About: Synthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base     Goto   Sponge   NotDistinct   Permalink

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  • A novel series of 2-(phosphonomethoxy)ethyl (PME) substituted furo[2,3-d]pyrimidin-2(3H)-ones with potential anti-VZV and/or anti-HCMV activity was synthesized. The target acyclic nucleotide analogues were prepared by Sonogashira coupling of protected 5-iodo-1-[2-(phosphonomethoxy)ethyl]uracil with various 1-alkynes, followed by in situ Cu(I)-promoted intramolecular cyclization and standard removal of the isopropyl ester groups. None of the prepared analogues were active at subtoxic concentrations against VZV thymidine kinase competent (TK+), VZV thymidine kinase deficient (TK–), or HCMV.
  • A novel series of 2-(phosphonomethoxy)ethyl (PME) substituted furo[2,3-d]pyrimidin-2(3H)-ones with potential anti-VZV and/or anti-HCMV activity was synthesized. The target acyclic nucleotide analogues were prepared by Sonogashira coupling of protected 5-iodo-1-[2-(phosphonomethoxy)ethyl]uracil with various 1-alkynes, followed by in situ Cu(I)-promoted intramolecular cyclization and standard removal of the isopropyl ester groups. None of the prepared analogues were active at subtoxic concentrations against VZV thymidine kinase competent (TK+), VZV thymidine kinase deficient (TK–), or HCMV. (en)
Title
  • Synthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base
  • Synthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base (en)
skos:prefLabel
  • Synthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base
  • Synthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base (en)
skos:notation
  • RIV/61388963:_____/10:00345964!RIV11-MSM-61388963
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(1M0508), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika
  • 7
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 291460
http://linked.open...ai/riv/idVysledku
  • RIV/61388963:_____/10:00345964
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • acyclic nucleoside phosphonates; Sonogashira reaction; intramolecular cyclization (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CA - Kanada
http://linked.open...ontrolniKodProRIV
  • [F4693BBAEC1C]
http://linked.open...i/riv/nazevZdroje
  • Canadian Journal of Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 88
http://linked.open...iv/tvurceVysledku
  • Andrei, G.
  • Balzarini, J.
  • Holý, Antonín
  • Janeba, Zlatko
  • Pohl, Radek
  • Snoeck, R.
  • De Clercq, E.
http://linked.open...ain/vavai/riv/wos
  • 000279739100007
http://linked.open...n/vavai/riv/zamer
issn
  • 0008-4042
number of pages
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