Počet záznamů: 1

New prodrugs of Adefovir and Cidofovir

  1. 1.
    0360524 - UOCHB-X 2012 RIV GB eng J - Článek v odborném periodiku
    Tichý, Tomáš - Andrei, G. - Dračínský, Martin - Holý, Antonín - Balzarini, J. - Snoeck, R. - Krečmerová, Marcela
    New prodrugs of Adefovir and Cidofovir.
    Bioorganic & Medicinal Chemistry. Roč. 19, č. 11 (2011), s. 3527-3539 ISSN 0968-0896
    Grant CEP: GA MŠk 1M0508
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: adefovir * cidofovir * antivirals * prodrugs * acyclic nucleoside phosphonate * phosphonate ester * in vitro evaluation
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 2.921, rok: 2011

    New Adefovir (PMEA) prodrugs with a pro-moiety consisting of decyl(oxyethyl) chain bearing hydroxyl function(s), hexaethyleneglycol or a (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl unit were prepared from the tetrabutylammonium salt of the phosphonate drug and an appropriate alkyl bromide or tosylate. Analogously, two esters of Cidofovir [(S)-HPMPC] bearing a hexaethyleneglycol moiety were prepared. The antiviral activity of the prodrugs was evaluated in vitro. A loss in the antiviral activities of the hydroxylated decyl(oxyethyl) esters and hexaethyleneglycol esters of PMEA against HIV and herpesviruses occurred in comparison with the parent compound. On the other hand, the (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl ester of PMEA showed significant activities against HIV and herpesviruses. (S)-HPMPC prodrugs exhibited anti-cytomegalovirus activities in the same range as the parent drug, whereas the anti-HSV and anti-VZV activities were one- to seven-fold lower than that of Cidofovir.
    Trvalý link: http://hdl.handle.net/11104/0198045