65025-05-0Relevant academic research and scientific papers
MUTUAL PRODRUG COMPRISING SHORT CHAIN FATTY ACIDS AND ZEBULARINE OR 1'-CYANO-CYTARABINE FOR CANCER TREATMENT
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Page/Page column 21; 22, (2015/06/03)
The present invention provides mutual prodrugs comprising anti-cancer nucleosides and short chain fatty acids; methods for production of the mutual prodrugs; methods of treatment comprising administration of the mutual prodrugs; and pharmaceutical composi
Evaluation of α-pyrones and pyrimidones as photoaffinity probes for affinity-based protein profiling
Battenberg, Oliver A.,Nodwell, Matthew B.,Sieber, Stephan A.
, p. 6075 - 6087 (2011/10/09)
α-Pyrones and pyrimidones are common structural motifs in natural products and bioactive compounds. They also display photochemistry that generates high-energy intermediates that may be capable of protein reactivity. A library of pyrones and pyrimidones was synthesized, and their potential to act as photoaffinity probes for nondirected affinity-based protein profiling in several crude cell lysates was evaluated. Further "proof-of-principle" experiments demonstrate that a pyrimidone tag on an appropriate scaffold is equally capable of proteome labeling as a benzophenone.
Formation of a β-pyrimidine nucleoside by a free pyrimidine base and ribose in a plausible prebiotic reaction
Bean, Heather D.,Sheng, Yinghong,Collins, James P.,Anet, Frank A. L.,Leszczynski, Jerzy,Hud, Nicholas V.
, p. 9556 - 9557 (2008/02/11)
The problem of β-nucleoside formation under prebiotic conditions represents one of the most significant challenges to the RNA world hypothesis and to many of its proposed precursors. The possibility exists that alternative bases may have come before the contemporary bases (i.e., A, G, C, and U), including bases that more readily form nucleosides. In a search for pyrimidine bases that are able to form nucleosides in plausible prebiotic reactions, it was discovered that the drying and heating of 2-pyrimidinone with ribose produces a β-furanosyl ribonucleoside in approximately 12% yield. At least two other chemical isomers of zebularine are also produced in the condensation reaction. This work represents the first successful synthesis of a pyrimidine nucleoside from a free base and a nonactivated sugar in a plausible prebiotic reaction. A comparison of 2-pyrimidinone with the purine bases that have also been demonstrated to form nucleosides in plausible prebiotic reactions provides insights regarding what chemical features of the bases facilitate glycoside formation in drying-heating reactions. Copyright
Incorporation of a fluorescent nucleotide into oligoribonucleotides
Adams, Chris J.,Murray, James B.,Arnold, John R.P.,Stockley, Peter G.
, p. 1597 - 1600 (2007/10/02)
The fluorescent nucleoside 2-pyrimidinone-1-β-D-riboside ((4H)C) has been incorporated into oligoribonucleotides using standard cyanoethyl phosphoramidite methods. This base provides a useful probe for the exocyclic amino function in cytidine. Cleavage of
A New Synthesis of 3-(β-D-Ribofuranosyl)uracil (Isouridine) via the Intermediacy of a O6,5'-Cyclotetrahydropyrimidinone Nucleoside
Rao, Kambhampati V. B.,Marquez, Victor E.,Kelley, James A.,Corcoran, Mary T.
, p. 127 - 130 (2007/10/02)
A specific and efficient synthesis for 3-(β-D-ribofuranosyl)uracil, isouridine (1), has been devised.Starting with the easily accessible 1-(β-D-ribofuranosyl)-1,2-dihydropyrimidin-2-one (3b) the C-6 carbonyl function of isouridine was built via formation
Cyclic Urea Nucleosides. Cytidine Deaminase Activity as a Function of Aglycon Ring Size
Liu, Paul S.,Marquez, Victor E.,Driscoll, John S.,Fuller, Richard W.,McCormack, John J.
, p. 662 - 666 (2007/10/02)
Five β-D-ribofuranosyl cyclic urea nucleosides (14-18), ranging in size from five to eight membered, were synthesized and evaluated as cytidine deaminase (CDA) inhibitors.The precursor protected nucleosides (9-13) were prepared by a condensation procedure
