Cytostatic 6-Arylpurine Nucleosides III. Synthesis and Structure-Activity Relationship Study in Cytostatic Activity of 6-Aryl-, 6-Hetaryl- and 6-Benzylpurine Ribonucleosides

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Title:Cytostatic 6-Arylpurine Nucleosides III. Synthesis and Structure-Activity Relationship Study in Cytostatic Activity of 6-Aryl-, 6-Hetaryl- and 6-Benzylpurine Ribonucleosides
Creators:
Hocek, Michal
Holý, Antonín
Votruba, Ivan
Dvořáková, Hana
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 66, 3, pp. 483-499
Uncontrolled Keywords:Suzuki reaction, Purines, Antitumor activity, Antineoplastic agents, Nucleosides, Stannanes, Arylboronic acids, Organozinc reagents, Cross-coupling reactions

Abstract

A series of fifteen 6-aryl-, 6-hetaryl- and 6-benzylpurine ribonucleosides has been prepared by Pd-catalyzed cross-coupling reactions of 6-chloro-9-(2,3,5-tri-<i>O</i>-acetyl-β-D-ribofuranosyl)- purine with arylboronic acids, hetarylzinc halides, hetarylstannanes or benzylzinc halides followed by deprotection. Structure-activity relationship study revealed that besides 6-(4-substituted phenyl)purine nucleosides, also some 6-hetaryl- and 6-benzylpurine ribonucleosides possess considerable cytostatic activity. <p>

Title:Cytostatic 6-Arylpurine Nucleosides III. Synthesis and Structure-Activity Relationship Study in Cytostatic Activity of 6-Aryl-, 6-Hetaryl- and 6-Benzylpurine Ribonucleosides
Creators:
Hocek, Michal
Holý, Antonín
Votruba, Ivan
Dvořáková, Hana
Uncontrolled Keywords:Suzuki reaction, Purines, Antitumor activity, Antineoplastic agents, Nucleosides, Stannanes, Arylboronic acids, Organozinc reagents, Cross-coupling reactions
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:66
Number:3
Page Range:pp. 483-499
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20010483UNSPECIFIED
ID Code:1804
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 (2001) Cytostatic 6-Arylpurine Nucleosides III. Synthesis and Structure-Activity Relationship Study in Cytostatic Activity of 6-Aryl-, 6-Hetaryl- and 6-Benzylpurine Ribonucleosides. Collection of Czechoslovak Chemical Communications, 66 (3). pp. 483-499. ISSN 0010-0765

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