title: The 5'-nor aristeromycin analogues of 5'-deoxy-5'-methylthioadenosine and 5'-deoxy-5'-thiophenyladenosine.
abstract: To extend the potential of 5'-noraristeromycin (and its enantiomer) as potential antiviral candidates, the enantiomers of the carbocyclic 5'-nor derivatives of 5'-methylthio-5'-deoxyadenosine and 5'-phenylthio-5'-deoxyadenosine have been synthesized and evaluated. None of the compounds showed meaningful antiviral activity.
authors.affiliation: a Department of Chemistry and Biochemistry, Molette Laboratory for Drug Research , Auburn University , Auburn , Alabama.
authors.forename: Subha R
authors.initials: SR
authors.lastname: Das
authors.forename: Stewart W
authors.initials: SW
authors.lastname: Schneller
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D043383:Adenosylhomocysteinase / Q000037:antagonists & inhibitors; D000998:Antiviral Agents / Q000494:pharmacology*; D003839:Deoxyadenosines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D013329:Structure-Activity Relationship; D013872:Thionucleosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014780:Viruses / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; D003839:Deoxyadenosines; D013872:Thionucleosides; C076829:5'-noraristeromycin; C008500:5'-methylthioadenosine; D043383:Adenosylhomocysteinase; D000241:Adenosine
keywords: Carbocyclic nucleosides; Mitsuobu coupling; antiviral; palladium-allylic coupling; sulfur containing nucleosides