Rationale on the High Radical Scavenging Capacity of Betalains

Autor(es)

Nakashima, Karina K. ^{[1, 2]} ; Bastos, Erick L. ^[1]

Afiliação do(s) autor(es)

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

^[2] Radboud Univ Nijmegen, Inst Mol & Mat, NL-6525 XZ Nijmegen - Netherlands

• Tipo de documento: Artigo Científico
• Fonte: ANTIOXIDANTS; v. 8, n. 7 JUL 2019.
• Citações Web of Science: 0

Resumo

Betalains are water-soluble natural pigments of increasing importance as antioxidants for pharmaceutical use. Although non-phenolic betalains have lower capacity to scavenge radicals compared to their phenolic analogues, both classes perform well as antioxidants and anti-inflammatory agents in vivo. Here we show that meta-hydroxyphenyl betalain (m-OH-pBeet) and phenylbetalain (pBeet) show higher radical scavenging capacity compared to their N-methyl iminium analogues, in which proton-coupled electron transfer (PCET) from the imine nitrogen atom is precluded. The 1,7-diazaheptamethinium system was found to be essential for the high radical scavenging capacity of betalains and concerted PCET is the most thermodynamically favorable pathway for their one-electron oxidation. The results provide useful insights for the design of nature-derived redox mediators based on the betalain scaffold. (AU)

• Processo FAPESP: 13/24964-9 - Estudo do mecanismo de ação antirradicalar de betalaínas
• Beneficiário: Karina Kinuyo Nakashima
• Modalidade de apoio: Bolsas no Brasil - Mestrado
• Processo FAPESP: 14/22136-4 - Uso de solventes verdes e suas misturas na otimização de processos químicos
• Beneficiário: Omar Abou El Seoud
• Modalidade de apoio: Auxílio à Pesquisa - Temático
• Processo FAPESP: 16/21445-9 - Betalaínas: relações estrutura-propriedade
• Beneficiário: Erick Leite Bastos
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 19/06391-8 - Caracterização fotofísica e potencial anti-inflamatório de betalaínas
• Beneficiário: Erick Leite Bastos
• Modalidade de apoio: Auxílio à Pesquisa - Regular