Synthesis and antioxidant activity evaluation of a syringic hydrazones family.
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.
Belkheiri
Nadji
N
Université de Toulouse, UPS, LSPCMIB (Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique), 118 Route de Narbonne, F-31062 Toulouse Cedex 9, France.
Bouguerne
Benaissa
B
Bedos-Belval
Florence
F
Duran
Hubert
H
Bernis
Corinne
C
Salvayre
Robert
R
Nègre-Salvayre
Anne
A
Baltas
Michel
M
D052160:Benzothiazoles; D001713:Biphenyl Compounds / Q000737:chemistry; D042783:Endothelial Cells / Q000187:drug effects / Q000378:metabolism; D016166:Free Radical Scavengers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008077:Lipoproteins, LDL / Q000378:metabolism; D010084:Oxidation-Reduction / Q000187:drug effects; D010851:Picrates / Q000737:chemistry; D013451:Sulfonic Acids / Q000737:chemistry; D013481:Superoxides / Q000737:chemistry; D013844:Thiazoles / Q000737:chemistry
D052160:Benzothiazoles; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D006835:Hydrazones; D008077:Lipoproteins, LDL; D010851:Picrates; D013451:Sulfonic Acids; D013844:Thiazoles; C099252:oxidized low density lipoprotein; D013481:Superoxides; C002502:2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid; C004931:1,1-diphenyl-2-picrylhydrazyl