Synthesis and antiviral effects of 2-heteroaryl substituted adenosine and 8-heteroaryl substituted guanosine derivatives

T Persson; S Gronowitz; A B Hörnfeldt; N G Johansson

doi:10.1016/0968-0896(95)00127-3

Synthesis and antiviral effects of 2-heteroaryl substituted adenosine and 8-heteroaryl substituted guanosine derivatives

Bioorg Med Chem. 1995 Oct;3(10):1377-82. doi: 10.1016/0968-0896(95)00127-3.

Authors

T Persson¹, S Gronowitz, A B Hörnfeldt, N G Johansson

Affiliation

¹ Chemical Center, Lund, Sweden.

PMID: 8564404
DOI: 10.1016/0968-0896(95)00127-3

Abstract

2-(2"- and 3"-Thienyl)adenosine and the corresponding furyl derivatives were prepared though Pd(0)-catalyzed coupling of 2',3',5'-tri-O-(t-butyldimethylsilyl)-2-iodoadenosine with the appropriate tributyltin derivatives followed by deprotection. Preparation of the 8-(2"- and 3"-thienyl)guanosines and 8-(2"- and 3"-furyl)guanosines followed a similar route. Antiviral properties of these compounds and the related 2,6-diaminopurine ribofuranosides were of no pharmacological interest.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Adenosine / analogs & derivatives*
Adenosine / chemical synthesis
Adenosine / pharmacology*
Antiviral Agents / chemical synthesis
Antiviral Agents / pharmacology*
Cell Division / drug effects
Cell Line
Enzyme-Linked Immunosorbent Assay
Guanosine / analogs & derivatives*
Guanosine / chemical synthesis
Guanosine / pharmacology*
HIV-1 / drug effects
Herpesvirus 1, Human / drug effects
Humans
Influenza A virus / drug effects
Magnetic Resonance Spectroscopy
Virus Replication / drug effects

Substances

Antiviral Agents
Guanosine
Adenosine