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Collect. Czech. Chem. Commun. 2004, 69, 1889-1913
https://doi.org/10.1135/cccc20041889

Synthesis of N9- and N7-[2-Hydroxy-3-(phosphonomethoxy)propyl] Derivatives of N6-Substituted Adenines, 2,6-Diaminopurines and Related Compounds

Marcela Krečmerová*, Milena Masojídková and Antonín Holý

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic

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  • Keough Dianne T., Hocková Dana, Rejman Dominik, Špaček Petr, Vrbková Silvie, Krečmerová Marcela, Eng Wai Soon, Jans Harmen, West Nicholas P., Naesens Lieve M. J., de Jersey John, Guddat Luke W.: Inhibition of the Escherichia coli 6-Oxopurine Phosphoribosyltransferases by Nucleoside Phosphonates: Potential for New Antibacterial Agents. J. Med. Chem. 2013, 56, 6967. <https://doi.org/10.1021/jm400779n>
  • Krečmerová Marcela, Dračínský Martin, Hocková Dana, Holý Antonín, Keough Dianne T., Guddat Luke W.: Synthesis of purine N9-[2-hydroxy-3-O-(phosphonomethoxy)propyl] derivatives and their side-chain modified analogs as potential antimalarial agents. Bioorganic & Medicinal Chemistry 2012, 20, 1222. <https://doi.org/10.1016/j.bmc.2011.12.034>
  • Kaiser Martin Maxmilian, Jansa Petr, Dračínský Martin, Janeba Zlatko: A novel type of acyclic nucleoside phosphonates derived from 2-(phosphonomethoxy)propanoic acid. Tetrahedron 2012, 68, 4003. <https://doi.org/10.1016/j.tet.2012.03.066>
  • Janeba Zlatko, Masojídková Milena, Holý Antonín: Alternative synthesis of 9-{3-[(diisopropoxyphosphoryl)methoxy]-2-hydroxypropyl}adenine and its free phosphonates substituted at the C-8 position of purine base. Collect. Czech. Chem. Commun. 2010, 75, 371. <https://doi.org/10.1135/cccc2009569>
  • Potměšil Petr, Krečmerová Marcela, Kmoníčková Eva, Holý Antonín, Zídek Zdeněk: Nucleotide analogues with immunobiological properties: 9-[2-Hydroxy-3-(phosphonomethoxy)propyl]-adenine (HPMPA), -2,6-diaminopurine (HPMPDAP), and their N6-substituted derivatives. EUROP J PHARMACOL 2006, 540, 191. <https://doi.org/10.1016/j.ejphar.2006.04.018>
  • Krecmerova Marcela, Masojidkova Milena, Holy Antonin: Synthesis of N9‐ and N7‐[2‐Hydroxy‐3‐(phosphonomethoxy)propyl] Derivatives of N6‐Substituted Adenines, 2,6‐Diaminopurines and Related Compounds. ChemInform 2005, 36. <https://doi.org/10.1002/chin.200512215>
  • Hocek Michal, Pohl Radek, Císařová Ivana: Highly Methylated Purines and Purinium Salts as Analogues of Heteromines. Eur J Org Chem 2005, 2005, 3026. <https://doi.org/10.1002/ejoc.200500154>