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.
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http://dx.doi.org/10.1080/15257770.2014.917671 | DOI Listing |
Molecules
August 2020
Department of Chemistry, Slippery Rock University, Slippery Rock, PA 16057, USA.
The arbocyclic nucleosides aristeromycin and neplanocin have been studied as a source for new antiviral agents. A convenient synthesis of C-5'-truncated 3-deaza-1',6'-isoneplanocin, which combines the features of antiviral candidates 5'-noraristeromycin and 3-deaza-1',6'-isoneplanocin is reported from (-)-cyclopentenone to give the two C-4' epimers of 5'-nor-3-deaza isoneplanocin. Antiviral assays showed activity against the JC virus (EC = 1.
View Article and Find Full Text PDFNucleosides Nucleotides Nucleic Acids
June 2015
a Department of Chemistry and Biochemistry, Molette Laboratory for Drug Research , Auburn University, Auburn , Alabama.
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.
View Article and Find Full Text PDFNucleosides Nucleotides Nucleic Acids
March 2006
Rega Institute for Medical Research, Department of Microbiology and Immunology, K.U. Letven, Minderbroedersstraat 10, B-3000 Leuven, Belgium.
Ever since the S-adenosylhomocysteine (AdoHcy, SAH) hydrolase was recognized as a pharmacological target for antiviral agents (J. A. Montgomery et al.
View Article and Find Full Text PDFNucleosides Nucleotides
September 1998
Rega Institute for Medical Research, Katholieke Universiteit Leuven, Belgium.
Various carbocyclic analogues of adenosine, including aristeromycin (carbocyclic adenosine), carbocyclic 3-deazaadenosine, neplanocin A, 3-deazaneplanocin A, the 5'-nor derivatives of aristeromycin, carbocylic 3-deazaadenosine, neplanocin A and 3-deazaneplanocin A, and the 2-halo (i.e., 2-fluoro) and 6'-R-alkyl (i.
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