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Collect. Czech. Chem. Commun. 2003, 68, 837-848
https://doi.org/10.1135/cccc20030837

Cytostatic 6-Arylpurine Nucleosides V. Synthesis of 8-Substituted 6-Phenylpurine Ribonucleosides

Michal Hocek*, Dana Hocková and Jan Štambaský

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, CZ-16610 Prague 6, Czech Republic

Crossref Cited-by Linking

  • Tian Miao, Yu Mingwu, Shi Tingting, Hu Junbin, Li Shunlai, Xu Jiaxi, Chen Ning, Du Hongguang: Silver-Catalyzed Direct C6-H Arylation of Purines and Purine Nucleosides with Arylboronic Acids. Eur. J. Org. Chem. 2017, 2017, 3415. <https://doi.org/10.1002/ejoc.201700406>
  • Niu Hong-Ying, Su Ling-Yun, Bai Shi-Xia, Li Jian-Ping, Feng Xi-Lan, Guo Hai-Ming: Synthesis of C8-alkyl-substituted purine analogues by direct alkylation of 8- H purines with tetrahydrofuran catalyzed by CoCl 2 ·6H 2 O. Chinese Chemical Letters 2017, 28, 105. <https://doi.org/10.1016/j.cclet.2016.06.009>
  • Xia Ran, Niu Hong-Ying, Qu Gui-Rong, Guo Hai-Ming: CuI Controlled C–C and C–N Bond Formation of Heteroaromatics through C(sp3)–H Activation. Org. Lett. 2012, 14, 5546. <https://doi.org/10.1021/ol302640e>
  • Nauš Petr, Perlíková Pavla, Pohl Radek, Hocek Michal: Sugar-modified derivatives of cytostatic 6-(het)aryl-7-deazapurine nucleosides: 2′-C-methylribonucleosides, arabinonucleosides and 2′-deoxy-2′-fluoroarabinonucleosides. Collect. Czech. Chem. Commun. 2011, 76, 957. <https://doi.org/10.1135/cccc2011082>
  • Sedláček Ondřej, Břehová Petra, Pohl Radek, Holý Antonín, Janeba Zlatko: The synthesis of the 8-C-substituted 2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine (PMEDAP) derivatives by diverse cross-coupling reactions. Can. J. Chem. 2011, 89, 488. <https://doi.org/10.1139/V11-001>
  • Nauš Petr, Kuchař Martin, Hocek Michal: Cytostatic and Antiviral 6-Arylpurine Ribonucleosides IX. Synthesis and Evaluation of 6-Substituted 3-Deazapurine Ribonucleosides. Collect. Czech. Chem. Commun. 2008, 73, 665. <https://doi.org/10.1135/cccc20080665>
  • Vrábel Milan, Hocek Michal, Havran Luděk, Fojta Miroslav, Votruba Ivan, Klepetářová Blanka, Pohl Radek, Rulíšek Lubomír, Zendlová Lucie, Hobza Pavel, Shih I-hung, Mabery Eric, Mackman Richard: Purines Bearing Phenanthroline or Bipyridine Ligands and Their RuII Complexes in Position 8 as Model Compounds for Electrochemical DNA Labeling – Synthesis, Crystal Structure, Electrochemistry, Quantum Chemical Calculations, Cytostatic and Antiviral Activity. Eur. J. Inorg. Chem. 2007, 2007, 1752. <https://doi.org/10.1002/ejic.200700030>
  • Bambuch Vítězslav, Otmar Miroslav, Pohl Radek, Masojídková Milena, Holý Antonín: C-Functionalization of 9-deazapurines by cross-coupling reactions. Tetrahedron 2007, 63, 1589. <https://doi.org/10.1016/j.tet.2006.12.008>
  • Čapek Petr, Pohl Radek, Hocek Michal: Cross-coupling reactions of unprotected halopurine bases, nucleosides, nucleotides and nucleoside triphosphates with 4-boronophenylalanine in water. Synthesis of (purin-8-yl)- and (purin-6-yl)phenylalanines. Org. Biomol. Chem. 2006, 4, 2278. <https://doi.org/10.1039/B604010A>
  • Šilhár Peter, Pohl Radek, Votruba Ivan, Klepetářová Blanka, Hocek Michal: Synthesis of 6-Amino-, 6-Methyl- and 6-Aryl-2-(hydroxymethyl)purine Bases and Nucleosides. Collect. Czech. Chem. Commun. 2006, 71, 788. <https://doi.org/10.1135/cccc20060788>
  • 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>
  • Turek Pavel, Kotora Martin, Hocek Michal, Votruba Ivan: Novel Method for Preparation of Highly Substituted 6-Arylpurines by Reactions of 6-Alkynylpurines with Zirconacyclopentadienes. Collect. Czech. Chem. Commun. 2005, 70, 339. <https://doi.org/10.1135/cccc20050339>
  • Šilhár Peter, Pohl Radek, Votruba Ivan, Hocek Michal: Synthesis of 2-Substituted 6-(Hydroxymethyl)purine Bases and Nucleosides. Collect. Czech. Chem. Commun. 2005, 70, 1669. <https://doi.org/10.1135/cccc20051669>
  • Nauš Petr, Votruba Ivan, Hocek Michal: Covalent Analogues of DNA Base-Pairs and Triplets VII. Synthesis and Cytostatic Activity of Bis(purin-6-yl)acetylene and -diacetylene Nucleosides. Collect. Czech. Chem. Commun. 2004, 69, 1955. <https://doi.org/10.1135/cccc20041955>
  • Hocek Michal, Hockova Dana, Stambasky Jan: Cytostatic 6-Arylpurine Nucleosides. Part 5. Synthesis of 8-Substituted 6-Phenylpurine Ribonucleosides. ChemInform 2003, 34. <https://doi.org/10.1002/chin.200334199>