Synthesis and antiviral properties of novel analogues of monophosphate and diphosphate bioactive forms of acyclovir.
New analogues (compounds 6, 7 and 9) of the mono- (8) and diphosphate (10) bioactive forms of the antiherpes drug acyclovir are described. In compound 6, the monophosphate moiety of 8 was replaced by an aminosulfonyloxy group, while in compounds 7 and 9, a phosphonoacetamidoxy and an O-ethyl phosphonoacetamidoxy moiety are, respectively present instead of the diphosphate one of 10. None of the compounds synthesized proved to possess an appreciable activity on herpes simplex virus (HSV) or human immunodeficiency virus (HIV).
Macchia
M
M
Dipartimento di Scienze Farmaceutiche, Università di Pisa, Italy. nmacchia@farm,unipi.it
Antonelli
G
G
Bertini
S
S
Calvani
F
F
Di Bussolo
V
V
Minutolo
F
F
Tesoro
R
R
Tonetti
I
I
Turriziani
O
O
D000212:Acyclovir / Q000031:analogs & derivatives*; D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D015497:HIV-1 / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D015394:Molecular Structure; D010710:Phosphates / Q000737:chemistry; D014407:Tumor Cells, Cultured; D014709:Vero Cells
D000998:Antiviral Agents; D010710:Phosphates; D000212:Acyclovir