Synthesis and PTP1B Inhibitory Activity of (E)-1-Substitutedphenyl-3-(4-((E)-(2-(4-phenylthiazol-2-yl)hydrazono)methyl)phenyl)-prop-2-en-1-ones

doi:10.6023/cjoc201212012

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1496-1502.DOI: 10.6023/cjoc201212012 Previous Articles Next Articles

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(E)-1-取代苯基-3-[4-((E)-(2-(4-苯基噻唑-2-基)腙)甲基)苯基]-2-丙烯-1-酮的合成及PTP1B抑制活性研究

孙良鹏^a, 姜哲^b, 高立信^c, 刘晓芳^a, 全迎春^a, 郑光浩^a, 李佳^c, 朴虎日^a

a 长白山生物资源与功能分子教育部重点实验室延边大学药学院延吉 133002;
b 延边大学附属医院延吉 133002;
c 中国科学院上海药物研究所国家新药筛选中心上海 201203

收稿日期:2012-12-10 修回日期:2013-02-20 发布日期:2013-03-01
通讯作者: 朴虎日, 李佳 E-mail:piaohuri@ybu.edu.cn;jli@mail.shcnc.ac.cn
基金资助:
国家自然科学基金(Nos. 81160381, 81125023)资助项目.

Synthesis and PTP1B Inhibitory Activity of (E)-1-Substitutedphenyl-3-(4-((E)-(2-(4-phenylthiazol-2-yl)hydrazono)methyl)phenyl)-prop-2-en-1-ones

Sun Liangpeng^a, Jiang Zhe^b, Gao Lixin^c, Liu Xiaofang^a, Quan Yingchun^a, Zheng Guanghao^a, Li Jia^c, Piao Huri^a

a Key Laboratory of Natural Resources of Changbai Mountain & Functional Molecules, Ministry of Education, College of Pharmacy, Yanbian University, Yanji 133002;
b Yanbian University Hospital, Yanji 133002;
c National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203

Received:2012-12-10 Revised:2013-02-20 Published:2013-03-01
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 81160381, 81125023).

Protein tyrosine phosphatase 1B (PTP1B) has recently been identified as new drug target for type II diabetes and obesity due to that it is a negative regulator of the insulin and leptin-signaling pathway. In order to find new nonphosphonate-based pTyr mimetics, a series of novel (E)-1-phenyl-3-(4-((E)-(2-(4-phenyl-thiazol-2-yl)hydrazono)methyl)phenyl)-prop-2-en-1-one (4a～4n) were designed, synthesized, and evaluated for their PTP1B inhibitory activity. The results demonstrated that all compounds presented potent inhibitory activities against PTP1B, among which compound 4h exhibited most potent with IC₅₀ value of (2.57±0.50) μmol·L^-1.

Key words: PTP1B inhibitor, chalcone, carboxaldehyde hydrazone, thiazole

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Sun Liangpeng, Jiang Zhe, Gao Lixin, Liu Xiaofang, Quan Yingchun, Zheng Guanghao, Li Jia, Piao Huri. Synthesis and PTP1B Inhibitory Activity of (E)-1-Substitutedphenyl-3-(4-((E)-(2-(4-phenylthiazol-2-yl)hydrazono)methyl)phenyl)-prop-2-en-1-ones[J]. Chin. J. Org. Chem., 2013, 33(07): 1496-1502.

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(E)-1-取代苯基-3-[4-((E)-(2-(4-苯基噻唑-2-基)腙)甲基)苯基]-2-丙烯-1-酮的合成及PTP1B抑制活性研究

Synthesis and PTP1B Inhibitory Activity of (E)-1-Substitutedphenyl-3-(4-((E)-(2-(4-phenylthiazol-2-yl)hydrazono)methyl)phenyl)-prop-2-en-1-ones

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