Synthesis and DPPH Radical Scavenging Activity of Prenylated Phenol Derivatives

Autor: Héctor Carrasco, Luis Espinoza, Marcela Carvajal, Cesar González, Alejandra Vergara, Lautaro Taborga, Evelyn Baeza, Karen Catalán, Mauricio Osorio, Jacqueline Aravena
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: Molecules, Vol 17, Iss 1, Pp 556-570 (2012)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules17010556
Popis: 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 BF3×OEt2. Dialkylations were also produced with this method. The formation of a chroman ring by intramolecular cyclization between a sp2 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. IC50 values of five synthesized compounds indicated they were as good antioxidants as Trolox™.
Databáze: Directory of Open Access Journals