Citation: Wang Wenlong, Luo Huan, Gao Ya, Gao Lixin, Sheng Li, Zhou Yubo, Li Jia, Li Jingya, Feng Bainian. Synthesis of Aromatic Amide Derivatives and Their Biological Evaluation against Protein Tyrosine Phosphatase 1B and Scr Homology-2 Domain Containing Protein Tyrosine Phosphatase-2[J]. Chinese Journal of Organic Chemistry, ;2016, 36(9): 2142-2149. doi: 10.6023/cjoc201603045 shu

Synthesis of Aromatic Amide Derivatives and Their Biological Evaluation against Protein Tyrosine Phosphatase 1B and Scr Homology-2 Domain Containing Protein Tyrosine Phosphatase-2

Wang Wenlong ^a ,
Luo Huan ^a ,
Gao Ya ^a ,
Gao Lixin ^b ,
Sheng Li ^b ,
Zhou Yubo ^b ,
Li Jia ^b ,
Li Jingya ^b,*,, ,
Feng Bainian ^a,*,,

a.
School of Pharmaceutical Science, Jiangnan University, Wuxi 214122
b.
State Key Laboratory of Drug Research, National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203

Corresponding author: Li Jingya, jyli@simm.ac.cn Feng Bainian, fengbainian@jiangnan.edu.cn
Received Date: 28 March 2016
Revised Date: 27 April 2016

Fund Project: the National Natural Science Foundation of China 21472069the State Key Laboratory of Drug Research SIMM1302KF-05

Figures(3)

To explore the chemical space of protein tyrosine phosphatase 1B (PTP1B) inhibitors by changing bis-aromatic amide moiety into aromatic amide moiety, a series of aromatic amide derivatives were designed, synthesized and their biological activities were evaluated against PTP1B and Scr homology-2 domain containing protein tyrosine phosphatase-2 (SHP2). Among them, compound 3c displayed moderate inhibitory activity with IC₅₀ of (5.13±0.21) μmol/L against PTP1B and showed two times selectivity for other related PTPs. Interestingly, compound 12[IC₅₀=(7.47±1.26) μmol/L] showed moderate inhibitory activity against SHP2 and 2-fold selectivity against PTP1B, T-cell protein tyrosine phosphatase (TCPTP) or Src homology-2 domain containing protein tyrosine phosphatase-1 (SHP1) respectively, and offered a novel scaffold to develop new SHP2 inhibitors.
- PTP1B,
- SHP2,
- aromatic amide derivatives,
- inhibitors
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