Author:

Keywords:

Science & Technology, Life Sciences & Biomedicine, Physical Sciences, Biochemistry & Molecular Biology, Chemistry, Medicinal, Chemistry, Organic, Pharmacology & Pharmacy, Chemistry, Tricyclic, Nucleosides, Expanded purine, Nucleobase, Guanosine, Adenosine, INSOLUBLE POLYMER SUPPORT, P-METHOXYBENZYL ETHERS, PROTECTING GROUPS, ALCOHOLS, DEOXYGENATION, DEPROTECTION, THYMIDINE, REMOVAL, SYSTEMS, DESIGN, Antineoplastic Agents, Antiviral Agents, Cell Line, Tumor, Cell Proliferation, Drug Design, HeLa Cells, Humans, Imidazoles, Purine Nucleosides, Pyrimidines, Thiophenes, Virus Replication, Hela Cells, 0304 Medicinal and Biomolecular Chemistry, 0305 Organic Chemistry, 1115 Pharmacology and Pharmaceutical Sciences, Medicinal & Biomolecular Chemistry, 3101 Biochemistry and cell biology, 3404 Medicinal and biomolecular chemistry, 3405 Organic chemistry

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.