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	Oligonucleotides modified with acyclic nucleoside phosphonate (HPEP) units Kaiser, Martin Maxmilian ; Novák, Pavel ; Rosenbergová, Šárka ; Poštová Slavětínská, Lenka ; Rosenberg, Ivan ; Janeba, Zlatko Two acyclic nucleoside phosphonates bearing 9-[3-hydroxy-2-(phosphonoethoxy)propyl] (HPEP) moiety and either adenine and thymine as nucleobase were synthetically converted into a suitable building blocks for the subsequent automated solid phase synthesis of modified oligonucleotides. Phosphoramidite chemistry was used for the synthesis of a series of complementary nonamers where the modified acyclic monomers were incorporated using the phosphotriester method. Determination of thermal characteristics of the complexes of the modified nonamers with the complementary strands revealed a destabilizing effect of the introduced acyclic modifications. Detailed record
	New amphiphilic prodrugs of adefovir and cidofovir Tichý, Tomáš ; Andrei, G. ; Dračínský, Martin ; Holý, Antonín ; Balzarini, J. ; Snoeck, R. ; Krečmerová, Marcela 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. (S)-HPMPC prodrugs exhibited anticytomegalovirus 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. Detailed record
	Pyrimidinové 1-[2-(fosfonomethoxy)propyl] deriváty: Jejich synthésy a využití jako potenciální inhibitory thymidinfosforylásy (PD-ECGF) z SD-lymfomu Pomeisl, Karel ; Votruba, Ivan ; Holý, Antonín ; Pohl, Radek In this study a novel method of transformation of HOCH2 group to FCH2 was successfully applied to the preparation of fluorine-containing pyrimidine 1-[3-fluoro-2-(phosphonomethoxy)-propyl] derivatives (FPMP compounds). The key displacement of hydroxy group with fluorine in better avalaible (S)- and (R)- 1-[3-hydroxy-2-(phosphonomethoxy)-propyl] derivatives (HPMP compounds) was performed using perfluorobutane-1-sulphonyl fluoride in the presence of DBU. Detailed record
	Syntéza a vlastnosti chirálních acyklických nukleosid bisfosfonátů s otevřeným kruhem Doláková, Petra ; Masojídková, Milena ; Holý, Antonín A new type of acyclic nucleoside phosphonates (ANP) is derived from 2,4-diamino-6-hydroxypyrimidine. These 6-[2-(phosphonomethoxy)ethoxy]pyrimidine derivatives significantly inhibit replication of retroviruses and herpesviruses in cell cultures. This novel subclass of pyrimidine ANPs can be considered as analogues of 2,6-diaminopurine with an open imidazole ring in the purine moiety. Detailed record

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