Syntheses of oxysterol receptors'(LXRs) ligands  

作　　者：ZHOU Xiangdong ZHEN Hui ZHOU Weishan 

机构地区：[1]Department of Pharnmcy,The Third Millitary Medical University,Chongqing 400038,China [2]Shanghai Institute of Organic Chemistry,Chinese Academy of Sciellces,Shanghai 200032,China

出　　处：《Chinese Science Bulletin》2003年第3期247-254,共8页

基　　金：supported by the National Natural Science Foundation of China(Grant No.20072047);the State Key Laboratory of Biological Organic Chemistry in Shanghai Institute of Organic Chemistry,Chongqing Science and Technology Committee(Grant No.6617);the Third Military Medical University.

摘　　要：The LXRs?agonist, 24S,25-epoxycholesterol 1,was synthesized stereoselectively (100% d.e.) in 56% overall yield from methyl hyodeoxycholanate 4 in 9 steps with des-mosterol acetate 11 as the key intermediate and the modified Sharpless asymmetric dihydroxylation as the key step. TheLXRa subtype selective agonist 5a,6a:24S,25-diepoxycho-lesterol 2 and the novel LXRs?ligand 5b,6b:24S,25-diepo-xycholesterol 3 were also synthesized from 1.The LXRs?agonist, 24S,25-epoxycholesterol 1,was synthesized stereoselectively (100% d.e.) in 56% overall yield from methyl hyodeoxycholanate 4 in 9 steps with des-mosterol acetate 11 as the key intermediate and the modified Sharpless asymmetric dihydroxylation as the key step. TheLXRa subtype selective agonist 5a,6a:24S,25-diepoxycho-lesterol 2 and the novel LXRs?ligand 5b,6b:24S,25-diepo-xycholesterol 3 were also synthesized from 1.

关 键 词：methyl hyodeoxycholanate desmosterol acetate 24S 25-epoxycholesterol sharpless catalytic asymmetric dihydoxylation LXRs'agonists. 

分 类 号：R914.5[医药卫生—药物化学] R972.6[医药卫生—药学]