Synthesis and DPPH radical scavenging activity of prenylated phenol derivatives
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Fecha
2012-01
Profesor/a Guía
Facultad/escuela
Idioma
en
Título de la revista
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Título del volumen
Editor
MDPI
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Licencia CC
Attribution 3.0 Unported (CC BY 3.0)
Licencia CC
https://creativecommons.org/licenses/by/3.0/
Resumen
The synthesis of twenty six prenylated phenols derivatives is reported. These compounds were obtained under mild conditions via Electrophilic Aromatic Substitution (EAS) coupling reactions between phenol derivatives containing electron-donor subtituents and 3-methyl-2-buten-1-ol using BF 3·OEt 2. Dialkylations were also produced with this method. The formation of a chroman ring by intramolecular cyclization between a sp 2 carbon from the prenyl group with the hydroxyl substituent in the ortho position occurred with some phenols. All the synthesized compounds were evaluated as antioxidants according to a DPPH radical scavenging activity assay. IC 50 values of five synthesized compounds indicated they were as good antioxidants as Trolox™. © 2012 by the authors.
Notas
Indexación: Scopus
Palabras clave
Electrophilic aromatic substitution, Prenylated phenols, Radical scavenging activity
Citación
Molecules Volume 17, Issue 1, Pages 556 - 570January 2012
DOI
10.3390/molecules17010556