title: Synthesis and anti-HCMV activity of 1-acyl-beta-lactams and 1-acylazetidines derived from phenylalanine.
abstract: Different Phe-derived 1-acyl-beta-lactams, analogous to a series of 2-azetidinones acting as HCMV serine protease inhibitors, were synthesized. Some of these compounds were modest inhibitors of the HCMV replication. Interestingly, removal of the carbonyl group of the beta-lactam ring, most likely acting as the serine trap, resulted in an azetidine derivative with anti-HCMV activity comparable to that of the reference compound ganciclovir.
authors.affiliation: Instituto de Química Médica (CSIC), Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Guillermo
authors.initials: G
authors.lastname: Gerona-Navarro
authors.forename: M Jesús
authors.initials: MJ
authors.lastname: Pérez de Vega
authors.forename: M Teresa
authors.initials: MT
authors.lastname: García-López
authors.forename: Graciela
authors.initials: G
authors.lastname: Andrei
authors.forename: Robert
authors.initials: R
authors.lastname: Snoeck
authors.forename: Jan
authors.initials: J
authors.lastname: Balzarini
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
authors.forename: Rosario
authors.initials: R
authors.lastname: González-Muñiz
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001384:Azetidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D003587:Cytomegalovirus / Q000187:drug effects*; D007769:Lactams / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D000998:Antiviral Agents; D001384:Azetidines; D007769:Lactams