SYNTHESIS AND BIOLOGICAL-ACTIVITY OF ACYLATED AND TELOMERIZED PEPTIDES AS POTENTIAL HIV-FIXATION INHIBITORS

In order to inhibit the gp 120-CD4 glycoprotein interaction, a key ste p of the HIV-infection, we have synthesized a series of N-acylated pep tides containing sequences identified in both the viral and lymphocyti c proteins, (SDFR, SDAR, RFDSAARFDS, DRADSRRS, PSKLNDRADSRRSLWD, ASTTT NYT). An hydrophobic moiety (capryloyl, palmitoyl acrylamidoundecanoyl ) was introduced in the last step of interative synthesis, in homogene ous or solid phase. The acryloyl-containing compounds were then telome rized under UV irradiation (DPn observed: 2 to 6). The biological eval uation shown an antiviral effect in vitro for telomerized peptides con taining amino diacids such as Glu and Asp.