SYNTHESES OF HIV-PROTEASE INHIBITORS HAVING A PEPTIDE MOIETY WHICH BINDS TO GP120

Some HIV-protease inhibitor derivatives having an N-carbomethoxycarbon yl-prolyl-phenylalanine benzyl ester (CPF) moiety as a binding site to gp120 were designed and synthesized. Almost all the compounds bearing CPF on the phenoxyacetyl group showed protease-inhibitory activity. C ompounds 25a and 25b, which have the CPF moiety at the ortho- and meta -positions of the phenoxyacetyl group, respectively, had anti-HIV acti vity, although the others showed only protease-inhibitory activity. Th ese results suggest that 25b binds to gp120 and inhibits HIV protease.