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Collect. Czech. Chem. Commun. 2011, 76, 1187-1198
https://doi.org/10.1135/cccc2011105
Published online 2011-09-20 09:01:13

Efficient synthesis and biological properties of the 2′-trifluoromethyl analogues of acyclic nucleosides and acyclic nucleoside phosphonates

Petr Jansa*, Viktor Kolman, Alexandra Kostinová, Martin Dračínský, Helena Mertlíková-Kaiserová and Zlatko Janeba

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic

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  • Špak Josef, Janeba Zlatko, Jansa Petr, Baszczyňski Ondřej, Pavingerová Daniela, Špaková Vlastimila: Phytotoxicity of acyclic nucleoside phosphonates in Brassica pekinensis and Solanum lycopersicum. Plant Cell Tiss Organ Cult 2016, 125, 375. <https://doi.org/10.1007/s11240-016-0942-4>
  • Kaiser Martin Maxmilian, Poštová-Slavětínská Lenka, Dračínský Martin, Lee Yu-Jen, Tian Yang, Janeba Zlatko: Synthesis and biological properties of prodrugs of ( S )-3-(adenin-9-yl)-2-(phosphonomethoxy)propanoic acid. European Journal of Medicinal Chemistry 2016, 108, 374. <https://doi.org/10.1016/j.ejmech.2015.12.009>
  • Zouharova Darina, Lipenska Ivana, Fojtikova Martina, Kulich Pavel, Neca Jiri, Slany Michal, Kovarcik Kamil, Turanek-Knotigova Pavlina, Hubatka Frantisek, Celechovska Hana, Masek Josef, Koudelka Stepan, Prochazka Lubomir, Eyer Ludek, Plockova Jana, Bartheldyova Eliska, Miller Andrew D., Ruzek Daniel, Raska Milan, Janeba Zlatko, Turanek Jaroslav: Antiviral activities of 2,6-diaminopurine-based acyclic nucleoside phosphonates against herpesviruses: In vitro study results with pseudorabies virus (PrV, SuHV-1). Veterinary Microbiology 2016, 184, 84. <https://doi.org/10.1016/j.vetmic.2016.01.010>
  • Baszczyňski Ondřej, Janeba Zlatko: Medicinal Chemistry of Fluorinated Cyclic and Acyclic Nucleoside Phosphonates. Med. Res. Rev. 2013, n/a. <https://doi.org/10.1002/med.21296>
  • Jansa Petr, Kolman Viktor, Kostinova Alexandra, Dracinsky Martin, Mertlikova-Kaiserova Helena, Janeba Zlatko: ChemInform Abstract: Efficient Synthesis and Biological Properties of the 2′-Trifluoromethyl Analogues of Acyclic Nucleosides and Acyclic Nucleoside Phosphonates. ChemInform 2012, 43, no. <https://doi.org/10.1002/chin.201204184>
  • Česnek Michal, Hocková Dana, Holý Antonín, Dračínský Martin, Baszczyňski Ondřej, Jersey John de, Keough Dianne T., Guddat Luke W.: Synthesis of 9-phosphonoalkyl and 9-phosphonoalkoxyalkyl purines: Evaluation of their ability to act as inhibitors of Plasmodium falciparum, Plasmodium vivax and human hypoxanthine–guanine–(xanthine) phosphoribosyltransferases. Bioorganic & Medicinal Chemistry 2012, 20, 1076. <https://doi.org/10.1016/j.bmc.2011.11.034>
  • Wójtowicz-Rajchel Hanna: Synthesis and applications of fluorinated nucleoside analogues. Journal of Fluorine Chemistry 2012, 143, 11. <https://doi.org/10.1016/j.jfluchem.2012.06.026>
  • Jansa Petr, Hradil Ondřej, Baszczyňski Ondřej, Dračínský Martin, Klepetářová Blanka, Holý Antonín, Balzarini Jan, Janeba Zlatko: An efficient microwave-assisted synthesis and biological properties of polysubstituted pyrimidinyl- and 1,3,5-triazinylphosphonic acids. Tedrahedron 2012, 68, 865. <https://doi.org/10.1016/j.tet.2011.11.040>
  • Jansa Petr, Baszczyňski Ondřej, Procházková Eliška, Dračínský Martin, Janeba Zlatko: Microwave-assisted hydrolysis of phosphonate diesters: an efficient protocol for the preparation of phosphonic acids. Green Chem. 2012, 14, 2282. <https://doi.org/10.1039/c2gc35547g>