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氮杂和偶氮二苯乙烯类化合物:白藜芦醇的生物等排体类似物。

Aza- and Azo-Stilbenes: Bio-Isosteric Analogs of Resveratrol.

机构信息

Team Bio-PeroxIL, Biochemistry of the Peroxisome, Inflammation and Lipid Metabolism (EA7270), University of Bourgogne Franche-Comté, Inserm, 21000 Dijon, France.

Team OCS, Institute of Molecular Chemistry of University of Burgundy (ICMUB UMR CNRS 6302), University of Bourgogne Franche-Comté, 21000 Dijon, France.

出版信息

Molecules. 2020 Jan 30;25(3):605. doi: 10.3390/molecules25030605.

Abstract

Several series of natural polyphenols are described for their biological and therapeutic potential. Natural stilbenoid polyphenols, such as trans-resveratrol, pterostilbene and piceatannol are well-known for their numerous biological activities. However, their moderate bio-availabilities, especially for trans-resveratrol, prompted numerous research groups to investigate innovative and relevant synthetic resveratrol derivatives. This review is focused on isosteric resveratrol analogs aza-stilbenes and azo-stilbenes in which the C=C bond between both aromatic rings was replaced with C=N or N=N bonds, respectively. In each series, synthetic ways will be displayed, and structural sights will be highlighted and compared with those of resveratrol. The biological activities of some of these molecules will be presented as well as their potential therapeutic applications. In some cases, structure-activity relationships will be discussed.

摘要

描述了几类具有生物和治疗潜力的天然多酚。天然芪类多酚,如反式白藜芦醇、紫檀芪和白皮杉醇,因其众多的生物活性而广为人知。然而,它们中等的生物利用度,特别是反式白藜芦醇,促使许多研究小组研究创新和相关的合成白藜芦醇衍生物。这篇综述主要集中在芪类类似物——aza-二苯乙烯和偶氮二苯乙烯上,它们将两个芳环之间的 C=C 键分别用 C=N 或 N=N 键取代。在每个系列中,将展示合成方法,并突出结构观点,并与白藜芦醇进行比较。还将介绍这些分子中的一些生物活性及其潜在的治疗应用。在某些情况下,还将讨论结构-活性关系。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f92f/7037676/26db2f70a071/molecules-25-00605-g001.jpg

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