Prt. Frogier et al., FLUORINATED ANALOGS OF THE P17 P24 SEQUENCE INCORPORATING 3-FLUORO AND 3,3-DIFLUORO PHENYLALANINES AS POTENTIAL INHIBITORS OF HIV PROTEASE/, Antiviral chemistry & chemotherapy, 5(6), 1994, pp. 372-379
The synthesis and activity of a series of fluorinated peptide analogue
s of the p17/p24 sequence incorporating 3-fluoro and 3,3-difluoro phen
ylananines at the P-1 position of the scissile bond are described. It
was hoped that these might act as potent inhibitors of HIV protease. I
n fact, none of the compounds studied displayed any anti-HIV activity
in vitro. This may be attributed to poor cell penetration of the compo
unds and metabolic cleavage of their peptide bonds.