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Collect. Czech. Chem. Commun. 2011, 76, 957-988
https://doi.org/10.1135/cccc2011082
Published online 2011-07-07 13:16:17

Sugar-modified derivatives of cytostatic 6-(het)aryl-7-deazapurine nucleosides: 2′-C-methylribonucleosides, arabinonucleosides and 2′-deoxy-2′-fluoroarabinonucleosides

Petr Nauš, Pavla Perlíková, Radek Pohl and Michal Hocek*

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

Crossref Cited-by Linking

  • Malnuit Vincent, Smoleń Sabina, Tichý Michal, Poštová Slavětínská Lenka, Hocek Michal: Synthesis of Cyclic and Acyclic Nucleoside Phosphonates and Sulfonamides Derived from 6‐(Thiophen‐2‐yl)‐7‐fluoro‐7‐deazapurine. Eur. J. Org. Chem. 2019, 2019, 5409. <https://doi.org/10.1002/ejoc.201900509>
  • Perlíková Pavla, Hocek Michal: Pyrrolo[2,3-d ]pyrimidine (7-deazapurine) as a privileged scaffold in design of antitumor and antiviral nucleosides. Med. Res. Rev. 2017, 37, 1429. <https://doi.org/10.1002/med.21465>
  • Maier Lukáš, Khirsariya Prashant, Hylse Ondřej, Adla Santosh Kumar, Černová Lenka, Poljak Michal, Krajčovičová Soňa, Weis Erik, Drápela Stanislav, Souček Karel, Paruch Kamil: Diastereoselective Flexible Synthesis of Carbocyclic C-Nucleosides. J. Org. Chem. 2017, 82, 3382. <https://doi.org/10.1021/acs.joc.6b02594>
  • Konč Juraj, Tichý Michal, Pohl Radek, Hodek Jan, Džubák Petr, Hajdúch Marián, Hocek Michal: Sugar modified pyrimido[4,5-b]indole nucleosides: synthesis and antiviral activity. Med. Chem. Commun. 2017, 8, 1856. <https://doi.org/10.1039/C7MD00319F>
  • Perlíková Pavla, Rylová Gabriela, Nauš Petr, Elbert Tomáš, Tloušťová Eva, Bourderioux Aurelie, Slavětínská Lenka Poštová, Motyka Kamil, Doležal Dalibor, Znojek Pawel, Nová Alice, Harvanová Monika, Džubák Petr, Šiller Michal, Hlaváč Jan, Hajdúch Marián, Hocek Michal: 7-(2-Thienyl)-7-Deazaadenosine (AB61), a New Potent Nucleoside Cytostatic with a Complex Mode of Action. Molecular Cancer Therapeutics 2016, 15, 922. <https://doi.org/10.1158/1535-7163.MCT-14-0933>
  • Nauš Petr, Caletková Olga, Perlíková Pavla, Poštová Slavětínská Lenka, Tloušťová Eva, Hodek Jan, Weber Jan, Džubák Petr, Hajdúch Marián, Hocek Michal: Synthesis and biological profiling of 6- or 7-(het)aryl-7-deazapurine 4′-C-methylribonucleosides. Bioorganic & Medicinal Chemistry 2015, 23, 7422. <https://doi.org/10.1016/j.bmc.2015.10.040>
  • Ren Hang, An Haoyun, Hatala Paul J, Stevens William C, Tao Jingchao, He Baicheng: Versatile synthesis and biological evaluation of novel 3’-fluorinated purine nucleosides. Beilstein J. Org. Chem. 2015, 11, 2509. <https://doi.org/10.3762/bjoc.11.272>
  • Perlíková Pavla, Eberlin Ludovic, Ménová Petra, Raindlová Veronika, Slavětínská Lenka, Tloušťová Eva, Bahador Gina, Lee Yu-Jen, Hocek Michal: Synthesis and Cytostatic and Antiviral Activities of 2′-Deoxy-2′,2′-difluororibo- and 2′-Deoxy-2′-fluororibonucleosides Derived from 7-(Het)aryl-7-deazaadenines. ChemMedChem 2013, 8, 832. <https://doi.org/10.1002/cmdc.201300047>
  • Tichý Michal, Pohl Radek, Tloušt’ová Eva, Weber Jan, Bahador Gina, Lee Yu-Jen, Hocek Michal: Synthesis and biological activity of benzo-fused 7-deazaadenosine analogues. 5- and 6-substituted 4-amino- or 4-alkylpyrimido[4,5-b]indole ribonucleosides. Bioorganic & Medicinal Chemistry 2013, 21, 5362. <https://doi.org/10.1016/j.bmc.2013.06.011>
  • Nauš Petr, Perlíková Pavla, Bourderioux Aurelie, Pohl Radek, Slavětínská Lenka, Votruba Ivan, Bahador Gina, Birkuš Gabriel, Cihlář Tomáš, Hocek Michal: Sugar-modified derivatives of cytostatic 7-(het)aryl-7-deazaadenosines: 2′-C-methylribonucleosides, 2′-deoxy-2′-fluoroarabinonucleosides, arabinonucleosides and 2′-deoxyribonucleosides. Bioorganic & Medicinal Chemistry 2012, 20, 5202. <https://doi.org/10.1016/j.bmc.2012.07.003>
  • Tichý Michal, Pohl Radek, Xu Hao Ying, Chen Yen-Liang, Yokokawa Fumiaki, Shi Pei-Yong, Hocek Michal: Synthesis and antiviral activity of 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides. Bioorganic & Medicinal Chemistry 2012, 20, 6123. <https://doi.org/10.1016/j.bmc.2012.08.021>
  • 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>
  • Perlíková Pavla, Jornet Martínez Neus, Slavětínská Lenka, Hocek Michal: Synthesis of 2′-deoxy-2′-fluororibo- and 2′-deoxy-2′,2′-difluororibonucleosides derived from 6-(het)aryl-7-deazapurines. Tetrahedron 2012, 68, 8300. <https://doi.org/10.1016/j.tet.2012.07.033>
  • Naus Petr, Perlikova Pavla, Pohl Radek, Hocek Michal: ChemInform Abstract: Sugar-Modified Derivatives of Cytostatic 6-(Het)aryl-7-deazapurine Nucleosides: 2′-C-Methylribonucleosides, Arabinonucleosides and 2′-Deoxy-2′-fluoroarabinonucleosides. ChemInform 2011, 42, no. <https://doi.org/10.1002/chin.201147199>