Synthesis and DPPH Radical Scavenging Activity of Prenylated Phenol Derivatives

被引：24

作者：

Osorio, Mauricio ^{[1
]}

Aravena, Jacqueline ^{[1
]}

Vergara, Alejandra ^{[1
]}

Taborga, Lautaro ^{[1
]}

Baeza, Evelyn ^{[1
]}

Catalan, Karen ^{[1
]}

Gonzalez, Cesar ^{[1
]}

Carvajal, Marcela ^{[1
]}

Carrasco, Hector ^{[2
]}

Espinoza, Luis ^{[1
]}

机构：

[1] Univ Tecn Federico Santa Maria, Dept Quim, Valparaiso 2390123, Chile

[2] Univ Andres Bello, Dept Ciencias Quim, Vina Del Mar 2561156, Chile

来源：

MOLECULES | 2012年 / 17卷 / 01期

关键词：

prenylated phenols; electrophilic aromatic substitution; radical scavenging activity; HYDROQUINONES;

D O I：

10.3390/molecules17010556

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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 center dot OEt2. 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. IC50 values of five synthesized compounds indicated they were as good antioxidants as Trolox (TM).

引用

页码：556 / 570

页数：15

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