Stereoselective synthesis of C18-guggultetrol and C18-phytosphingosine analogues from d-fructose
作者:Perali Ramu Sridhar、Mandava Suresh、Patteti Venu Kumar、Kalapati Seshadri、Chunduri Venkata Rao
DOI:10.1016/j.carres.2012.07.016
日期:2012.10
A series of C(18)-guggultetrol stereo isomers and C(18)-phytosphingosine regio/stereo isomers were synthesised in a stereoselective fashion involving metal mediated fragmentation, stereoselective reduction, 1,4 O → O silyl migration, and Grubbs' cross metathesis as key steps. d-Fructose was used as a raw material for the preparation of all the analogues. The isophytosphingosine derivatives were evaluated
一系列的C(18)-古格列醇立体异构体和C(18)-植物鞘氨醇区域/立体异构体以立体选择性方式合成,包括金属介导的断裂,立体选择性还原,1,4 O→O甲硅烷基迁移和Grubbs交叉复分解作为关键步骤。d-果糖被用作制备所有类似物的原料。评估了异植物鞘氨醇衍生物的5-LOX(5-lipoxigenase)抑制活性。