Synthesis of a new hydroxyethylene dipeptide isostere Phe psi [CH2CH (OH)]Phe as HIV-1 protease inhibitor.
A new type of pseudopeptide isostere exampled by Phe psi[CH2CH(OH)]Phe was synthesized from phenylalanine. The HIV protease inhibitory activity (IC50) of Noa-His-Phe psi[CH2CH(OH)]Phe-Ile-Amp was 0.8 pmol.L-1.
Chen
H G
HG
Upjohn Laboratories, Upjohn Company, Kalamazoo, MI 49001.
Sawyer
T K
TK
Wuts
P G
PG
D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D017320:HIV Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
D004151:Dipeptides; D017320:HIV Protease Inhibitors; C087833:tert-butyloxycarbonyl-phenylalanyl-psi(hydroxyethylene)phenyl alanine