National Repository of Grey Literature 6 records found  Search took 0.01 seconds. 
Monitoring of enzymatic enantioselective acetylation of gem-difluorinated alcohols by capillary electrophoresis
Šolínová, Veronika ; Pomeisl, Karel ; Lamatová, Nikola ; Pohl, Radek ; Brabcová, Jana ; Krečmerová, Marcela ; Kašička, Václav
A new fast and highly efficient capillary electrophoretic (CE) method has been developed for chiral analysis of non-charged gem-difluorinated alcohol (3-(benzyloxy)-1,1-difluoro-propan-2-ol) using sulfobutylether-β-CD as chiral selector. The method was applied for monitoring of enzymatic (lipase mediated) enantioselective acetylation of the above alcohol and for determination of enantiomeric purity of both substrates and products of the enzymatic reaction.
Tyrosine-based prodrugs of acyclic nucleoside phosphonates
Tichý, Tomáš ; Pomeisl, Karel ; Krečmerová, Marcela ; McKenna, Ch. E.
Prodrug approach based on masking of a phosphonate function by ester linkage to a tyrosine promoiety has been developed. Results demonstrate that tyrosine is a promoiety providing drug conjugates with good chemical stability, bioavailability and efficient activation to active drug species. Another properties like metabolic stability and antiviral activity can be tuned by modification of the carboxyl function of the promoiety. Phosphonate monoester prodrugs were prepared by PyBOP coupling of a protected tyrosine promoiety with suitably derivatized phosphonate function of the parent drug. Phosphonate diester prodrugs were prepared by "synthon" approach, emloying alkylation of purine nucleobase with pre-prepared PME synthons bearing two protected tyrosine promoieties.
New strategies in synthesis of acyclic nucleoside phosphonate prodrugs
Krečmerová, Marcela ; Tichý, Tomáš ; Blažek, Jiří ; Pomeisl, Karel
New syntheses of acyclic nucleoside phosphonate prodrugs including dioxolenone derivatives, functionalized alkoxyalkyl esters, utilization of hexafluorophosphate coupling agents and enzymatic glycosylations were described. Comparison of antiviral activities of diverse prodrugs was performed.
Use of 1,3-dioxolanes in the syntheses of alpha-branched alkyl and aryl N-9-[2-(phosphonomethoxy)ethyl]purines
Pomeisl, Karel ; Holý, Antonín ; Krečmerová, Marcela
Syntheses of various alkyl and aryl substituted N-9-[2-(phoshonomethoxy)ethyl]purines from a number of 2-alkyl(aryl)-1,3-dioxolanes were developed in preparative yields. The cleavage of a dioxolane ring with Lewis acids was chosen for preparation of suitable phosphonate building blocks as a key reaction step followed by their Mitsunobu reaction with purine bases. Obtained phosphonate derivatives were tested as potential HG(X)PRTase inhibitors. In contrast to previously published N-9-[2-(phosphonoethoxy)ethyl]purines, no inhibitory activity towards this enzyme was observed.
Snadné syntézy pyrimidinových acyklických nukleosidfosfonátů a jejich potenciál v biomedicinálních aplikacích
Pomeisl, Karel ; Holý, Antonín ; Votruba, Ivan ; Nencka, Radim ; Pohl, Radek
The presented syntheses using a nucleophilic fluorination, Suzuki–Miyaura coupling reactions and phosphorylation were successfully applied for the preparation of a number of pyrimidine acyclic nucleoside phosphonates in connection of finding of potential bioactive compounds.
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.

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