摘要
以选择性肝孤儿受体(LXR α)激动剂5 α,6 α-环氧胆甾醇( 2a )为先导化合物设计并合成其高生物利用度前药.以胆固醇为起始原料,3-氯过氧苯甲酸( m -CPBA)为氧化剂合成2a ,再对2a 进行酯化、糖苷化反应,分别得到2a 酯化衍生物2a-1、2a-2、2a-3 ,以及糖苷化衍生物2s-1、2s-2、2s-3;对反应条件进行了初步的优化,目标化合物的化学结构经1 HNMR、13C NMR和MS确证.
The high bioavailability prodrug was designed and synthesized with the selective hepatic orphan receptor (LXR α) agonist 5 α, 6 α-epoxycholesterol ( 2a ) as the lead compound. With cholesterol as a starting material, 3-chloroperoxybenzoic acid ( m -CPBA) was used as an oxidizing agent to synthesize 2a . Then 2a was esterified and glycosylated to obtain 2a esterification derivatives 2a-1, 2a-2, 2a-3 , and glycosylation derivatives 2s-1, 2s-2 and 2s-3 , respectively. The reaction conditions were initially optimized, and the chemical structure of the target compound was confirmed by 1 H NMR, 13 C NMR and MS.
作者
徐孝浪
郭晓强
张梦晗
李小红
王虹宇
周闯
何源超
XU Xiaolang;GUO Xiaoqiang;ZHANG Menghan;LI Xiaohong;WANG Hongyu;ZHOU Chuang;HE Yuanchao(College of Pharmacy and Biological Engineering,Chengdu University,Chengdu 610106,Sichuan;Key Laboratory of Medicinal and Edible Plant Resources Development of Sichuan Education Department,Chengdu University,Chengdu 610106,Sichuan;Sichuan Industrial Institute of Antibiotics,Chengdu University,Chengdu 610051,Sichuan)
出处
《四川师范大学学报（自然科学版）》
CAS
北大核心
2019年第4期540-544,共5页
Journal of Sichuan Normal University（Natural Science）
基金
四川省应用基础研究面上项目(2017JY0341)
成都市技术创新研发项目(2018-YF05-01510-GX)
关键词
环氧胆甾醇
肝孤儿受体
前药
环氧化反应
epoxycholesterol
Liver Orphan Receptor (LXR)
prodrug
epoxidation
