Synthesis of 9-[1-(substituted)-2-(phosphonomethoxy)ethyl]adenine derivatives as possible antiviral agents.
Various C-1'-substituted acyclic N9 adenine nucleosides were prepared from 9-[(1-hydroxymethyl)(3-monomethoxytrityloxy)propyl]-N6-monomethoxytrityladenine. The hydroxymethyl was modified to the phosphonomethoxy derivative, and the 3-monomethoxytrityloxy was converted to hydroxyl, methoxy, azido, and amino. Other substituents, such as ethyl and ea-hydroxyethyl were also prepared. The resulting phosphonomethoxy derivatives were converted to prodrugs.
Wu
Minwan
M
BioCryst Pharmaceuticals, Inc., Birmingham, Alabama 35244, USA.
El-Kattan
Yahya
Y
Lin
Tsu-Hsing
TH
Ghosh
Ajit
A
Kumar
V Satish
VS
Kotian
Pravin L
PL
Cheng
Xiaogang
X
Bantia
Shanta
S
Babu
Yarlagadda S
YS
Chand
Pooran
P
D000225:Adenine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D016174:Hepacivirus / Q000187:drug effects / Q000254:growth & development*; D006801:Humans; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000494:pharmacology; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects*
D000998:Antiviral Agents; D063065:Organophosphonates; D011355:Prodrugs; D000225:Adenine