L-deaza-5'-noraisteromycin.
(+/-)-1-Deazaaristeromycin (4) has been reported to be an inactivator of S-adenosylhomocysteine (AdoHcy) hydrolase and, as a consequence, to affect S-adenosylmethionine (AdoMet) mediated macromolecular biomethylations. To extend this to our program focused on 5'-noraristeromycin derivatives as inhibitors of the same hydrolase enzyme as potential antiviral agents, both enantiomers of 1-deaza-5'-noraristeromycin (5 and 20) have been prepared. Compounds 5 and 20 were evaluated against the following viruses: vaccinia, cowpox, monkeypox, Ebola, herpes simplex type 1 and 2, human cytomegalovirus, Epstein Barr, varicella zoster, hepatitis B, hepatitis C, HIV-1 and HIV-2, adenovirus type 1, measles, Pichinde, parainfluenza type 3, influenza A (H1N1 and H3N2), influenza B, Venezuelan equine encephalitis, rhinovirus type 2, respiratory syncytial, yellow fever, and West Nile. No activity was found nor was there any cytotoxicity to the viral host cells.
Yin
Xueqiang
X
Department of Chemistry, Auburn University, Auburn, Alabama 36849, USA.
Schneller
Stewart W
SW
D043383:Adenosylhomocysteinase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D009705:Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D012436:S-Adenosylmethionine / Q000378:metabolism; D014777:Virus Diseases / Q000188:drug therapy; D014780:Viruses / Q000187:drug effects*
D009705:Nucleosides; D012436:S-Adenosylmethionine; D043383:Adenosylhomocysteinase