HIV-1 protease inhibitors containing a novel C2 symmetrical hydroxyalkylgem-diamino core structure.
Two series of peptidomimetics containing a novel C2 symmetrical hydroxyalkylgem-diamino core structure were prepared, from amino acid starting materials, and evaluated as inhibitors of HIV-1 protease (HIV-1 Pr). 1,1-Diamino-3-hydroxypropane (gHse) derivatives showed weak inhibitory potency (IC50 > 10 microM). In the 1,1-diamino-2-hydroxyethane (gSer) series, a compound containing P1/P1' benzyl and P2/P2'Fmoc substituents, displayed a significant HIV-1 Pr inhibition (IC50 = 440 nM).
Marastoni
M
M
Department of Pharmaceutical Sciences, University of Ferrara, Italy.
Salvadori
S
S
Bortolotti
F
F
Tomatis
R
R
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D017320:HIV Protease Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D018716:Molecular Mimicry; D015394:Molecular Structure; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D000596:Amino Acids; D017320:HIV Protease Inhibitors