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

Pinatto-Botelho, Marcos F.; da Silva, Railmara P.; Archilha, Marcos V. L. R.; Giroldo, Lilian; Meotti, Flavia C.; dos Santos, Alcindo A.

Abstract

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.

Más información

Título según WOS: Diethyl Selenodiglycolate: An Eco-Friendly Synthetic Antioxidant with Potential Application to Inflammatory Disorders
Título según SCOPUS: Diethyl Selenodiglycolate: An Eco-Friendly Synthetic Antioxidant with Potential Application to Inflammatory Disorders
Título de la Revista: Journal of the Brazilian Chemical Society
Volumen: 31
Número: 6
Editorial: Sociedade Brasileira de Quimica
Fecha de publicación: 2020
Página final: 1248
Idioma: English
DOI:

10.21577/0103-5053.20200009

Notas: ISI, SCOPUS