Abstract
Introducing structural diversity into the nucleoside scaffold for use as potential chemotherapeutics has long been considered an important approach to drug design. In that regard, we have designed and synthesized a number of innovative 2'-deoxy expanded nucleosides where a heteroaromatic thiophene spacer ring has been inserted in between the imidazole and pyrimidine ring systems of the natural purine scaffold. The synthetic efforts towards realizing the expanded 2'-deoxy-guanosine and -adenosine tricyclic analogues as well as the preliminary biological results are presented herein.
Copyright © 2012 Elsevier Ltd. All rights reserved.
Publication types
-
Research Support, N.I.H., Extramural
MeSH terms
-
Antineoplastic Agents / chemical synthesis*
-
Antineoplastic Agents / chemistry
-
Antineoplastic Agents / pharmacology
-
Antiviral Agents / chemical synthesis*
-
Antiviral Agents / chemistry
-
Antiviral Agents / pharmacology
-
Cell Line, Tumor
-
Cell Proliferation / drug effects
-
Drug Design
-
Guanosine / chemistry
-
HeLa Cells
-
Humans
-
Imidazoles / chemistry
-
Purine Nucleosides / chemical synthesis
-
Purine Nucleosides / chemistry*
-
Purine Nucleosides / pharmacology
-
Pyrimidines / chemistry
-
Thiophenes / chemistry
-
Virus Replication / drug effects
Substances
-
Antineoplastic Agents
-
Antiviral Agents
-
Imidazoles
-
Purine Nucleosides
-
Pyrimidines
-
Thiophenes
-
Guanosine
-
imidazole
-
pyrimidine