Synthesis and Biological Evaluation of Phosphotyrosyl Mimetic As a Novel Protein Tyrosine Phosphatase 1B Inhibitor

Protein tyrosine phosphatase 1B (PTP1B) has been known to be a promising target for the treatment of type 2 diabetes and obesity. According to the reported phosphotyrosyl mimetics A, a new PTP1B inhibitor 1 was designed via computer-assisted drug design. The target compound 1 was achieved through eleven steps with Negishi cross-coupling reaction, diastereoselective sulfinylimine enolate addition reaction and the Dess-Martin oxidation as key steps. The compound 1 inhibited PTP1B competitively with an IC50 value of 54.17 mu mol.L-1 in vitro.