About: Synthesis and biological evaluation of prodrugs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate

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About: Synthesis and biological evaluation of prodrugs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate Goto Sponge NotDistinct Permalink

An Entity of Type : schema:ScholarlyArticle, within Data Space : wasabi.inria.fr associated with source document(s)

Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Synthesis and biological evaluation of prodrugs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate
Creator	Balzarini, Jan Hamon, Nadege Quintiliani, Maurizio Mcguigan, Christopher
Source	Elsevier; Medline; PMC
abstract	Abstract We report in this Letter the synthesis of prodrugs of 2-fluoro-2-deoxyarabinose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate. We demonstrate the difficulty of realising a phosphorylation step on the anomeric position of 2-deoxyribose, and we discover that introduction of fluorine atoms on the 2 position of 2-deoxyribose enables the phosphorylation step: in fact, the stability of the prodrugs increases with the degree of 2-fluorination. Stability studies of produgs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate in acidic and neutral conditions were conducted to confirm our observation. Biological evaluation of prodrugs of 2,2-difluoro-2-deoxyribose-1-phosphate for antiviral and cytotoxic activity is reported.
has issue date	2013-05-01(xsd:dateTime)
bibo:doi	10.1016/j.bmcl.2013.02.117
bibo:pmid	23541671
has license	els-covid
sha1sum (hex)	971f81c61d36e576ef340e7c5b606df3b35779fe
schema:url	https://doi.org/10.1016/j.bmcl.2013.02.117
resource representing a document's title	Synthesis and biological evaluation of prodrugs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate
has PubMed Central identifier	PMC7127338
has PubMed identifier	23541671
schema:publication	Bioorganic & Medicinal Chemistry Letters
resource representing a document's body	covid:971f81c61d36e576ef340e7c5b606df3b35779fe#body_text
is schema:about of	named entity '2-DEOXYRIBOSE' named entity 'FLUORO' named entity 'fluoro' named entity 'deoxyribose' named entity 'evaluation' named entity 'SYNTHESIS' named entity 'PHOSPHORYLATION' named entity 'DEGREE' named entity '2-FLUORO-2-DEOXYRIBOSE-1-PHOSPHATE' named entity 'POSITION' named entity 'BIOLOGICAL EVALUATION' named entity 'CONDITIONS' named entity 'DIFFICULTY' named entity 'PHOSPHATE' named entity 'PRODRUGS' named entity 'REPORT' named entity 'PHOSPHATE' named entity 'CONFIRM' named entity 'PRODRUGS' named entity 'SYNTHESIS' named entity 'DISCOVER' named entity 'REPORTED' named entity 'ATOMS' named entity '2-DEOXYRIBOSE' named entity 'INTRODUCTION' named entity 'ENABLES' named entity 'FLUORINATION' named entity 'ACTIVITY' named entity 'LETTER' named entity 'STUDIES' named entity 'ANTIVIRAL' named entity 'OBSERVATION' named entity 'STABILITY' named entity 'CYTOTOXIC' named entity 'FLUORINE' named entity 'OUR' named entity 'STEP' named entity 'NEUTRAL' named entity 'INCREASES' named entity 'ACIDIC' named entity 'FLUORO' named entity 'FACT' named entity 'BIOLOGICAL EVALUATION' named entity 'Stability' named entity 'fact' named entity 'anomeric position' named entity 'deoxyribose' named entity 'observation' named entity 'deoxyribose' named entity 'deoxyribose' named entity 'conducted' named entity 'prodrugs' named entity 'phosphate' named entity 'deoxyribose-1-phosphate' named entity 'deoxyribose-1-phosphate' named entity 'prodrugs' named entity 'deoxyribose-1-phosphate' named entity 'fluorine' named entity 'ribo' named entity 'phosphate' named entity 'phosphorylation' named entity 'phosphate' named entity 'pyridine' named entity '2-deoxyribose' named entity 'deprotected' named entity 'phosphate' named entity 'thymidine phosphorylase' named entity 'glycosyl' named entity 'purine' named entity 'coupling reaction' named entity 'hydroxylic' named entity 'sugar' named entity 'prodrug' named entity 'KU Leuven' named entity 'glycosyl' named entity 'nucleoside analogues' named entity 'alcohol' named entity 'esters'

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