Chinese Journal of Organic Chemistry >
Synthesis and Protein Tyrosine Phosphatase 1B (PTP1B) Inhibitory Activity Evaluation of Novel Arylaminoacetylhydrazone Derivatives Containing Carbazole Moiety
Received date: 2021-02-24
Revised date: 2021-04-02
Online published: 2021-05-14
Supported by
Natural Science Foundation of Liaoning Province(20102126)
In order to find novel protein tyrosine phosphatase 1B (PTP1B) inhibitors, a series of novel arylaminoacetylhydrazone derivatives containing carbazole moiety were designed and synthesized. Their structures and configurations were confirmed by IR, 1H NMR, 13C NMR, two-dimensional NMR spectra (including 1H-1H COSY, 1H-13C HMBC and NOESY) and elemental analysis. The inhibitory activities of all the target compounds against PTP1B were tested, and it was found that the target compounds had potent inhibitory activity against PTP1B, and most of them had lower IC50 value than the positive control drug oleanolic acid. Among them, N'-(9-octylcarbazol-3-ylmethylene)-2-(4-nitrophenylamino)acetohydrazide (3t) had the highest inhibitory activity against PTP1B with IC50 of (2.78±0.04) μmol/L. Molecular docking was used to study the bind of compound 3t with PTP1B enzyme.
Yingjun Li , Ledi Lin , Kun Jin , Lixin Gao , Li Sheng , Jihong Liu , Jia Li . Synthesis and Protein Tyrosine Phosphatase 1B (PTP1B) Inhibitory Activity Evaluation of Novel Arylaminoacetylhydrazone Derivatives Containing Carbazole Moiety[J]. Chinese Journal of Organic Chemistry, 2021 , 41(8) : 3157 -3170 . DOI: 10.6023/cjoc202102046
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