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Your search keyword '"Mackman, Richard"' showing total 2 results
Start Over Author "Mackman, Richard" Topic nucleotides Journal bioorganic & medicinal chemistry
2 results on '"Mackman, Richard"'

1. Design, synthesis, and anti-HIV activity of 4′-modified carbocyclic nucleoside phosphonate reverse transcriptase inhibitors

Author

Boojamra, Constantine G., Parrish, Jay P., Sperandio, David, Gao, Ying, Petrakovsky, Oleg V., Lee, Sharon K., Markevitch, David Y., Vela, Jennifer E., Laflamme, Genevieve, Chen, James M., Ray, Adrian S., Barron, Abraham C., Sparacino, Mark L., Desai, Manoj C., Kim, Choung U., Cihlar, Tomas, and Mackman, Richard L.

Subjects
*ORGANIC synthesis, *PHOSPHONATES, *REVERSE transcriptase, *CELL culture, *CELL metabolism, *NUCLEOSIDES, *PHOSPHORYLATION
Abstract

Abstract: A diphosphate of a novel cyclopentyl based nucleoside phosphonate with potent inhibition of HIV reverse transcriptase (RT) (20, IC50 =0.13μM) has been discovered. In cell culture the parent phosphonate diacid 9 demonstrated antiviral activity EC50 =16μM, within two-fold of GS-9148, a prodrug of which is currently under clinical investigation, and within 5-fold of tenofovir (PMPA). In vitro cellular metabolism studies using 9 confirmed that the active diphosphate metabolite is produced albeit at a lower efficiency relative to GS-9148. [Copyright &y& Elsevier]

Published
2009
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2. Synthesis, cytostatic, and antiviral activity of novel 6-[2-(dialkylamino)ethyl]-, 6-(2-alkoxyethyl)-, 6-[2-(alkylsulfanyl)ethyl]-, and 6-[2-(dialkylamino)vinyl]purine nucleosides

Author

Kuchař, Martin, Hocek, Michal, Pohl, Radek, Votruba, Ivan, Shih, I-hung, Mabery, Eric, and Mackman, Richard

Subjects
*URIC acid, *NUCLEOSIDES, *NUCLEOTIDES, *ORGANIC compounds
Abstract

Abstract: An efficient and facile synthesis of a large series of diverse 6-[2-(dialkylamino)vinyl]-, 6-[2-(dialkylamino)ethyl]-, 6-(2-alkoxyethyl)-, and 6-[2-(alkylsulfanyl)ethyl]purine nucleosides (35 examples of both ribo- and 2′-deoxyribonucleosides) was developed. The key transformations involved conjugate nucleophilic additions of amines, alcoholates, or thiolates to Tol-protected 6-alkylylpurine or 6-vinylpurine nucleosides. 6-[(2-Dialkylamino)vinyl]- and some 6-[(2-dialkylamino)ethyl]purine ribonucleosides exerted significant cytostatic effects and some anti-HCV activity with low selectivity. [Copyright &y& Elsevier]

Published
2008
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