title: In vitro evaluation of glutathione peroxidase (GPx)-like activity and antioxidant properties of an organoselenium compound.
abstract: The amine based diselenide, (Z)-N-(4-methylbenzylidene)-1-(2-((2-(1-((E)-4-methyl benzylideneamino)ethyl)phenyl)diselanyl)phenyl)ethanamine ethyl)phenyl) diselanyl) phenyl) ethylimino) methyl)phenol (Compound A) an organoselenium compound that can mimic endogenous antioxidant enzymes, such as glutathione peroxidase (GPx), and diphenyl diselenide (PhSe)2 were tested against lipid peroxidation induced by sodium nitroprusside (SNP) and Fe(II) in rat brain, interaction with 1,1-diphenyl-2-picrylhydrazyl stable free radical (DPPH) and glutathione peroxidase (GPx) like antioxidant activities with H2O2 or tBuOOH as substrates and with PhSH as thiol co-substrates as well as their ability to oxidize thiols were evaluated. From this study, we concluded that Compound A catalyze the reduction of H2O2 with thiol was ∼2-fold more active than (PhSe)2) in both tBuOOH and H2O2 systems when PhSH was used as a substrate. (PhSe)2 exhibited an increased ability to oxidize thiols while Compound A was not a good substrate for the oxidation of thiol used namely DTT and Cystine and showed DPPH radical-scavenging activity, while (PhSe)2 did not present radical scavenging activity. Compound A (amine based diselenide) presented better antioxidant profiles than (PhSe)2 against lipid peroxidation. The results clear showed that nitrogen atom in the Compound A can have a profound effect on their pharmacological properties.
authors: Department of Chemistry, Abdul Wali Khan University, Mardan 23200, Khyber Pakhtunkhwa, Pakistan; Departamento de Química, Centro de Ciências Naturais e Exatas, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil. Electronic address: Ibrahim189@yahoo.com.
authors: Mohammad
authors: M
authors: Ibrahim
authors: Department of Chemistry, Abdul Wali Khan University, Mardan 23200, Khyber Pakhtunkhwa, Pakistan.
authors: Niaz
authors: N
authors: Muhammad
authors: Department of Chemistry, Abdul Wali Khan University, Mardan 23200, Khyber Pakhtunkhwa, Pakistan.
authors: Muhammad
authors: M
authors: Naeem
authors: Universidade de São Paulo, Instituto de Física de São Carlos, Avenida João Dagnone, 1100 Jardim Santa Angelina, 13563120 São Carlos, SP, Brazil.
authors: Anna Maria
authors: AM
authors: Deobald
authors: Departamento de Química, Centro de Ciências Naturais e Exatas, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil.
authors: Jean Paul
authors: JP
authors: Kamdem
authors: Departamento de Química, Centro de Ciências Naturais e Exatas, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil. Electronic address: jbtrocha@pesquisador.cnpq.br.
authors: Joao Batista Teixeira
authors: JB
authors: Rocha
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000378:metabolism; D001921:Brain / Q000187:drug effects* / Q000378:metabolism; D005979:Glutathione Peroxidase; D006861:Hydrogen Peroxide / Q000378:metabolism; D015227:Lipid Peroxidation / Q000187:drug effects; D008297:Male; D016566:Organoselenium Compounds / Q000494:pharmacology*; D010084:Oxidation-Reduction; D010851:Picrates / Q000378:metabolism; D017208:Rats, Wistar; D013438:Sulfhydryl Compounds / Q000378:metabolism; D020122:tert-Butylhydroperoxide / Q000378:metabolism
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D016566:Organoselenium Compounds; D010851:Picrates; D013438:Sulfhydryl Compounds; D020122:tert-Butylhydroperoxide; D006861:Hydrogen Peroxide; C004931:1,1-diphenyl-2-picrylhydrazyl; D005979:Glutathione Peroxidase
keywords: DPPH; Lipid peroxidation; Organoselenium; Radical; tBuOOH