About: Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity

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About: Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Transformation of HPMP-5-azacytosine to the corresponding cyclic phosphonate and its subsequent treatment with various alkyl bromides or chloromethyl pivalate via intermediary tetrabutylammonium salt was performed. Compared to parent HPMP-5-azaC, an increase of antiviral activity (against DNA viruses) was found for all prepared prodrugs. The most active compound was found to be the hexadecyloxyethyl ester of cyclic HPMP-5-azaC. Transformation of HPMP-5-azacytosine to the corresponding cyclic phosphonate and its subsequent treatment with various alkyl bromides or chloromethyl pivalate via intermediary tetrabutylammonium salt was performed. Compared to parent HPMP-5-azaC, an increase of antiviral activity (against DNA viruses) was found for all prepared prodrugs. The most active compound was found to be the hexadecyloxyethyl ester of cyclic HPMP-5-azaC. (en) Byla provedena transformace HPMP-5-azacytosinu na cyklický fosfonát a jeho následná reakce s různými alkylbromidy nebo chlormethylpivaloátem přes tetrabutylammoniovou sůl jako intermediát. Ve srovnání s matečným HPMP-5-azaC byl u všech připravených profarmak zaznamenán vzrůst protivirové aktivity (proti DNA virům). Jako nejaktivnější sloučenina se ukázal hexadecyloxyethylester cyklického HPMP-5-azaC. (cs)
Title	Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity Esterová profarmaka odvozená od cyklického 1-(S)-[3-hydroxy-2-(fosfonomethoxy)propyl]-5-azacytosinu: syntéza a protivirová aktivita (cs) Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity (en)
skos:prefLabel	Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity Esterová profarmaka odvozená od cyklického 1-(S)-[3-hydroxy-2-(fosfonomethoxy)propyl]-5-azacytosinu: syntéza a protivirová aktivita (cs) Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity (en)
skos:notation	RIV/61388963:_____/07:00090983!RIV08-AV0-61388963
http://linked.open.../vavai/riv/strany	5765;5772
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(1M0508), P(1QS400550501), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	23
http://linked.open...vai/riv/dodaniDat	2008
http://linked.open...aciTvurceVysledku	Krečmerová, Marcela Holý, Antonín Pohl, Radek Masojídková, Milena
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	420447
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/07:00090983
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	acyclic nucleoside phosphonates; antivirals; HPMP-5-azacytosine; alkoxyalkyl ester; hexadecyloxyethyl ester (en)
http://linked.open.../riv/klicoveSlovo	HPMP-5-azacytosine antivirals acyclic nucleoside phosphonates alkoxyalkyl ester hexadecyloxyethyl ester
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[E062AB000B3F]
http://linked.open...i/riv/nazevZdroje	Journal of Medicinal Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	10 (xsd:int)
http://linked.open...vavai/riv/projekt	New Antivirals and Antineoplastics Novel antivirals and antineoplastics
http://linked.open...UplatneniVysledku	2007
http://linked.open...v/svazekPeriodika	50
http://linked.open...iv/tvurceVysledku	Andrei, G. Balzarini, J. Holý, Antonín Krečmerová, Marcela Neyts, J. Pohl, Radek Snoeck, R. De Clercq, E. Masojídková, Milena Naesens, L.
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	0022-2623
number of pages	8 (xsd:int)
is http://linked.open...avai/riv/vysledek of	Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity Ester prodrugs of cyclic 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine: Synthesis and antiviral activity

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