Synthesis and biological evaluation of a series of thieno-expanded tricyclic purine 2′-deoxy nucleoside analogues

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dc.contributor.authorWauchope, Orrette
dc.contributor.authorJohnson, Cameron
dc.contributor.authorKrishnamoorthy, Pasupathy
dc.contributor.authorAndrei, Graciela
dc.contributor.authorSnoeck, Robert
dc.contributor.authorBalzarini, Jan
dc.contributor.authorSeley-Radtke, Katherine
dc.date.accessioned2025-07-30T19:22:45Z
dc.date.issued2012-03-12
dc.description.abstractIntroducing 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.
dc.description.sponsorshipThis research was supported by the National Institutes of Health (R01 GM073645, KRS) and the K. U. Leuven (GOA 10/14). The authors are grateful for this support. The authors would also like to thank Phil Mortimer at Johns Hopkins University for his generous assistance with the HRMS, and Leentje Persoons, Frieda De Meyer, Lies Van den Heurck, Steven Carmans, Anita Camps, Leen Ingels and Lizette van Berckelaer for excellent technical assistance
dc.description.urihttps://www.sciencedirect.com/science/article/pii/S0968089612001836
dc.format.extent20 pages
dc.genrejournal articles
dc.genrepostprints
dc.identifierdoi:10.13016/m2qhbt-gvxj
dc.identifier.citationWauchope, Orrette R., Cameron Johnson, Pasupathy Krishnamoorthy, Graciela Andrei, Robert Snoeck, Jan Balzarini, and Katherine L. Seley-Radtke. “Synthesis and Biological Evaluation of a Series of Thieno-Expanded Tricyclic Purine 2′-Deoxy Nucleoside Analogues.” Bioorganic & Medicinal Chemistry 20, no. 9 (May 1, 2012): 3009–15. https://doi.org/10.1016/j.bmc.2012.03.004.
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2012.03.004
dc.identifier.urihttp://hdl.handle.net/11603/39595
dc.language.isoen_US
dc.publisherElsevier
dc.relation.isAvailableAtThe University of Maryland, Baltimore County (UMBC)
dc.relation.ispartofUMBC Faculty Collection
dc.relation.ispartofUMBC Chemistry & Biochemistry Department
dc.relation.ispartofUMBC Student Collection
dc.rightsCreative Commons Attribution Non-Commercial No Derivatives
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/deed.en
dc.subjectExpanded purine
dc.subjectGuanosine
dc.subjectTricyclic
dc.subjectNucleobase
dc.subjectNucleosides
dc.subjectAdenosine
dc.subjectUMBC Meyerhoff Graduate Fellows Program
dc.titleSynthesis and biological evaluation of a series of thieno-expanded tricyclic purine 2′-deoxy nucleoside analogues
dc.typeText
dcterms.creatorhttps://orcid.org/0000-0002-0154-3459
dcterms.creatorhttps://orcid.org/0000-0001-9984-4032

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