Nucleosides and nucleotides. 142. an alternative synthesis of and its antiviral activity

Bioorganic & Medicinal Chemistry Letters
1995.0

Abstract

An alternative synthesis of 9-(5,6-dideoxy-~-D-ribo-hex-5-ynofuranosyl)adenine (5), which is known to be a potent, irreversible, and time-dependent inhibitor of AdoHcy hydrolase, has been accomplished. Compound 5 had a potent antiviral activity against influenza A and B viruses as well as vesicular stomatitis virus. Since the usual inhibitors of AdoHcy hydrolase, such as neplanocin A, are inactive on both influenza viruses, the mechanism of action of 5 would be different from that of known AdoHcy hydrolase inhibitors.

Knowledge Graph

Similar Paper

Nucleosides and nucleotides. 142. an alternative synthesis of and its antiviral activity
Bioorganic & Medicinal Chemistry Letters 1995.0
Synthesis and antiviral evaluation of 6'-substituted aristeromycins: potential mechanism-based inhibitors of S-adenosylhomocysteine hydrolase
Journal of Medicinal Chemistry 1988.0
The synthesis and antiviral properties of (.+-.)-5'-noraristeromycin and related purine carbocyclic nucleosides. A new lead for anti-human cytomegalovirus agent design
Journal of Medicinal Chemistry 1992.0
Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 11. Molecular dissections of neplanocin A as potential inhibitors of S-adenosylhomocysteine hydrolase
Journal of Medicinal Chemistry 1988.0
Inactivation of S-Adenosyl-<scp>l</scp>-homocysteine Hydrolase by 6‘-Cyano-5‘,6‘-didehydro- 6‘-deoxyhomoadenosine and 6‘-Chloro-6‘- cyano-5‘,6‘-didehydro-6‘-deoxyhomoadenosine. Antiviral and Cytotoxic Effects
Journal of Medicinal Chemistry 2006.0
Synthesis and biological activity of unsaturated carboacyclic purine nucleoside analogs
Journal of Medicinal Chemistry 1987.0
Synthesis and antiviral activity of some new S-adenosyl-L-homocysteine derivatives
Journal of Medicinal Chemistry 1992.0
Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 9. 2',3'-Dialdehyde derivatives of carbocyclic purine nucleosides as inhibitors of S-adenosylhomocysteine hydrolase
Journal of Medicinal Chemistry 1985.0
Inactivation of S-Adenosyl-<scp>l</scp>-homocysteine Hydrolase and Antiviral Activity with 5‘,5‘,6‘,6‘-Tetradehydro-6‘-deoxy-6‘-halohomoadenosine Analogues (4‘-Haloacetylene Analogues Derived from Adenosine)
Journal of Medicinal Chemistry 1998.0
New Neplanocin Analogues. 7. Synthesis and Antiviral Activity of 2-Halo Derivatives of Neplanocin A
Journal of Medicinal Chemistry 1996.0