2-/5-Substituted uracil-1-yl/tetrahydrofuran-5-carboxylic acids as pyrimidine nucleotide analogues
نویسندگان
چکیده
منابع مشابه
Antiviral Activity of 5-substituted Pyrimidine Nucleoside Analogues
From a large series of 5—substituted 1—(2—deoxy——D—ribofuranosyl)—ura— cil (dUrd) , 1—(2—deoxy——D—ribofuranosyl)—cytosine (dCyd) and 1—(—D—arabinofurano— syl)—uracil (araU) analogues that have been evaluated for their antiviral proper— ties, the (E)—5—(2—bromovinyl)derivatives emerged as the most potent and most selec— tive antiherpes agents. (E)—5—(2—Bromovinyl)—dUrd (BVDU) and its congeners, ...
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A library of 24 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides 10{1,2; 1-12} was prepared by a parallel solution-phase approach. The synthesis comprises a five-step transformation of itaconic acid (11) into 1-methyl and 1-phenyl substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxylic acids 17{1,2} followed by parallel amidation of 17{1,2} with a series of 12 aliphatic a...
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The transition-metal-catalyzed or radical-mediated halosulfonylation of 5-ethynyluridine provided (E)-(1-halo-2-tosylvinyl)uridines. These (β-halo)vinyl sulfones undergo efficient stereoselective addition-elimination with amines or thiols to provide Z-β-aminovinyl or E-β-thiovinyl sulfones tethered to the C5 position of the uracil ring.
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A small series of 5-(hetero)aryl-modified nucleoside phosphonates was synthesized via an 8-step procedure including a Wittig reaction and Suzuki-Miyaura coupling. An unanticipated anomerization during phosphonate deprotection allowed us to isolate both anomers of the 5-substituted 2'-deoxy-uridine phosphonates and assess their antiviral activity against a broad panel of viruses.
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ژورنال
عنوان ژورنال: Nucleic Acids Research
سال: 1978
ISSN: 1362-4962,0305-1048
DOI: 10.1093/nar/1.suppl_1.s19