Total synthesis of the antiviral peptide antibiotic feglymycin
Dettner, Frank × Hänchen, Anne Schols, Dominique Toti, Luigi Nusser, Antje Süssmuth, Roderich D #
Angewandte Chemie - International Edition vol:48 issue:10 pages:1856-1861
An adaptable approach: The first highly convergent stereoselective synthesis of feglymycin (see structure) and its enantiomer is based on the coupling of repeating peptide fragments. The use of weakly basic conditions throughout the synthesis suppressed the epimerization of sensitive aryl glycine units. Feglymycin has strong anti-HIV activity as well as potent (previously identified as weak) antibacterial activity against Staphylococcus aureus.