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Synthesis and antioxidant activity evaluation of a syringic hydrazones family.

European journal of medicinal chemistry (2010-04-21)
Nadji Belkheiri, Benaissa Bouguerne, Florence Bedos-Belval, Hubert Duran, Corinne Bernis, Robert Salvayre, Anne Nègre-Salvayre, Michel Baltas
ABSTRACT

A novel series of hydrazones derived from syringaldehyde and their antioxidant properties have been explored. Several employed methods such as scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical and 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS(+)) radical cation expressed as Trolox equivalent antioxidant capacity (TEAC), inhibition of superoxide anion (O(2)(-)) generation and of human cell-mediated low-density lipoprotein oxidation (monitored by the formation of TBARS) exhibited their potent antioxidant properties. The carbonyl scavenger efficacy was also evaluated by measuring the ability to decrease the protein carbonyl content in cells challenged with oxidized LDL. In this report, we discuss about the synthesis of hydrazones and their dual biological role, antioxidant and carbonyl scavenger for further application in atherosclerosis.

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Sigma-Aldrich
Syringic acid, ≥95% (HPLC)
Supelco
Isoniazide, analytical standard, ≥99% (TLC)