Bioorganic & Medicinal Chemistry 2007-08-01

5-Arylidene-2,4-thiazolidinediones as inhibitors of protein tyrosine phosphatases.

Rosanna Maccari, Paolo Paoli, Rosaria Ottanà, Michela Jacomelli, Rosella Ciurleo, Giampaolo Manao, Theodora Steindl, Thierry Langer, Maria Gabriella Vigorita, Guido Camici

文献索引：Bioorg. Med. Chem. 15(15) , 5137-49, (2007)

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摘要

4-(5-Arylidene-2,4-dioxothiazolidin-3-yl)methylbenzoic acids (2) were synthesized and evaluated in vitro as inhibitors of PTP1B and LMW-PTP, two protein tyrosine phosphatases (PTPs) which act as negative regulators of the metabolic and mitotic signalling of insulin. The synthesis of compounds 2 represents an example of utilizing phosphotyrosine-mimetics to identify effective low molecular weight nonphosphorus inhibitors of PTPs. Several thiazolidinediones 2 exhibited PTP1B inhibitory activity in the low micromolar range with moderate selectivity for human PTP1B and IF1 isoform of human LMW-PTP compared with other related PTPs.