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Titolo:
Contrasting effects of catecholic and O-methylated tetrahydroisoquinolineson hydroxyl radical production
Autore:
Nappi, AJ; Vass, E; Collins, MA;
Indirizzi:
Loyola Univ, Dept Biol, Chicago, IL 60626 USA Loyola Univ Chicago IL USA 60626 a Univ, Dept Biol, Chicago, IL 60626 USA Loyola Univ, Stritch Sch Med, Dept Mol & Cellular Biochem, Maywood, IL 60302 USA Loyola Univ Maywood IL USA 60302 Cellular Biochem, Maywood, IL 60302 USA
Titolo Testata:
BIOCHIMICA ET BIOPHYSICA ACTA-PROTEIN STRUCTURE AND MOLECULAR ENZYMOLOGY
fascicolo: 1, volume: 1434, anno: 1999,
pagine: 64 - 73
SICI:
0167-4838(19990914)1434:1<64:CEOCAO>2.0.ZU;2-2
Fonte:
ISI
Lingua:
ENG
Soggetto:
NEUROBLASTOMA SH-SY5Y CELLS; PARKINSONS-DISEASE; IN-VIVO; DOPAMINERGIC NEUROTOXIN; HYDROGEN-PEROXIDE; DNA-DAMAGE; L-DOPA; BRAIN; CYTOTOXICITY; N-METHYL-(R)-SALSOLINOL;
Keywords:
Parkinson's disease; tetrahydroisoquinoline; hydroxyl radical; O-methylation; salsolinol; salsoline;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
52
Recensione:
Indirizzi per estratti:
Indirizzo: Nappi, AJ Loyola Univ, Dept Biol, Chicago, IL 60626 USA Loyola Univ Chicago IL USA 60626 pt Biol, Chicago, IL 60626 USA
Citazione:
A.J. Nappi et al., "Contrasting effects of catecholic and O-methylated tetrahydroisoquinolineson hydroxyl radical production", BBA-PROT ST, 1434(1), 1999, pp. 64-73

Abstract

Tetrahydroisoquinolines (TIQs) are intraneuronal, catecholamine-derived alkaloids that have been implicated in the etiology of Parkinson's disease and in alcohol related disorders. The in vitro production of the cytotoxic hydroxyl radical ((OH)-O-.) was recorded during the autoxidation of salsolinol (SAL) and salsolinol-1-carboxylic acid (SAL-1C), but not when these two catecholic TIQs were oxidized by tyrosinase. Significantly higher levels of the radical were produced when these catecholic TIQs were incubated with (OH)-O-. generating complexes, or with chelated iron. In contrast, mono-O-methylated TIQs such as salsoline (SLN) and salsoline-1-carboxylic acid (SLN-1C) did not generate (OH)-O-. during autoxidation or when incubated with chelated iron or tyrosinase. Radical production by (OH)-O-.-generating complexes was reduced in the presence of O-methylated TIQs, The neurotoxicity of TIQs may result from their propensity to autoxidize and generate reactive quinoids and ensuing oxygen radicals. The functional significance of the replacement of a hydroxyl group attached to C-7 of SAL or SAL-1C with a methoxyl group remains to be determined. This single structural modification may prevent mono-O-methylated TIQs from participating in catalytic redox cyclingreactions that would otherwise augment (OH)-O-. production. If true, then O-methylation and other cellular mechanisms that circumvent the autoxidation of catecholamine-derived TIQs may reduce the likelihood of these substances forming cytotoxic quinoids and influencing endogenous (OH)-O-.-generating reactions. (C) 1999 Elsevier Science B.V. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 15/08/20 alle ore 19:59:30