Evaluation of Antioxidant Properties of Monoaromatic Derivatives of Pulvinic Acids

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• 作者：Damien Habrant ; Stphane Poigny ; Muriel Sgur-Derai ; Yves Brunel ; Benot Heurtaux ; Thierry Le Gall ; Axelle Strehle ; Rgis Saladin ; Stphane Meunier ; Charles Mioskowski ; Alain Wagner
• 刊名：Journal of Medicinal Chemistry
• 出版年：2009
• 出版时间：April 23, 2009
• 年：2009
• 卷：52
• 期：8
• 页码：2454-2464
• 全文大小：272K
• 年卷期：v.52,no.8(April 23, 2009)
• ISSN：1520-4804

文摘

The natural mushroom pigment Norbadione A and three other pulvinic acids were shown by our group to display very efficient antioxidant properties by comparison with a collection of potent molecules including catechols, flavonoids, stilbenes, or coumarins. Despite numerous publications on robust and straightforward synthetic access to pulvinic acids by us and others, no report has been made to unravel the structure−activity relationships that govern the striking antioxidant activity. Herein is presented the synthesis of 18 diverse pulvinic acid derivatives and the study of their radical scavenging capacities by four different assays. The influence of each of the two phenyl rings, of their substituents and of the lateral chain on the antioxidant properties, was explored to reveal a simplified structure of excellent activity. These results, along with the absence of cytotoxicity, make the synthesized compounds interesting to evaluate for several biological activities and especially for anti-inflammatory effects and skin protection against UV induced oxidative stress.