Synthesis, structural studies and biological properties of some phosphono-perfluorophenylalanine derivatives formed by S_NAr reactions.

ABSTRACT: Several novel phosphono-perfluorophenylalanine derivatives, as mimetics of phenylalanine, were synthesized by subjecting diethyl (2-(perfluorophenyl)-1-(phenylamino)ethyl)-phosphonate to S_NAr reactions with different types of nucleophiles such as thiols, amines and phenols. The structure of the products was confirmed using spectroscopic and spectrometric techniques. For two compounds X-ray single crystal diffraction analysis and DFT investigations were performed providing information in regard to the preferable conformation, hydrogen bonds and other interactions. The antiproliferative potency of some of the new phosphono-perfluorophenylalanine derivatives obtained as well as representatives of previously synthesized perfluorophenyl phosphonate analogues of phenylalanine was stud

SUBMITTER: Kwiczak-Yigitbası J 

PROVIDER: S-EPMC9069932 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature