Inhibition of the formation of the neurotoxin 5-S-cysteinyl-dopamine by polyphenols.

Abstract:

:The death of nigral neurons in Parkinson's disease is thought to involve the formation of the endogenous neurotoxin, 5-S-cysteinyl-dopamine. In the present study, we show that the polyphenols, (+)-catechin and caffeic acid, which contain a catechol moiety, inhibit tyrosinase-induced formation of 5-S-cysteinyl-dopamine via their capacity to undergo tyrosinase-induced oxidation to yield cysteinyl-polyphenol adducts. In contrast, the inhibition afforded by the flavanone, hesperetin, was not accompanied by the formation of cysteinyl-hesperetin adducts, indicating that it may inhibit via direct interaction with tyrosinase. Whilst the stilbene resveratrol also inhibited 5-S-cysteinyl-dopamine formation, this was accompanied by the formation of dihydrobenzothiazine, a strong neurotoxin. Our data indicate that the inhibitory effects of polyphenols against 5-S-cysteinyl-dopamine formation are structure-dependent and shed further light on the mechanisms by which polyphenols exert protection against neuronal injury relevant to neurodegenerative diseases.

authors

Vauzour D,Vafeiadou K,Spencer JP

doi

10.1016/j.bbrc.2007.07.153

subject

Has Abstract

pub_date

2007-10-19 00:00:00

pages

340-6

issue

2

eissn

0006-291X

issn

1090-2104

pii

S0006-291X(07)01651-8

journal_volume

362

pub_type

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