Diethyl Selenodiglycolate: An Eco-Friendly Synthetic Antioxidant with Potential Application to Inflammatory Disorders

Autor(es)

Pinatto-Botelho, Marcos F. ^{[1, 2]} ; da Silva, Railmara P. ^[3] ; Archilha, Marcos V. L. R. ^{[1, 2]} ; Giroldo, Lilian ^[1] ; Kuznetsov, Aleksey E. ^[4] ; Meotti, Flavia C. ^[3] ; dos Santos, Alcindo A. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Inst Quim, Dept Quim Fundamental, Sao Paulo 05508000, SP - Brazil

^[2] Univ Sao Paulo, SelenoLife, Ctr Inovacao Empreendedorismo & Tecnol CIETEC, IPEN, Sao Paulo 05508000, SP - Brazil

^[3] Univ Sao Paulo, Inst Quim, Dept Bioquim, Sao Paulo 05508000, SP - Brazil

^[4] Univ Tecn Federico Santa Maria, Dept Chem, Av Santa Maria 6400, Santiago 7660251 - Chile

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 31, n. 6, p. 1239-1248, JUN 2020.
• Citações Web of Science: 0

Resumo

This study describes a single step, high yield and purity, ecofriendly and scalable procedure to prepare a selenium derivative (diethyl selenodiglycolate). Diethyl selenodiglycolate rapidly reduces hypochlorous acid (HOCl, second-order rate constant of 7 × 107 M−1 s−1) to generate its corresponding selenoxide. In activated HL-60 cells, diethyl selenodiglycolate selectively reacted with HOCl (half maximal inhibitory concentration (IC50) = 23.07 µM) but not with superoxide anion radical or hydrogen peroxide without any cytotoxicity. These results show that this synthetically simple selenide reacts in a very efficient and specific way with the harmful pro-oxidant HOCl being a promising compound to be applied in oxidative inflammatory-related conditions. (AU)

• Processo FAPESP: 15/21563-9 - Estudo do papel do ácido úrico e da modulação redox sobre a atividade microbicida de células do sistema imune inato
• Beneficiário: Railmara Pereira da Silva
• Modalidade de apoio: Bolsas no Brasil - Doutorado Direto
• Processo FAPESP: 13/07937-8 - Redoxoma
• Beneficiário: Ohara Augusto
• Modalidade de apoio: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs