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

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Title: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
Creators:
Hocek, Michal
Holý, Antonín
Votruba, Ivan
Dvořáková, Hana
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 65, 11, pp. 1683-1697
Uncontrolled Keywords:Purines, Nucleosides, Cytostatic activity, Antitumor agents, 5'-Deoxyribonucleosides, Cross-coupling reactions, 2'-Deoxyribonucleosides, Acyclic nucleoside analogues, Boronic acids

Abstract

9-(2-Deoxy-β-D-<i>erythro</i>-pentofuranosyl)-6-(4-substituted phenyl)purines, 9-(5-deoxy-β-D-ribofuranosyl)-6-(4-substituted phenyl)purines and 9-(2,3-dihydroxypropyl)-6-(4-substituted phenyl)purines were prepared by the Suzuki-Miyaura cross-coupling reactions of the corresponding protected 9-substituted 6-chloropurines with substituted phenylboronic acids followed by MeONa mediated deprotection. In contrast to the highly active 6-phenylpurine ribonucleosides, the title compounds did not show any considerable cytostatic activity. <p>

Title: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
Creators:
Hocek, Michal
Holý, Antonín
Votruba, Ivan
Dvořáková, Hana
Uncontrolled Keywords:Purines, Nucleosides, Cytostatic activity, Antitumor agents, 5'-Deoxyribonucleosides, Cross-coupling reactions, 2'-Deoxyribonucleosides, Acyclic nucleoside analogues, Boronic acids
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:65
Number:11
Page Range:pp. 1683-1697
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20001683UNSPECIFIED
ID Code:1750
Item Type:Article
Deposited On:06 Feb 2009 17:12
Last Modified:06 Feb 2009 16:12

Citation

Hocek, Michal; Holý, Antonín; Votruba, Ivan; Dvořáková, Hana (2000) 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. Collection of Czechoslovak Chemical Communications, 65 (11). pp. 1683-1697. ISSN 0010-0765

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