About: From norbornane-based nucleotide analogs locked in South conformation to novel inhibitors of feline herpes virus

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About: From norbornane-based nucleotide analogs locked in South conformation to novel inhibitors of feline herpes virus Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A synthetic route toward a series of unique cyclic nucleoside phosphonates locked in South conformation is described. The desired conformation is stabilized by a substitution of the sugar moiety by bicyclo[2.2.1] heptane (norbornane) bearing a purine or pyrimidine nucleobase in the bridgehead position. Although the final phosphonate derivatives are devoid of any significant antiviral activity probably due to the unfavorable conformational properties, several intermediates and their analogs exhibit surprising activity against feline herpes virus. Since these compounds do not possess an appropriate hydroxymethyl function allowing phosphorylation and subsequent incorporation into the polynucleotide chain, it seems to be likely that these compounds act by a novel unknown mechanism of action and may represent a new possible alternative for nucleoside and nucleotide therapeutics of this widely spread feline infection. A number of derivatives exerted also a significant antiviral activity against Coxsackievirus B3 and B4. A synthetic route toward a series of unique cyclic nucleoside phosphonates locked in South conformation is described. The desired conformation is stabilized by a substitution of the sugar moiety by bicyclo[2.2.1] heptane (norbornane) bearing a purine or pyrimidine nucleobase in the bridgehead position. Although the final phosphonate derivatives are devoid of any significant antiviral activity probably due to the unfavorable conformational properties, several intermediates and their analogs exhibit surprising activity against feline herpes virus. Since these compounds do not possess an appropriate hydroxymethyl function allowing phosphorylation and subsequent incorporation into the polynucleotide chain, it seems to be likely that these compounds act by a novel unknown mechanism of action and may represent a new possible alternative for nucleoside and nucleotide therapeutics of this widely spread feline infection. A number of derivatives exerted also a significant antiviral activity against Coxsackievirus B3 and B4. (en)
Title	From norbornane-based nucleotide analogs locked in South conformation to novel inhibitors of feline herpes virus From norbornane-based nucleotide analogs locked in South conformation to novel inhibitors of feline herpes virus (en)
skos:prefLabel	From norbornane-based nucleotide analogs locked in South conformation to novel inhibitors of feline herpes virus From norbornane-based nucleotide analogs locked in South conformation to novel inhibitors of feline herpes virus (en)
skos:notation	RIV/61388963:_____/14:00428690!RIV15-MV0-61388963
http://linked.open...avai/riv/aktivita	I P
http://linked.open...avai/riv/aktivity	I, P(VG20102015046)
http://linked.open...iv/cisloPeriodika	11
http://linked.open...vai/riv/dodaniDat	2015
http://linked.open...aciTvurceVysledku	Dračínský, Martin Hřebabecký, Hubert Nencka, Radim Dejmek, Milan Šála, Michal Procházková, Eliška
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	17564
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/14:00428690
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	carbocyclic nucleosides; nucleoside phosphonates; purine; norbornane; feline herpes virus (en)
http://linked.open.../riv/klicoveSlovo	carbocyclic nucleosides feline herpes virus nucleoside phosphonates purine norbornane
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[FE566E8BEC61]
http://linked.open...i/riv/nazevZdroje	Bioorganic & Medicinal Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	6 (xsd:int)
http://linked.open...cetTvurcuVysledku	9 (xsd:int)
http://linked.open...vavai/riv/projekt	Targeted drug design for bioterrorism prevention. Development of effective inhibitors of the adenylate cyclase toxin of Bordetella pertusis and Bacillus anthracis.
http://linked.open...UplatneniVysledku	2014
http://linked.open...v/svazekPeriodika	22
http://linked.open...iv/tvurceVysledku	Balzarini, J. Dračínský, Martin Dejmek, Milan Hřebabecký, Hubert Leyssen, P. Nencka, Radim Neyts, J. Šála, Michal Procházková, Eliška
http://linked.open...ain/vavai/riv/wos	000335451500007
issn	0968-0896
number of pages	10 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.bmc.2014.04.004

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