Syntheses of 5'-substituted analogues of carbocyclic 3-deazaadenosine as potential antivirals.
Various 5'-substituted derivatives (2, 3, 6a, 6b, 9a, 9b, 12, 13b, and 15) of carbocyclic 3-deazaadenosine (3-deaza CAdo, 1) were prepared from 3-deaza CAdo (1) and evaluated as antiviral agents against a number of viruses, including HIV-1. Several of the compounds had moderate to good antiviral activity against vaccinia (VV) and vesicular stomatitis (VSV) viruses; however, the antiviral activity of the analogues did not exceed that of the parent compound. No anti-HIV activity was detected.
Secrist
J A
JA
Organic Chemistry Department, Southern Research Institute, Birmingham, Alabama 35255-5305.
Comber
R N
RN
Gray
R J
RJ
Gilroy
R B
RB
Montgomery
J A
JA
D000998:Antiviral Agents / Q000138:chemical synthesis*; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship; D014372:Tubercidin / Q000031:analogs & derivatives* / Q000494:pharmacology
D000998:Antiviral Agents; C034072:carbocyclic 3-deazaadenosine; D014372:Tubercidin