TELOMERS AND COTELOMERS OF BIOLOGICAL AND BIOMEDICAL INTEREST .7. SYNTHESIS AND PHYSICOCHEMICAL AND BIOLOGICAL EVALUATIONS OF AMPHIPHILIC TELOMERS DERIVED FROM ACRYLOYLAMINO ACIDS

New ionic telomeric surfactants derived from acryloylamino acids were synthesized and their tensioactive properties compared to those of non -ionic analogs previously reported. We also compared their anti HIV be havior with that of other polymeric polyanionic derivatives. Acryloyl monomers of various amino acids such as glycine, alanine, aspartic, gl utamic and gamma-aminobutyric acid were prepared and telomerized in th e presence of various alkanes or perfluoroalkanethiols as chain transf er reagents. For a given amino acid, the critical micellar concentrati on (CMC) was shown to depend upon the nature and the length of the hyd rophobic tail and not the size of the hydrophilic head, i.e., the numb er average degree of polymerization (<(DP)over bar>(n)). None of the t elomeric polyanionic derivatives reported herein induced HIV inhibitio n.