SYNTHESIS OF PROTEGRIN-RELATED PEPTIDES AND THEIR ANTIBACTERIAL AND ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS ACTIVITY

All disulfide analogs (types I, II and III) of protegrin (PG)-1, an 18 -residue antimicrobial peptide having two intramolecular disulfide bon ds, were synthesized using regioselective disulfide bond formation. Ra ndom air-oxidation of the fully reduced PG-1 formed the type III PG-1. In addition, a type III analog containing an amidated carboxy-termina l residue was also prepared. Each analog showed significant and differ ent antibacterial and anti-human immunodeficiency virus (HIV) activity . Deletion of two disulfide bridges caused a significant decrease in a ctivity.