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Norsalsolinol

Norsalsolinol
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IUPAC name
1,2,3,4-tetrahydroisoquinoline-6,7-diol
Other names
6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
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34827-33-3 7pxN[[Category:Articles with changed CASNo identifier#REDIRECTmw:Help:Magic words#Other
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ChemSpider 33891
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C9H11NO2
Molar mass 165.189 g/mol
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Main hazards Neurotoxin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Norsalsolinol is a chemical compound that is produced naturally in the body through metabolism of dopamine.[1] It has been shown to be a selective dopaminergic neurotoxin,[2][3][4] and has been suggested as a possible cause of neurodegenerative conditions such as Parkinson's disease and the brain damage associated with alcoholism,[5][6] although evidence for a causal relationship is unclear.[7][8][9]

See also

References

  1. ^ Maruyama W, Takahashi T, Minami M, Takahashi A, Dostert P, Nagatsu T, Naoi M (1993). "Cytotoxicity of dopamine-derived 6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolines". Advances in Neurology 60: 224–30. PMID 8093579. 
  2. ^ Maruyama Y, Suzuki Y, Kazusaka A, Fujita S (May 2001). "Norsalsolinol uptake into secretory vesicles via vesicular monoamine transporter and its secretion by membrane depolarization or purinoceptor stimulation in PC12 cells". The Journal of Veterinary Medical Science / the Japanese Society of Veterinary Science 63 (5): 493–7. PMID 11411492. doi:10.1292/jvms.63.493. 
  3. ^ Maruyama Y, Suzuki Y, Kazusaka A, Fujita S (June 2001). "Uptake of the dopaminergic neurotoxin, norsalsolinol, into PC12 cells via dopamine transporter". Archives of Toxicology 75 (4): 209–13. PMID 11482518. doi:10.1007/s002040000202. 
  4. ^ Kobayashi H, Fukuhara K, Tada-Oikawa S, Yada Y, Hiraku Y, Murata M, Oikawa S (January 2009). "The mechanisms of oxidative DNA damage and apoptosis induced by norsalsolinol, an endogenous tetrahydroisoquinoline derivative associated with Parkinson's disease". Journal of Neurochemistry 108 (2): 397–407. PMID 19012744. doi:10.1111/j.1471-4159.2008.05774.x. 
  5. ^ Dostert P, Strolin Benedetti M, Della Vedova F, Allievi C, La Croix R, Dordain G, Vernay D, Durif F (1993). "Dopamine-derived tetrahydroisoquinolines and Parkinson's disease". Advances in Neurology 60: 218–23. PMID 8420138. 
  6. ^ Musshoff F, Daldrup T, Bonte W, Leitner A, Lesch OM (October 1997). "Salsolinol and norsalsolinol in human urine samples". Pharmacology, Biochemistry, and Behavior 58 (2): 545–50. PMID 9300617. doi:10.1016/S0091-3057(97)00251-7. 
  7. ^ Musshoff F, Lachenmeier DW, Kroener L, Schmidt P, Dettmeyer R, Madea B (July 2003). "Simultaneous gas chromatographic-mass spectrometric determination of dopamine, norsalsolinol and salsolinol enantiomers in brain samples of a large human collective". Cellular and Molecular Biology (Noisy-le-Grand, France) 49 (5): 837–49. PMID 14528920. 
  8. ^ Scholz J, Klingemann I, Moser A (April 2004). "Increased systemic levels of norsalsolinol derivatives are induced by levodopa treatment and do not represent biological markers of Parkinson's disease". Journal of Neurology, Neurosurgery, and Psychiatry 75 (4): 634–6. PMC 1739023. PMID 15026514. doi:10.1136/jnnp.2003.010769. 
  9. ^ Musshoff F, Lachenmeier DW, Schmidt P, Dettmeyer R, Madea B (January 2005). "Systematic regional study of dopamine, norsalsolinol, and (R/S)-salsolinol levels in human brain areas of alcoholics". Alcoholism, Clinical and Experimental Research 29 (1): 46–52. PMID 15654290. doi:10.1097/01.ALC.0000150011.81102.C2. 



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