Calix[4]arene α-hydroxymethylphosphonic acids as potential inhibitors of protein tyrosine phosphatases

Abstract

Calix[4]arene are known to be a promising scaffold for designing inhibitors of protein tyrosine phosphatases. In this work calix[4]arene mono-and bis-α-hydroxymethylphosphonic acids have been tested in vitro for the inhibitory activity against some therapeutically important protein tyrosine phosphatases. The results obtained have shown that these macrocyclic compounds can inhibit CD45, PTP1B, and SHP2 with IC 50

Inhibition of glutathione S-transferases by calix[4]arene-based phosphinic acids

“…Calix [4]arenes can possess antiviral, antibacterial, antifungal, antithrombotic, and anticancer activities [12][13][14] showing inhibitory potential against therapeutically important enzymes [15,16]. Among them, calix [4]arene-based phosphonic acids were found to inhibit alkaline phosphatases [17][18][19] and protein tyrosine phosphatases [20][21][22][23]. We previously demonstrated that calix [4]arenes functionalized by α-hydroxyphosphonic acid group exhibited inhibitory effects towards GSTs from the equine liver and human placenta [24,25].…”

Calixarene Derivatives for (Nano)Biotechnologies

“…[16] Next part of the study operated with calix [4]arene mono-and bis-α-hydroxymethylphosphonic acids 27 and 10. [17] The calixarene α-ketophosphonous acids 28 and 29 were also investigated and it was found that these macrocycles are able to inhibit PTP1B with IC 50 values in the micromolar range displaying lesser efficiency but selectivity over TC-PTP, MEG1, MEG2, SHP2, LAR and PTP-β. [18] Some of the inhibitors showed IC 50 values in the micromolar range and good selectivity in comparison with other protein tyrosine phosphatases such as TC-PTP, PTPb, LAR, and CD45 (Table 5).…”