Synthesis of aniline-type analogues of farnesyl diphosphate and their biological assays for prenyl protein transferase inhibitory activity.
Stable analogues of farnesyl diphosphate, possessing an aniline-type portion in the prenyl-mimic moiety and phosphonoacetamido(oxy) groups in the place of the metabolically unstable diphosphate unit, were synthesised and submitted to biological assays. The enzyme inhibition tests performed on FTase and GGTase I show that the newly synthesised compounds based on a combination of the aniline-containing portions with (phosphonoacetamido)oxy groups do not afford potent inhibitors.
Minutolo
Filippo
F
Dipartimento di Scienze Farmaceutiche, Università di Pisa, Via Bonanno 6, 56126 Pisa, Italy.
Bertini
Simone
S
Betti
Laura
L
Di Bussolo
Valeria
V
Giannaccini
Gino
G
Placanica
Giorgio
G
Rapposelli
Simona
S
Spielmann
H Peter
HP
Macchia
Marco
M
D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001681:Biological Assay / Q000379:methods*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011106:Polyisoprenyl Phosphates / Q000138:chemical synthesis* / Q000494:pharmacology; D011506:Proteins / Q000378:metabolism; D012717:Sesquiterpenes; D014166:Transferases / Q000037:antagonists & inhibitors* / Q000378:metabolism
D000814:Aniline Compounds; D004791:Enzyme Inhibitors; D011106:Polyisoprenyl Phosphates; D011506:Proteins; D012717:Sesquiterpenes; C004808:farnesyl pyrophosphate; D014166:Transferases