The first synthesis of natural disulfide bruguiesulfurol and biological evaluation of its derivatives as a novel scaffold for PTP1B inhibitors

被引：14
|
作者：
Chen, Jing [1 ]
Jiang, Cheng-Shi [1 ]
Ma, Wen-Quan [2 ]
Gao, Li-Xin [1 ]
Gong, Jing-Xu [1 ]
Li, Jing-Ya [1 ]
Li, Jia [1 ]
Guo, Yue-Wei [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[2] Weifang Natl Hightech Ind Dev Zone, Biomed Sci Pk Weifang, Weifang 261205, Shandong, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 18期
基金：
中国博士后科学基金;
关键词：
Bruguiesulfurol; Derivative; PTP1B inhibitor; Type; 2; diabetes; Selectivity; TYROSINE-PHOSPHATASE; 1B; MACROCYCLIC POLYDISULFIDE; OXIDATION; THIOLS; INSULIN; OBESITY; GYMNORRHIZOL; DISCOVERY; GENE;
D O I：
10.1016/j.bmcl.2013.07.039
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Bruguiesulfurol (1), a cyclic 4-hydroxy-dithiosulfonate isolated from mangrove plant Bruguiera gymnorrhiza, was concisely synthesized for the first time in four steps, and a series of its synthetic derivatives were evaluated for in vitro inhibitory effects on PTP1B and related PTPs. Some derivatives were found to have improved pharmacological profile compared with hit 1. Among them, 5a showed the potent selectivity towards PTP1B over other PTPs, including TCPTP, and 7j exhibited the strongest PTP1B inhibitory activity with an IC50 value of 4.54 mu M. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5061 / 5065
页数：5
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