The novel phosphoramidate derivatives of NSAID 3-hydroxypropylamides: Synthesis, cytostatic and antiviral activity evaluations

Abstract

The target phosphoramidates 5a– e were prepared in one step from 3-hydroxypropyl derivatives 3a– e of nonsteroidal anti-inflammatory drugs (fenoprofen, ketoprofen, ibuprofen, indomethacin, diclofenac). The products 3a– e and 5a– e were evaluated for their cytostatic and antiviral activity against malignant tumour cell lines and normal human fibroblasts (WI 38). All phosphoramidate derivatives 5a– e possess significantly greater inhibitory activities than the corresponding 3-hydroxypropyl derivatives 3a– e, whereby compound 5a showed the most potent inhibitory activities against cervical, pancreatic and colon carcinoma cell lines (IC 50 = 5 − 7 μM).