamine-induced neuronal apoptosis. Mol. Pharmacol. 62 (2002) 993-1000
18. Ellinwood Jr. E.H., and Stripling J.S. Behavioral and electrophysiological effects of chronic cocaine intoxication. Psychopharmacol. Bull. 12 (1976) 38-39
19. Fatai A.T., Peter M.B., David I.P., Alan B., Andrew W., and Laurence H.P. Cu/Zn superoxide dismutase in excretory-secretory products of the human hookworm Necator americanus. Eur. J. Biochem. 264 (1999) 434-438
20. Garthwaite J. Glutamate, nitric oxide and cell-cell signalling in the nervous system. Trends Neurosci. 14 (1991) 60-67
21. Galley H.F., Davies M.J., and Webster N.R. Ascorbyl radical formation in patients with sepsiseffect of ascorbate loading. Free Radic. Biol. Med. 20 (1996) 139-143
22. Gianello R., Libinaki R., Azzi A., Gavin P.D., Negis Y., Zingg J.M., Holt P., Kea H., Griffey A., Smallridge A., West S.M., and Ogru E. Alpha-tocopheryl phosphate, a novel, natural form of vitamin E. Free Radic. Biol. Med. 39 (2005) 970-976
23. Giulivi C., and Cadenas E.l. The reaction of ascorbic acid with different heme iron redox states of myoglobin, Antioxidant and prooxidant aspects. FEBS Lett. 332 (1993) 287-290
24. Gotz M.E., Double K., Gerlach M., Youdim M.B., and Riederer P. The rele-vance of iron in the pathogenesis of Parkinson's disease. Ann. N.Y. Acad. Sci. 1012 (2004) 193-208
25. Hanson G.R., Gibb J.W., Metzge R.R., Kokoshka J.M., and Fleckenstein A.E. Methamphetamine-induced rapid and reversible reduction in the activities of tryptophan hydroxylase and dopamine transporters, oxidative consequences. Ann. N.Y. Acad. Sci. 844 (1998) 103-107
26. Hashimoto T., Hashimoto K., Matsuzawa D., Shimizu E., Sekine Y., Inada T., Ozaki N., Iwata N., Harano M., Komiyama T., Yamada M., Sora I., Ujike H., and Iyo M. A functional glutathione S-transferase P1 gene polymorphism is associated with methamphetamine-induced psychosis in Japanese population. Am. J. Med. Genet. B Neuropsychiatr. Genet. 135 (2005) 5-9
27. Hermes-Lima M., Ponka P., and Schulman H.M. The iron chelator pyridoxal isonicotinoyl hydrazone (PIH) and its analogues prevent damage to 2-deoxyribose mediated by ferric iron plus ascorbate. Biochim. Biophys. Acta 1523 (2000) 154-160
28. Jarabak R., Harvey R.G., and Jarabak J. Redox cycling of polycyclic aromatic hydrocarbon o-quinones: reversal of superoxide dismutase inhibition by ascorbate. Arch. Biochem. Biophys. 339 (1997) 92-98
29. Jayanthi S., McCoy M.T., Ladenheim B., and Cadet J.L. Methamphetamine causes coordinate regulation of Src, Cas, Crk, and the Jun N-terminal kinase-Jun pathway. Mol. Pharmacol. 61 (2002) 1124-1131
30. Kambayashi Y., Kubota S., Yamamoto Y., Kato M., Nakano M., Yagi K., and Ogino K. Formation of superoxide anion during ferrous ion-induced decomposition of linoleic acid hydroperoxide under aerobic conditions. J. Biochem. 134 (2003) 903-909
31. Kita T., Matsunari Y., Saraya T., Shimada K., O'hara K., Kubo K., Wagner G.C., and Nakashima T. Methamphetamine-induced striatal dopamine release, behavior changes and neurotoxicity in BALB/c mice. Int. J. Dev. Neurosci. 18 (2000) 521-530
32. Kita T., Matsunari Y., Saraya T., Shimada K., O'hara K., Kubo K., Wagner G.C., and Nakashima T. Evaluation of the effects of α-phenyl-N-tert-butyl nitrone pretreatment on the neurobehavioral effects of methamphetamine. Life Sci. 67 (2000) 1559-1571
33. Kobayashi S., Takehana M., Itoh S., and Ogata E. Protective effect of magnesium-L-ascorbyl-2 phosphate against skin damage induced by UVB irradiation. Photochem. Photobiol. 64 (1996) 224-228
34. Kobayashi S., Takehana M., Kanke M., Itoh S., and Ogata E. Postadministration protective effect of magnesium-L-ascorbyl-phosphate on the development of UVB-induced cutaneous damage in mice. Photochem. Photobiol. 67 (1998) 669-675
35. Kosten T.R., Gawin F.H., Rounsaville B.J., and Kleber H.D. Cocaine abuse among opioid addicts, demographic and diagnostic factors in treatment. Am. J. Drug Alcohol Abuse 12 (1986) 1-16
36. Kosten T.R., Rounsaville B.J., and Kleber H.D. Antecedents and consequences of cocaine abuse among opioid addicts. A 2.5-year follow-up. J. Nerv. Ment. Dis. 176 (1988) 176-181
37. Lotharius J., and O'Malley K.L. Role of mitochondrial dysfunction and dopamine-dependent oxidative stress in amphetamine-induced toxicity. Ann. Neurol. 49 (2001) 79-89
38. Lotharius J., Falsig J., van Beek J., Payne S., Dringen R., Brundin P., and Leist M. Progressive degeneration of human mesencephalic neuron-derived cells triggered by dopamine-dependent oxidative stress is dependent on the mixed-lineage kinase pathway. J. Neurosci. 25 (2005) 6329-6342
39. Mauricio A.Q., Lopes G.K., Gomes C.S., Oliveira R.G., Alonso A., and Hermes-Lima M. Pyridoxal isonicotinoyl hydrazone inhibits iron-induced ascorbate oxidation and ascorbyl radical formation. Biochim. Biophys. Acta 1620 (2003) 15-24
40. Masukawa Y., Suzuki T., and Misawa M. Differential modification of the rewarding effects of methamphetamine and cocaine by opioids and antihistamines. Psychopharmacology (Berl.) 111 (1993) 139-143
41. Masumizu T., Noda Y., Mori A., and Packer L. Electron spin resonance assay of ascorbyl radical generation in mouse hippocampal slices during and after kainate-induced seizures. Brain Res. Brain Res. Protoc. 16 (2005) 65-69
42. Menditto A., Pietraforte D., and Minetti M. Ascorbic acid in human seminal plasma is protected from iron-mediated oxidation, but is potentially exposed to copper-induced damage. Hum. Reprod. 12 (1997) 1699-1705
43. Mills J.L., Tuomilehto J., and Yu K.F. Maternal vitamin levels during pregnancies producing infants with neural tube defects. J. Pediatr. 120 (1992) 863-871
44. Mori T., Ito S., Narita M., Suzuki T., and Sawaguchi T. Combined effects of psychostimulants and morphine on locomotor activity in mice. J. Pharmacol. Sci. 96 (2004) 450-458
45. Mori T., Ito S., Kita T., and Sawaguchi T. Effects of dopamine- and serotonin-related compounds on methamphetamine-induced self-injurious behavior in mice. J. Pharmacol. Sci. 96 (2004) 459-464
46. Mori T., Ito S., Kita T., Narita M., Suzuki T., and Sawaguchi T. Effects of mu-, delta- and kappa-opioid receptor agonists on methamphetamine-induced self-injurious behavior in mice. Eur. J. Pharmacol. 532 (2006) 81-87
47. Mori T., Ito S., Kita T., Narita M., Suzuki T., Matsubayashi K., and Sawaguchi T. Oxidative stress in methamphetamine-induced self-injurious behavior in mice. Behav. Pharmacol. 18 (2007) 239-249
48. Morita-Fujimura Y., Fujimura M., Kawase M., Chen S.F., and Chan P.H. Release of mitochondrial cytochrome c and DNA fragmentation after cold injury-induced brain trauma in mice, possible role in neuronal apoptosis. Neurosci. Lett. 267 (1999) 201-205
49. Mosharov E.V., Gong L.W., Khanna B., Sulzer D., and Lindau M. Intracellu-lar patch electrochemistry, regulation of cytosolic catecholamines in chromaffin cells. J. Neurosci. 23 (2003) 5835-5845
50. Mueller K., Saboda S., Palmour R., and Nyhan W.L. Self-injurious behavior produced in rats by daily caffeine and continuous amphetamine. Pharmacol. Biochem. Behav. 17 (1992) 613-617
51. Munteanu A., Zingg J.M., Ogru E., Libinaki R., Gianello R., West S., Negis Y., and Azzi A. Modulation of cell proliferation and gene expression by alpha-tocopheryl phosphates, relevance to atherosclerosis and inflammation. Biochem. Biophys. Res. Commun. 318 (2004) 311-316
52. Nakayama S., Katoh E.M., Tsuzuki T., and Kobayashi S. Protective effect of alpha-tocopherol-6-O-phosphate against ultraviolet B-induced damage in cultured mouse skin. J. Invest. Dermatol. 121 (2003) 406-411
53. Namiki M., Mori T., Sawaguchi T., Ito S., and Suzuki T. Underlying mechanism of combined effect of methamphetamine and morphine on lethality in mice and therapeutic potential of cooling. J. Pharmacol. Sci. 99 (2005) 168-176
54. Nayama S., Takehana M., Kanke M., Itoh S., Ogata E., and Kobayashi S. Protective effects of sodium-L-ascorbyl-2 phosphate on the development of UVB-induced damage in cultured mouse skin. Biol. Pharm. Bull. 22 (1999) 1301-1305
55. Negis Y., Zingg J.M., Ogru E., Gianello R., Libinaki R., and Azzi A. On the existence of cellular tocopheryl phosphate, its synthesis, degradation and cellular roles, a hypothesis. IUBMB Life 57 (2005) 23-25
56. Nishizawa M., Shioji K., Kurauchi Y., Okuma K., and Kohno M. Spin-trapping properties of 5-(diphenylphosphinoyl)-5-methyl-4,5-dihydro-3H-pyrroleN-oxide. Bull. Chem. Soc. Jpn. 80 (2007) 495-497
57. Ogru E., Libinaki R., Gianello R., West S., Munteanu A., Zingg J.M., and Azzi A. Modulation of cell proliferation and gene expression by alpha-tocopheryl phosphates, relevance to atherosclerosis and inflammation. Ann. N.Y. Acad. Sci. 1031 (2004) 405-411
58. O'riordan T., Schoonen M.A., Cohn C.A., Laffers R., and Simon S.R. Role of pyrite in formation of hydroxyl radicals in coal, possible implications for human health. Part Fibre Toxicol. 19 (2006) 14-16
59. Robertson M.M. Self-injurious behavior and Tourette syndrome. Adv. Neurol. 58 (1992) 105-114
60. Seiden L.S. Methamphetamine, toxicity to dopaminergic neurons. NIDA Res. Monogr. 62 (1985) 100-116
61. Sheng P., Wang X.B., Ladenheim B., Epstein C., and Cadet J.L. AP-1 DNA-binding activation by methamphetamine involves oxidative stress. Syn-apse 24 (1996) 213-217
62. Shioji K., Iwashita H., Shimomura T., Yamaguchi T., and Okuma K. Evaluation of permeability to the erythrocyte membrane of lipophilic spin-traps containing diphenylphosphinoyl group. Abstracts of the 45th Annual Meeting of the Sciety of Electron Spin Science and Tecnology at Kyoto. Japan (2006) 184-185
63. Singh N.N., and Pulman R.M. Self-injury in the de Lange syndrome. J. Ment. Defic. Res. 23 (1979) 79-84
64. Spealman R.D., and Bergman J. Modulation of the discriminative stimulus effects of cocaine by mu and kappa opioids. J. Pharmacol. Exp. Ther. 261 (1992) 607-615
65. Spealman R.D., and Bergman J. Opioid modulation of the discriminative stimulus effects of cocaine, comparison of μ, kappa and delta agonists in squirrel monkeys discriminating low doses of cocaine. Behav. Pharmacol. 5 (1994) 21-31
66. Strang J., Gossop M., Heuston J., Green J., Whiteley C., and Maden A. Persistence of drug use during imprisonment: relationship of drug type, recency of use and severity of dependence to use of heroin, cocaine and amphetamine in prison. Addiction 101 (2006) 1125-1132
67. Sulzer D., Chen T.K., Lau Y.Y., Kristensen H., Rayport S., and Ewing A. Am-phetamine redistributes dopamine from synaptic vesicles to the cytosol and promotes reverse transport. J. Neurosci. 15 (1995) 4102-4108
68. Sulzer D., and Rayport S. Amphetamine and other psychostimulants re-duce pH gradients in midbrain dopaminergic neurons and chromaffin granules, a mechanism of action. Neuron 5 (1990) 797-808
69. Sulzer D., and Zecca L. Intraneuronal dopamine-quinone synthesis, a re-view. Neurotox. Res. 1 (2000) 181-195
70. Suzuki T., and Misawa M. Sertindole antagonizes morphine-, cocaine-, and methamphetamine-induced place preference in the rat. Life Sci. 57 (1995) 1277-1284
71. Suzuki T., Mori T., Tsuji M., Misawa M., and Nagase H. The role of delta-opioid receptors in the discriminative stimulus properties of a low dose of methamphetamine. Eur. J. Pharmacol. 16 331 (1997) 1-8
72. Uehara T., Kikuchi Y., and Nomura Y. Caspase activation accompanying cytochrome c release from mitochondria is possibly involved in nitric oxide-induced neuronal apoptosis in SH-SY5Y cells. J. Neurochem. 72 (1999) 196-205
73. Yel L., Brown L.E., Su K., Gollapudi S., and Gupta S. Thimerosal induces neuronal cell apoptosis by causing cytochrome c and apoptosis-inducing factor release from mitochondria. Int. J. Mol. Med. 16 (2005) 971-977
74. Yamamoto B.K., and Zhu W. The effects of methamphetamine on the production of free radicals and oxidative stress. J. Pharmacol. Exp. Ther. 287 (1998) 107-114
75. Yui K., Goto K., Ikemoto S., and Ishiguro T. Plasma monoamine metabolites and spontaneous recurrence of methamphetamine-induced paranoid-hallucinatory psychosis: relation of noradrenergic activity to the occurrence of flashbacks. Psychiatry Res. 63 (1996) 93-107
76. Zecca L., Youdim M.B., Riederer P., Connor J.R., and Crichton R.R. Iron, brain ageing and neurodegenerative disorders. Nat. Rev. Neurosci. 5 (2004) 863-873