- Deoxyuridine triphosphate nucleotidohydrolase as a potential antiparasitic drug target
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This paper describes a structure-activity study to identify novel, small-molecule inhibitors of the enzyme deoxyuridine 5′-triphosphate nucleotidohydrolase (dUTPase) from parasitic protozoa. The successful synthesis of a variety of analogues of dUMP is de
- Nguyen, Corinne,Kasinathan, Ganasan,Leal-Cortijo, Isabel,Musso-Buendia, Alexander,Kaiser, Marcel,Brun, Reto,Ruiz-Pérez, Luis M.,Johansson, Nils G.,González-Pacanowska, Dolores,Gilbert, Ian H.
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p. 5942 - 5954
(2007/10/03)
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- Convenient synthesis of fluorinated nucleosides with perfluoroalkanesulfonyl fluorides
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Perfluoroalkanesulfonyl fluorides are effective dehydroxy-fluorination agents for the hydroxyl group at the sugar moiety of nucleoside derivatives and give the corresponding fluorinated nucleosides in good yield with an inversion of configuration in a sin
- Takamatsu, Satoshi,Katayama, Satoshi,Hirose, Naoko,De Cock, Etienne,Schelkens, Geert,Demillequand, Marc,Brepoels, Jozef,Izawa, Kunisuke
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p. 849 - 861
(2007/10/03)
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- Thermal degradation of sugar-modified uridine N-oxides: Olefination, oxazolidination and rearrangements
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The degradation pattern of the N-oxides of various tertiary aminouridines is established. The N-oxide of 3'-deoxy-3'-morpholino- arauridine generated double bonds in the carbohydrate moiety without much selectivity, whereas epimino uridine N-oxides genera
- Bera, Sanjib,Pathak, Tanmaya
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p. 13051 - 13062
(2007/10/03)
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- Synthesis of 2′,3′-didehydro-2′,3′-dideoxynucleosides by reaction of 5′-protected nucleoside 2′,3′-dimesylates with telluride dianion: A general route from cis vicinal diols to olefins
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2′,3′-Dimesylates of 5′-protected nucleosides are converted into the corresponding 2′,3′-didehydro2′,3′-dideoxy compounds by treatment with telluride dianion in the form of the sodium or lithium salt. The method is well-suited to the preparation of unsaturated nucleosides that can be converted into compounds that are believed to be useful in the treatment of AIDS. The deoxygenation is general for vicinal dimesylates that have, or may adopt, a synperiplanar conformation. With straight chain compounds the reaction is stereospecific. In some cases, similar, but slower, deoxygenations can be performed with selenide dianion.
- Clive, Derrick L. J.,Wickens, Philip L.,Sgarbi, Paulo W. M.
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p. 7426 - 7437
(2007/10/03)
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- A REGIOSPECIFIC SYNTHESIS OF UNSATURATED NUCLEOSIDES, CARBOHYDRATES AND OTHER OLEFINS
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Vicinal disubstituted nucleosides, carbohydrates and cyclohexane derivatives with a pair of radical leaving groups, such as chloro, bromo, phenoxythiocarbonyloxy, and imidazolylthiocarbonyloxy groups, have been successfully converted to the corresponding olefins in high yields (60-90 percent) without observed side products, by reaction with tri-n-butyltin hydride and azobisisobutyronitrile in an appropriate solvent.
- Lin, Tai-Shun,Yang, Jing-Hua,Liu, Mao-Chin,Zhu, Ju-Liang
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p. 3829 - 3832
(2007/10/02)
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