In this paper, we describe a new class of products in which NO-donor moieties are linked to either the 3-OH (4a-f) or 2-OH group (7a-c) of ascorbic acid (ASA). Log Ps and pK(a)s of these products were experimentally evaluated. All the compounds were tested for their antioxidant activity on lipidic peroxidation induced by Fe3+-ADP/NADPH in lipids of microsomal membranes of rat hepatocytes. Only 3-O series displays antioxidant activity and it seems to be principally dependent on the lipophilicity. Both series trigger in vitro NO-dependent vasodilator properties.

Novel Antioxidant Agents Deriving From Molecular Combination of Vitamin C and NO-donor moieties

CENA, Clara;CHEGAEV, Konstantin;BALBO, SILVIA;LAZZARATO, Loretta;ROLANDO, Barbara;GIORGIS, Marta;MARINI, Elisabetta;FRUTTERO, Roberta;GASCO, Alberto
2008

Abstract

In this paper, we describe a new class of products in which NO-donor moieties are linked to either the 3-OH (4a-f) or 2-OH group (7a-c) of ascorbic acid (ASA). Log Ps and pK(a)s of these products were experimentally evaluated. All the compounds were tested for their antioxidant activity on lipidic peroxidation induced by Fe3+-ADP/NADPH in lipids of microsomal membranes of rat hepatocytes. Only 3-O series displays antioxidant activity and it seems to be principally dependent on the lipophilicity. Both series trigger in vitro NO-dependent vasodilator properties.
BIOORGANIC & MEDICINAL CHEMISTRY
16
5199
5206
http://www.elsevier.com/wps/find/journaldescription.cws_home/129/description#description
multitarget drugs; NO-donor antioxidants; NO-donor ascorbic acid derivatives
CENA C.; CHEGAEV K; BALBO S; LAZZARATO L; ROLANDO B; GIORGIS M; MARINI E; FRUTTERO R; GASCO A
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2318/35155
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