Bromophenols as inhibitors of protein tyrosine phosphatase 1B with antidiabetic properties

ArticleinBioorganic & medicinal chemistry letters 22(8):2827-32 · March 2012with21 Reads
Impact Factor: 2.42 · DOI: 10.1016/j.bmcl.2012.02.074 · Source: PubMed


    A series of bromophenol derivatives were synthesized and evaluated as protein tyrosine phosphatase 1B (PTP1B) inhibitors in vitro and in vivo based on bromophenol 4e (IC(50)=2.42 μmol/L), which was isolated from red algae Rhodomela confervoides. The results showed that all of the synthesized compounds displayed weak to good PTP1B inhibition at tested concentration. Among them, highly brominated compound 4g exhibited promising inhibitory activity against PTP1B with IC(50) 0.68 μmol/L, which was approximately fourfold more potent than lead compound 4e. Further, compound 4g demonstrated high selectivity against other PTPs (TCPTP, LAR, SHP-1 and SHP-2). More importantly, in vivo antidiabetic activities investigations of compound 4g also demonstrated inspiring results.