Novel antioxidant agents deriving from molecular combination of Vitamin C and NO-donor moieties

Clara Cena, Konstantin Chegaev, Silvia Balbo, Loretta Lazzarato, Barbara Rolando, Marta Giorgis, Elisabetta Marini, Roberta Fruttero, Alberto Gasco

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

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 pKas 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.

Original languageEnglish (US)
Pages (from-to)5199-5206
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume16
Issue number9
DOIs
StatePublished - May 1 2008

Bibliographical note

Funding Information:
This work was supported by a MIUR Grant (COFIN 2005).

Keywords

  • Multitarget drugs
  • NO-donor antioxidants
  • NO-donor ascorbic acid derivatives

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