Stereoselective synthesis of the specialized pro-resolving and anti-inflammatory mediator resolvin E1
作者:Jannicke Irina Nesman、Jørn Eivind Tungen、Anders Vik、Trond Vidar Hansen
DOI:10.1016/j.tet.2019.130821
日期:2020.1
specialized pro-resolving lipid mediators. Resolvin E1, produced from eicosapentaenoic acid, was the first specialized pro-resolving lipid mediator reported. This oxygenated polyunsaturated fatty acid displays a plethora of interesting biological activities, and has entered initial clinical trial development programs. The Evans-Nagao aldol reaction, a stereoselective alkyne reduction and a Z-selective Wittig
n-3多不饱和脂肪酸二十碳五烯酸,二十二碳六烯酸和n-3二十碳五烯酸,是专门合成亲脂性脂质介体的底物。由二十碳五烯酸生产的Resolvin E1是报道的第一个专门的亲分解脂质介体。这种氧化的多不饱和脂肪酸显示出许多有趣的生物学活性,并已进入初步的临床试验开发计划。Evans-Nagao羟醛反应,立体选择性炔烃还原反应和Z-选择性维蒂希反应用于本文提出的立体异构E1的立体控制合成。此外,HPLC分析的结果表明,该合成材料与真正的resolvin E1相匹配。