Synthesis and anti-HCMV activity of 1-acyl-beta-lactams and 1-acylazetidines derived from phenylalanine.
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.
Gerona-Navarro
Guillermo
G
Instituto de Química Médica (CSIC), Juan de la Cierva 3, 28006 Madrid, Spain.
Pérez de Vega
M Jesús
MJ
García-López
M Teresa
MT
Andrei
Graciela
G
Snoeck
Robert
R
Balzarini
Jan
J
De Clercq
Erik
E
González-Muñiz
Rosario
R
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*
D000998:Antiviral Agents; D001384:Azetidines; D007769:Lactams