No (414)
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3-Fluoro-2-(phosphonomethoxy)propyl hypoxanthine and guanine derivatives as inhibitors of plasmodial hypoxanthine-guanine-xanthine phosphoribosyltransferases
Baszczyňski, Ondřej; Jansa, Petr; Hocková, Dana; Janeba, Zlatko; Dračínský, Martin; Holý, Antonín; Keough, D. T.; de Jersey, J.; Guddat, L. W.
2011 - English
A new methodology for the synthesis of ANPs containing 9-[2-(phosphonoethoxy)ethyl] (PEE) moiety has been developed. FPEP compound containing guanine moiety exhibited inhibition activity against the enzyme in micromolar range without any signs of toxicity.
Keywords:
ANPs; acyclic nucleoside phosphonates; anti-malarial; plasmodium; HGXPRTase
Available at various institutes of the ASCR
3-Fluoro-2-(phosphonomethoxy)propyl hypoxanthine and guanine derivatives as inhibitors of plasmodial hypoxanthine-guanine-xanthine phosphoribosyltransferases
A new methodology for the synthesis of ANPs containing 9-[2-(phosphonoethoxy)ethyl] (PEE) moiety has been developed. FPEP compound containing guanine moiety exhibited inhibition activity against the ...
Enzymatic synthesis of ester prodrugs of DHPA and related compounds by lipases
Blažek, Jiří; Kaiser, M. M.; Zarevúcka, Marie; Králová, B.; Krečmerová, Marcela
2011 - English
An enzymatic method was used for esterification of DHPA and related compounds with vinyl esters and catalyzed by different lipases in non-aqueous media (DMF). Esters of DHPA and other compounds could be synthesized and purified in satisfactory yields.
Keywords:
ester prodrugs; DHPA; lipases; transesterification; vinyl esters
Available at various institutes of the ASCR
Enzymatic synthesis of ester prodrugs of DHPA and related compounds by lipases
An enzymatic method was used for esterification of DHPA and related compounds with vinyl esters and catalyzed by different lipases in non-aqueous media (DMF). Esters of DHPA and other compounds could ...
Piperidine nucleoside phosphonic acid derivatives
Kovačková, Soňa; Dračínský, Martin; Rejman, Dominik
2011 - English
A series of novel phosphonic acid derivatives of piperidine nucleosides was prepared, whereby synthesis of both enantiomeric and diastereomeric derivatives was discussed. Preparation of diphosphate analogs of phosphonic acids derivatives is also described. The prepared nucleotide analogs were tested for their potential biological properties.
Keywords:
piperidine nucleoside; nucleoside phosphonic acids; nucleoside diphosphate analogs; nucleotide analogs
Available at various institutes of the ASCR
Piperidine nucleoside phosphonic acid derivatives
A series of novel phosphonic acid derivatives of piperidine nucleosides was prepared, whereby synthesis of both enantiomeric and diastereomeric derivatives was discussed. Preparation of diphosphate ...
Cyclic and acyclic phosphonate tyrosine ester prodrugs of acyclic nucleoside phosphonates
Williams, M.; Krylov, I. S.; Zakharova, V. M.; Serpi, M.; Peterson, L. W.; Krečmerová, Marcela; Kashemirov, B. A.; McKenna, Ch. E.
2011 - English
A series of P-O ester derivatives of HPMPA, HPMPC, PMEA a (R)-PMPDAP was synthesized as potential anti-malarial prodrugs.
Keywords:
ester prodrugs; ANP; peptide prodrugs; tyrosine; HPMPA; HPMPC; PyBOP
Available at various institutes of the ASCR
Cyclic and acyclic phosphonate tyrosine ester prodrugs of acyclic nucleoside phosphonates
A series of P-O ester derivatives of HPMPA, HPMPC, PMEA a (R)-PMPDAP was synthesized as potential anti-malarial prodrugs.
Hetaryl derivatives of 7-deazapurine ribonucleosides: potent cytostatic agents
Perlíková, Pavla; Nauš, Petr; Bourderioux, Aurelie; Hocek, Michal
2011 - English
A series of novel 7-deazapurine ribonucleosides substituted with aryl and hetaryl groups has been prepared. Suzuki or Stille cross-coupling reactions with 6-chloro-7-deazapurine ribonucleosides substituted with H, F of Cl atom in position 7 were used in the key step of the synthesis. Either cross-coupling of protected ribonucleoside with appropriate (het)arylboronic acid or stannane followed by deprotection, or single-step aqueous-phase Suzuki cross-coupling reaction of unprotected 7-deazapurine ribonucleoside with boronic acid provided target (het)aryl-7-deazapurine ribonucleosides. 6-Furyl- and 6-thienyl-7-deazapurine ribonucleosides showed cytostatic effect in multiple cancer cell lines in nanomolar range. Application of cyclosaligenyl and alanyl-ester phosphoramidate prodrugs did not improved cytostatic activity of parent nucleosides.
Keywords:
nucleosides; 7-deazapurines; cytostatic
Available at various institutes of the ASCR
Hetaryl derivatives of 7-deazapurine ribonucleosides: potent cytostatic agents
A series of novel 7-deazapurine ribonucleosides substituted with aryl and hetaryl groups has been prepared. Suzuki or Stille cross-coupling reactions with 6-chloro-7-deazapurine ribonucleosides ...
Synthesis of biaryl-substituted fluorescent nucleosides and nucleoside triphosphates and their incorporation to DNA
Riedl, Jan; Hocek, Michal
2011 - English
A series of modified nucleosides bearing the fluorescent substituted biaryl labels attached to nucleobase was prepared and their luminescent properties were evaluated. The modified nucleosides show divers fluorescence from 400 to 560 nm when excited at 340 nm in water depending on structural and substitution pattern. The corresponding biaryl-substituted nucleoside triphosphates (dNTPs) were prepared analogously and used for polymerase incorporation to DNA. Applications in hybridization probes were studied.
Keywords:
nucleotides; fluorescence; DNA
Available at various institutes of the ASCR
Synthesis of biaryl-substituted fluorescent nucleosides and nucleoside triphosphates and their incorporation to DNA
A series of modified nucleosides bearing the fluorescent substituted biaryl labels attached to nucleobase was prepared and their luminescent properties were evaluated. The modified nucleosides show ...
Synthesis of nucleotides bearing oligopyridine ligands and their incorporation into DNA
Kalachová, Lubica; Hocek, Michal
2011 - English
The synthesis of 7-deaza-dATPs and dCTPs bearing bipyridine or terpyridine ligands via acetylene tethers was accomplished through Pd-catalyzed cross-coupling reactions. Different DNA polymerases were used for their incorporation into DNA.
Keywords:
DNA; nucleotides; bipyridine; terpyridine
Available at various institutes of the ASCR
Synthesis of nucleotides bearing oligopyridine ligands and their incorporation into DNA
The synthesis of 7-deaza-dATPs and dCTPs bearing bipyridine or terpyridine ligands via acetylene tethers was accomplished through Pd-catalyzed cross-coupling reactions. Different DNA polymerases ...
Polymerase synthesis of modified DNA containing cytosine in major groove
Kielkowski, Pavel; Hocek, Michal
2011 - English
(Cytosine-5-yl)ethynyl derivatives of pyrimidine and 7-deazaadenine 2-deoxyribonucleosides and nucleoside triphosphates (dNTPs) were prepared by aqueous Sonogashira coupling. All modified dNTPs were excellent substrates for DNA polymerases to give DNA bearing acetylene- linked cytosine(s) in the major groove.
Keywords:
DNA; polymerase; cytosine
Available at various institutes of the ASCR
Polymerase synthesis of modified DNA containing cytosine in major groove
(Cytosine-5-yl)ethynyl derivatives of pyrimidine and 7-deazaadenine 2-deoxyribonucleosides and nucleoside triphosphates (dNTPs) were prepared by aqueous Sonogashira coupling. All modified dNTPs were ...
Peptide profilig of tryptic digests of water soluble proteins from Bacillus thuringiensis - transgenic and non-transgenic maize species by capillary zone electrophoresis
Sázelová, Petra; Kašička, Václav; Ibanez, E.; Cifuentes, A.
2011 - English
The tryptic digests of water-soluble proteins from transgenic Aristis-Bt and non-transgenic Aristis and Coventry maize varieties were analyzed by capillary zone electrophoresis (CZE) with UV-absorption detection at 206 nm in several acidic background electrolytes. Resolved tryptic peptides were characterized by effective electrophoretic mobilities and corrected peak areas. Some significant qualitative and quantitative differences in CZE-UV profiling of tryptic peptides were found between Aristis Bt and Aristis or between Aristis and Coventry varieties.
Keywords:
capillary zone electrophoresis; Bt-transgenic maize; water soluble proteins/peptides
Available at various institutes of the ASCR
Peptide profilig of tryptic digests of water soluble proteins from Bacillus thuringiensis - transgenic and non-transgenic maize species by capillary zone electrophoresis
The tryptic digests of water-soluble proteins from transgenic Aristis-Bt and non-transgenic Aristis and Coventry maize varieties were analyzed by capillary zone electrophoresis (CZE) with ...
Capillary electrophoresis applied to analysis and characterization of mono-N-acyl-2,6-diaminopimelic acid derivatives
Vítovcová, M.; Hlaváček, Jan; Pícha, Jan; Vaněk, Václav; Jiráček, Jiří; Kašička, Václav
2011 - English
Capillary zone electrophoresis and micellar electrokinetic chromatography have been employed for determination of electrophoretic purity degree, limit of detection and limit of quantification of twelve mono-Nacylated derivatives of 2,6-diaminopimelic acid (DAP). In addition, the DAP derivatives were characterized by effective electrophoretic mobilities of their cationic and anionic forms in several classical and isoelectric buffer-based background electrolytes within a broad pH range 2.18 – 8.64.
Keywords:
N-acyl-DAP derivatives; CZE and MEKC analysis; SDS micelles
Available at various institutes of the ASCR
Capillary electrophoresis applied to analysis and characterization of mono-N-acyl-2,6-diaminopimelic acid derivatives
Capillary zone electrophoresis and micellar electrokinetic chromatography have been employed for determination of electrophoretic purity degree, limit of detection and limit of quantification of ...
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