Synthesis and in-vitro activity of 4'-modified analogues of ddA as potent anti-HIV agents.
This paper reports the synthesis of novel 4'-hydrophobic pocket deoxythreosyl C-nucleosides. The key threose-like intermediates 9 and 14 were constructed from acyclic ketone derivatives, respectively. The antiviral activities of the synthesized compounds against the HIV-1, HSV-1, HSV-2, and HCMV viruses were evaluated. The 9-deaza-adenine derivatives 10 and 20 showed good anti-HIV activity without exhibiting significant cytotoxicity.
Hong
Joon Hee
JH
BK-21 Project Team, College of Pharmacy, Chosun University, Kwangju, Republic of Korea.
Oh
Chang Hyun
CH
D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D002460:Cell Line; D003587:Cytomegalovirus / Q000187:drug effects / Q000254:growth & development; D016048:Dideoxyadenosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects* / Q000254:growth & development; D018259:Herpesvirus 1, Human / Q000187:drug effects / Q000254:growth & development; D018258:Herpesvirus 2, Human / Q000187:drug effects / Q000254:growth & development; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D019380:Anti-HIV Agents; D016048:Dideoxyadenosine