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Collect. Czech. Chem. Commun. 1994, 59, 2069-2094
https://doi.org/10.1135/cccc19942069

Synthesis of Some 2'-C-Alkyl Derivatives of 9-(2-Phosphonomethoxyethyl)adenine and Related Compounds

Hana Dvořáková, Antonín Holý and Ivan Rosenberg

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

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  • Blindauer Claudia A., Holý Antonín, Sigel Astrid, Operschall Bert P., Griesser Rolf, Sigel Helmut: Acid–base properties of an antivirally active acyclic nucleoside phosphonate: (S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]adenine (HPMPA). New J. Chem. 2022, 46, 6484. <https://doi.org/10.1039/D2NJ00543C>
  • Blindauer Claudia A., Holý Antonín, Operschall Bert P., Sigel Astrid, Song Bin, Sigel Helmut: Metal Ion‐Coordinating Properties in Aqueous Solutions of the Antivirally Active Nucleotide Analogue (S)‐9‐[3‐Hydroxy‐2‐(phosphonomethoxy)propyl]adenine (HPMPA) – Quantification of Complex Isomeric Equilibria. Eur J Inorg Chem 2019, 2019, 3892. <https://doi.org/10.1002/ejic.201900620>
  • Blindauer Claudia A., Sigel Astrid, Operschall Bert P., Holý Antonín, Sigel Helmut: Metal-ion binding properties of (S)-1-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine (HPMPC, Cidofovir). A nucleotide analogue with activity against DNA viruses. Inorganica Chimica Acta 2018, 472, 283. <https://doi.org/10.1016/j.ica.2017.06.011>
  • Blindauer Claudia A., Sigel Astrid, Operschall Bert P., Griesser Rolf, Holý Antonín, Sigel Helmut: Extent of intramolecular π stacks in aqueous solution in mixed-ligand copper(II) complexes formed by heteroaromatic amines and the anticancer and antivirally active 9-[2-(phosphonomethoxy)ethyl]guanine (PMEG). A comparison with related acyclic nucleotide analogues. Polyhedron 2016, 103, 248. <https://doi.org/10.1016/j.poly.2015.02.022>
  • Wang Changyuan, Song Zhendong, Yu Haiqing, Liu Kexin, Ma Xiaodong: Adenine: an important drug scaffold for the design of antiviral agents. Acta Pharmaceutica Sinica B 2015, 5, 431. <https://doi.org/10.1016/j.apsb.2015.07.002>
  • Baszczyňski Ondřej, Janeba Zlatko: Medicinal Chemistry of Fluorinated Cyclic and Acyclic Nucleoside Phosphonates. Medicinal Research Reviews 2013, 33, 1304. <https://doi.org/10.1002/med.21296>
  • Blindauer Claudia A., Sigel Astrid, Operschall Bert P., Holý Antonin, Sigel Helmut: Extent of Intramolecular π Stacks in Aqueous Solution in Mixed‐Ligand Copper(II) Complexes Formed by Heteroaromatic Amines and 1‐[2‐(Phosphonomethoxy)ethyl]cytosine (PMEC), a Relative of Antivirally Active Acyclic Nucleotide Analogues (Part 72)[1, 2]. Zeitschrift anorg allge chemie 2013, 639, 1661. <https://doi.org/10.1002/zaac.201300095>
  • Gómez‐Coca Raquel B., Blindauer Claudia A., Sigel Astrid, Operschall Bert P., Holý Antonín, Sigel Helmut: Extent of Intramolecular π‐Stacks in Aqueous Solution in Mixed‐Ligand Copper(II) Complexes Formed by Heteroaromatic Amines and Several 2‐Aminopurine Derivatives of the Antivirally Active Nucleotide Analog 9‐[2‐(Phosphonomethoxy)ethyl]adenine (PMEA). Chemistry & Biodiversity 2012, 9, 2008. <https://doi.org/10.1002/cbdv.201200022>
  • Jansa Petr, Kolman Viktor, Kostinová Alexandra, Dračínský Martin, Mertlíková-Kaiserová Helena, Janeba Zlatko: Efficient synthesis and biological properties of the 2′-trifluoromethyl analogues of acyclic nucleosides and acyclic nucleoside phosphonates. Collect. Czech. Chem. Commun. 2011, 76, 1187. <https://doi.org/10.1135/cccc2011105>
  • Novák Jan, Linhart Igor, Dvorˇáková Hana: Syntheses of 7‐(2‐Hydroxy‐1‐phenylethyl)‐ and 7‐(2‐Hydroxy‐2‐phenylethyl)guanine, DNA Adducts Derived from Styrene 7,8‐Oxide. Eur J Org Chem 2004, 2004, 2738. <https://doi.org/10.1002/ejoc.200300811>
  • Gómez-Coca Raquel B., Kapinos Larisa E., Holý Antonı́n, Vilaplana Rosario A., González-Vı́lchez Francisco, Sigel Helmut: Intramolecular stacking interactions in ternary copper(II) complexes formed with 2,2′-bipyridine or 1,10-phenanthroline and 9-(4-phosphonobutyl)adenine (dPMEA), the carba relative of the antiviral nucleotide analogue 9-[2-(phosphonomethoxy)ethyl]adenine (PMEA). Journal of Inorganic Biochemistry 2001, 84, 39. <https://doi.org/10.1016/S0162-0134(00)00194-X>
  • Holý Antonín, Votruba Ivan, Tloušťová Eva, Masojídková Milena: Synthesis and Cytostatic Activity of N-[2-(Phosphonomethoxy)alkyl] Derivatives of N6-Substituted Adenines, 2,6-Diaminopurines and Related Compounds. Collect. Czech. Chem. Commun. 2001, 66, 1545. <https://doi.org/10.1135/cccc20011545>
  • Holý Antonín, Günter Jaroslav, Dvořáková Hana, Masojídková Milena, Andrei Graciela, Snoeck Robert, Balzarini Jan, De Clercq Erik: Structure−Antiviral Activity Relationship in the Series of Pyrimidine and Purine N-[2-(2-Phosphonomethoxy)ethyl] Nucleotide Analogues. 1. Derivatives Substituted at the Carbon Atoms of the Base. J. Med. Chem. 1999, 42, 2064. <https://doi.org/10.1021/jm9811256>
  • Yuan Hu Geng, Hua Ye Hua, Koiš Pavol, Prónayová Nad'a, Quing Liu, Perjéssy Alexander: CORRELATION ANALYSIS OF IR AND NMR SPECTRAL CHARACTERISTICS OF GLYCIDYL ETHERS. Heterocyclic Communications 1998, 4. <https://doi.org/10.1515/HC.1998.4.1.39>
  • Dvořáková Hana, Masojídková Milena, Holý Antonín, Balzarini Jan, Andrei Graciela, Snoeck Robert, De Clercq Erik: Synthesis of 2‘-Aminomethyl Derivatives of N-(2-(Phosphonomethoxy)ethyl) Nucleotide Analogues as Potential Antiviral Agents. J. Med. Chem. 1996, 39, 3263. <https://doi.org/10.1021/jm9601314>
  • DVORAKOVA H., HOLY A., ROSENBERG I.: ChemInform Abstract: Synthesis of Some 2′‐C‐Alkyl Derivatives of 9‐(2‐Phosphonomethoxyethyl) adenine and Related Compounds. ChemInform 1995, 26. <https://doi.org/10.1002/chin.199511273>