Collect. Czech. Chem. Commun. 2005, 70, 339-349
https://doi.org/10.1135/cccc20050339

Novel Method for Preparation of Highly Substituted 6-Arylpurines by Reactions of 6-Alkynylpurines with Zirconacyclopentadienes

Pavel Tureka,b, Martin Kotoraa,b,*, Michal Hoceka,* and Ivan Votrubaa

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
b Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic

Individual author index pages


Other CCCC articles of these authors

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  • Martin Kuchař and Michal Hocek
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  • Petr Kočalka, Markéta Rinnová, Václav Vaněk, Dominik Rejman, Ivan Votruba, Ivana Tomečková, Šárka Králíková, Magdalena Petrová, Ondřej Páv, Radek Pohl, Miloš Buděšínský, Radek Liboska, Zdeněk Točík and Ivan Rosenberg
    Novel nucleoside phosphonic acids-based inhibitors of thymidine phosphorylase
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  • Miroslav Hájek, Naděžda Matulová, Ivan Votruba, Antonín Holý and Eva Tloušťová
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  • Pavel Turek, Michal Hocek and Martin Kotora
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  • Jan Štambaský, Pavel Kočovský and Michal Hocek
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  • Michal Hocek and Dana Hocková
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  • Filip Hessler and Martin Kotora
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  • Miroslava Čerňová and Michal Hocek
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  • Zuzana Vaníková and Michal Hocek
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    Synthesis of 2-Substituted 6-(Hydroxymethyl)purine Bases and Nucleosides
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  • Gabriel Birkuš, Ivan Votruba*, Miroslav Otmar and Antonín Holý
    Interactions of 1-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]cytosine (Cidofovir) Diphosphate with DNA Polymerases α, δ and ε*
    2001, Vol. 66, Issue 11, pp. 1698–1706 [Abstract]
  • Antonín Holý*, Ivan Votruba, Eva Tloušťová and Milena Masojídková
    Synthesis and Cytostatic Activity of N-[2-(Phosphonomethoxy)alkyl] Derivatives of N6-Substituted Adenines, 2,6-Diaminopurines and Related Compounds
    2001, Vol. 66, Issue 10, pp. 1545–1592 [Abstract]
  • Miroslav Otmar*, Milena Masojídková, Ivan Votruba and Antonín Holý
    An Alternative Synthesis of HPMPC and HPMPA Diphosphoryl Derivatives
    2001, Vol. 66, Issue 3, pp. 500–506 [Abstract]
  • Michal Hocek*, Antonín Holý, Ivan Votruba and Hana Dvořáková
    Cytostatic 6-Arylpurine Nucleosides III. Synthesis and Structure-Activity Relationship Study in Cytostatic Activity of 6-Aryl-, 6-Hetaryl- and 6-Benzylpurine Ribonucleosides
    2001, Vol. 66, Issue 3, pp. 483–499 [Abstract]
  • Michal Hocek*, Antonín Holý, Ivan Votruba and Hana Dvořáková
    Cytostatic 6-Arylpurine Nucleosides II. Synthesis of Sugar-Modified Derivatives: 9-(2-Deoxy-β-D-erythro-pentofuranosyl)-, 9-(5-Deoxy-β-D-ribofuranosyl)- and 9-(2,3-Dihydroxypropyl)-6-phenylpurines
    2000, Vol. 65, Issue 11, pp. 1683–1697 [Abstract]
  • Romana Krejčová, Květoslava Horská, Ivan Votruba* and Antonín Holý
    Phosphorylation of Purine (Phosphonomethoxy)alkyl Derivatives by Mitochondrial AMP Kinase (AK2 Type) from L1210 Cells
    2000, Vol. 65, Issue 10, pp. 1653–1668 [Abstract]
  • Michal Česnek, Michal Hocek* and Antonín Holý
    Synthesis of Acyclic Nucleotide Analogues Derived from 2-Amino-6-C-substituted Purines via Cross-Coupling Reactions of 2-Amino-9-{2-[(diisopropoxyphosphoryl)methoxy]ethyl}-6-halopurines with Diverse Organometallic Reagents
    2000, Vol. 65, Issue 8, pp. 1357–1373 [Abstract]
  • Martin Kotora, Yoshinori Noguchi and Tamotsu Takahashi*
    Reactions of Zirconacyclopentadienes with Propargyl Halides Leading to (Buta-2,3-dien-1-yl)benzenes
    1999, Vol. 64, Issue 7, pp. 1119–1124 [Abstract]
  • Romana Krejčová, Květoslava Horská, Ivan Votruba* and Antonín Holý
    Isoenzymes of GMP Kinase from L1210 Cells: Isolation and Characterization
    1999, Vol. 64, Issue 3, pp. 559–570 [Abstract]
  • Michal Hocek* and Antonín Holý
    Perfluoroalkylation of 6-Iodopurines by Trimethyl(perfluoroalkyl)silanes. Synthesis of 6-(Perfluoroalkyl)purine Bases, Nucleosides and Acyclic Nucleotide Analogues
    1999, Vol. 64, Issue 2, pp. 229–241 [Abstract]
  • Gabriel Birkuš, Pavel Kramata, Ivan Votruba, Berta Otová, Miroslav Otmar and Antonín Holý
    Nonproteolyzed Form of DNA-Polymerase ε from T-Cell Spontaneous Lymphoma of Sprague-Dawley Inbred Rat: Isolation and Characterization
    1998, Vol. 63, Issue 5, pp. 723–731 [Abstract]
  • Lenka Olšanská, Tomas Cihlar, Ivan Votruba* and Antonín Holý
    Transport of Adefovir (PMEA) in Human T-Lymphoblastoid Cells
    1997, Vol. 62, Issue 5, pp. 821–828 [Abstract]
  • Michal Hocek, Milena Masojídková and Antonín Holý
    Synthesis of Acyclic Nucleotide Analogues Derived from 6-Hetarylpurines via Cross-Coupling Reactions of 9-[2-(Diethoxyphosphonylmethoxy)ethyl]-6-iodopurine with Hetaryl Organometallic Reagents
    1997, Vol. 62, Issue 1, pp. 136–146 [Abstract]
  • Pavel Kramata, Gabriel Birkuš, Miroslav Otmar, Ivan Votruba and Antonín Holý
    Structural features of acyclic nucleotide analogs conferring inhibitory effects on cellular replicative DNA polymerases
    1996, Vol. 61, Special Issue, pp. S188–S191 [Abstract]
  • Antonín Holý, Zdeněk Zídek and Ivan Votruba
    Inhibition of murine lymphocyte proliferation by N6-substituted acyclic purine nucleoside phosphonates
    1996, Vol. 61, Special Issue, pp. S182–S187 [Abstract]
  • Romana Krejčová, Květoslava Horská, Ivan Votruba and Antonín Holý
    Phosphorylation of phosphonomethoxyalkylguanines by GMP-kinase isoenzymes
    1996, Vol. 61, Special Issue, pp. S134–S136 [Abstract]
  • Michal Hocek and Antonín Holý
    Acyclic nucleotide analogues derived from 6-(1-aminoalkyl)purines
    1996, Vol. 61, Special Issue, pp. S55–S58 [Abstract]
  • Michal Hocek, Milena Masojídková, Antonín Holý, Graciela Andrei, Robert Snoeck, Jan Balzarini and Erik De Clercq
    Synthesis and Antiviral Activity of Acyclic Nucleotide Analogues Derived from 6-(Aminomethyl)purines and Purine-6-carboxamidines
    1996, Vol. 61, Issue 10, pp. 1525–1537 [Abstract]
  • Milan Hájek, Martin Kotora, František Adámek, Reg Davis, Cecile Fischer and Warren A. C. Joshu
    Catalyst Effects on the Stereoselectivity of Addition of Tetrachloromethane to 1,3-Cyclohexadiene
    1996, Vol. 61, Issue 5, pp. 774–777 [Abstract]
  • Pavel Kramata, Jaroslav Černý, Gabriel Birkuš, Ivan Votruba, Berta Otová and Antonín Holý
    DNA-Polymerases α, δ and ε from T-Cell Spontaneous Lymphoblastic Leukemia of Sprague-Dawley Inbred Rat: Isolation and Characterization
    1995, Vol. 60, Issue 9, pp. 1555–1572 [Abstract]
  • Michal Hocek and Antonín Holý
    A Facile Synthesis of 6-Cyanopurine Bases
    1995, Vol. 60, Issue 8, pp. 1386–1389 [Abstract]
  • Michal Hocek, Milena Masojídková and Antonín Holý
    Synthesis of Acyclic Nucleotide Analogues Derived from 2-(Aminomethyl)adenine and 2-(Aminomethyl)hypoxanthine
    1995, Vol. 60, Issue 5, pp. 875–882 [Abstract]
  • Ivan Votruba, Antonín Holý, Hana Dvořáková, Jaroslav Günter, Dana Hocková, Hubert Hřebabecký, Tomas Cihlar and Milena Masojídková
    Synthesis of 2-Deoxy-β-D-ribonucleosides and 2,3-Dideoxy-β-D-pentofuranosides on Immobilized Bacterial Cells
    1994, Vol. 59, Issue 10, pp. 2303–2330 [Abstract]
  • Stanislav Böhm, Michal Hocek, Jan Němeček, Vladimír Havlíček and Josef Kuthan
    Preparation and Spectroscopic Properties of Spirocyclic 1-Methyl-2,4,4,6-tetraaryl-1,4-dihydropyridines
    1994, Vol. 59, Issue 5, pp. 1105–1114 [Abstract]
  • Stanislav Böhm, Michal Hocek, Stanislav Nešpůrek and Josef Kuthan
    Photocolouration of 2,4,4,6-Tetraaryl-1,4-dihydropyridines: A Semiempirical Quantum Chemical Study
    1994, Vol. 59, Issue 2, pp. 262–272 [Abstract]
  • Hana Dvořáková, Antonín Holý, Ivan Votruba and Milena Masojídková
    Synthesis and Biological Effects of Acyclic Analogs of Deazapurine Nucleosides
    1993, Vol. 58, Issue 3, pp. 629–648 [Abstract]
  • Martin Kotora, Milan Hájek and Christian Döbler
    Addition of Tetrachloromethane to Styrene Catalyzed by Copper-Chiral Amine Complexes
    1992, Vol. 57, Issue 12, pp. 2622–2628 [Abstract]
  • Pavel Kramata and Ivan Votruba
    Enzymes of Human Herpesviruses
    1992, Vol. 57, Issue 8, pp. 1577–1612 [Abstract]
  • Tomas Cihlar, Ivan Votruba, Květoslava Horská, Radek Liboska, Ivan Rosenberg and Antonín Holý
    Metabolism of 1-(S)-(3-Hydroxy-2-phosphonomethoxypropyl)cytosine (HPMPC) in Human Embryonic Lung Cells
    1992, Vol. 57, Issue 3, pp. 661–672 [Abstract]
  • Martin Kotora and Milan Hájek
    Addition of Tetrachloromethane to 1,5-Hexadiene
    1992, Vol. 57, Issue 2, pp. 393–396 [Abstract]
  • Katarina Šedivá, Ivan Votruba, Antonín Holý and Ivan Rosenberg
    Purine nucleoside phosphorylase: Isolation and characterization
    1990, Vol. 55, Issue 12, pp. 2987–2999 [Abstract]
  • Antonín Holý, Masahiko Nishizawa, Ivan Rosenberg and Ivan Votruba
    The effect of phosphonylmethyl analogs of ribonucleoside 5'-diphosphates on (E. coli) polynucleotide phosphorylase catalyzed reactions
    1987, Vol. 52, Issue 12, pp. 3042–3057 [Abstract]
  • Antonín Holý, Joachim König, Jiří Veselý, Dieter Cech, Ivan Votruba and Erik De Clercq
    5'-O-Alkyl-5-fluorouridines: Synthesis and biological activity
    1987, Vol. 52, Issue 6, pp. 1589–1608 [Abstract]
  • Antonín Holý, Jitka Kohoutová, Aleš Merta and Ivan Votruba
    9-(Aminoalkyl)-8-hydroxyadenines: Preparation, mechanism of formation and use in affinity chromatography of S-adenosyl-L-homocysteine hydrolase
    1986, Vol. 51, Issue 2, pp. 459–477 [Abstract]
  • Antonín Holý, Anita Ludziša, Ivan Votruba, Kateřina Šedivá and Helmut Pischel
    Preparation of analogues of cytosine and 2-pyrimidinone nucleosides and their effect on bacterial (Escherichia coli A 19) cytidine aminohydrolase
    1985, Vol. 50, Issue 2, pp. 393–417 [Abstract]
  • Antonín Holý, Ivan Votruba and Erik De Clercq
    Structure-activity studies on open-chain analogues of nucleosides: Inhibition of S-adenosyl-L-homocysteine hydrolase and antiviral activity 2. Acid open-chain analogues
    1985, Vol. 50, Issue 1, pp. 262–279 [Abstract]
  • Antonín Holý, Ivan Votruba and Erik De Clercq
    Structure-activity studies on open-chain analogues of nucleosides: Inhibition of S-adenosyl-L-homocysteine hydrolase and antiviral activity 1. Neutral open-chain analogues
    1985, Vol. 50, Issue 1, pp. 245–261 [Abstract]
  • Ladislava Šebestová, Ivan Votruba and Antonín Holý
    S-adenosine-L-homocysteine hydrolase from Nicotiana tabacum L.: Isolation and properties
    1984, Vol. 49, Issue 6, pp. 1543–1551 [Abstract]
  • Aleš Merta, Ivan Votruba, Jiří Veselý and Antonín Holý
    S-adenosyl-L-homocysteine hydrolase from mouse leukemic cells: Isolation and properties
    1983, Vol. 48, Issue 9, pp. 2701–2708 [Abstract]
  • Ivan Votruba, Antonín Holý and Ivan Rosenberg
    Affinity chromatography of rat liver S-adenosyl-L-homocysteine hydrolase
    1983, Vol. 48, Issue 9, pp. 2549–2557 [Abstract]
  • Antonín Holý, Ivan Votruba and Erik De Clercq
    Synthesis and antiviral activity of stereoisomeric eritadenines
    1982, Vol. 47, Issue 5, pp. 1392–1407 [Abstract]
  • Ivan Votruba and Antonín Holý
    Eritadenines - Novel type of potent inhibitors of S-adenosyl-L-homocysteine hydrolase
    1982, Vol. 47, Issue 1, pp. 167–172 [Abstract]
  • Ivan Votruba and Antonín Holý
    Inhibition of S-adenosyl-L-homocysteine hydrolase by the aliphatic nucleoside analogue - 9-(S)-(2,3-dihydroxypropyl)adenine
    1980, Vol. 45, Issue 11, pp. 3039–3044 [Abstract]