First total syntheses of the pro-resolving lipid mediators 7(S),13(R),20(S)-Resolvin T1 and 7(S),13(R)-Resolvin T4
作者:Ana R. Rodriguez、Bernd W. Spur
DOI:10.1016/j.tetlet.2019.151473
日期:2020.2
The first total syntheses of the pro-resolving lipid mediators 7(S),13(R),20(S)-Resolvin T1 [7(S),13(R),20(S)-RvT1] and 7(S),13(R)-Resolvin T4 [7(S),13(R)-RvT4], derived from n-3 docosapentaenoic acid (n-3 DPA), are described. 7(S),13(R),20(S)-RvT1 was prepared from 7(S),13(R)-RvT4 via an enzymatic lipoxidase reaction. 7(S),13(R)-RvT4 was obtained by total synthesis where the chiral centers at C7 and
亲分解脂质介体7(S),13(R),20(S)-Resolvin T1 [7(S),13(R),20(S)-RvT1]和7(S描述了衍生自n-3二十二碳五烯酸(n-3 DPA)的13,R-Resolvin T4 [7(S),13(R)-RvT4]。通过酶促脂氧化酶反应由7(S),13(R)-RvT4制备7(S),13(R),20(S)-RvT1。通过全合成获得7(S),13(R)-RvT4,其中通过Noyori转移氢化和手性库策略分别在C7和C13处的手性中心。Wittig反应,Sonogashira偶联和Boland Zn(Cu / Ag)还原是合成的关键步骤。