title: Prodrugs of Ara-CMP and Ara-AMP with a S-acyl-2-thioethyl (SATE) biolabile phosphate protecting group: synthesis and biological evaluation.
abstract: The bis(S-pivaloyl-2-thioethyl) phosphotriesters of Ara-C and Ara-A were synthesized as potential bioreversible mononucleotide prodrugs. Some N- and O-acylated derivatives were also prepared with the aim to modify the lipophilicity of the title pronucleotides. Compounds were tested for their antitumor/antiviral activity against a variety of tumor cells and viruses.
authors.affiliation: Consiglio Nazionale delle Ricerche, I.Co.C.E.A., Bologna, Italy. r_bazzanini@area.bo.cnr.it
authors.forename: R
authors.initials: R
authors.lastname: Bazzanini
authors.forename: S
authors.initials: S
authors.lastname: Manfredini
authors.forename: E
authors.initials: E
authors.lastname: Durini
authors.forename: B
authors.initials: B
authors.lastname: Gröschel
authors.forename: J
authors.initials: J
authors.lastname: Cinatl
authors.forename: J
authors.initials: J
authors.lastname: Balzarini
authors.forename: E
authors.initials: E
authors.lastname: De Clercq
authors.forename: J L
authors.initials: JL
authors.lastname: Imbach
authors.forename: C
authors.initials: C
authors.lastname: Périgaud
authors.forename: G
authors.initials: G
authors.lastname: Gosselin
mesh_terms: D000249:Adenosine Monophosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D002460:Cell Line; D003568:Cytidine Monophosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D008826:Microbial Sensitivity Tests; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D011355:Prodrugs; D000249:Adenosine Monophosphate; D003568:Cytidine Monophosphate