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Preparation, biological activity and endogenous occurrence of N-6-benzyladenosines
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SYSNO ASEP 0305966 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Ostatní články Title Preparation, biological activity and endogenous occurrence of N-6-benzyladenosines Title Preparation, biological activity and endogenous occurrence of N-6-benzyladenosines Author(s) Doležal, Karel (UEB-Q) RID, ORCID
Popa, Igor (UEB-Q)
Hauserová, Eva (UEB-Q)
Spíchal, Lukáš (UEB-Q) RID, ORCID
Chakrabarty, K. (CH)
Novák, Ondřej (UEB-Q) RID, ORCID, SAI
Kryštof, Vladimír (UEB-Q) RID, ORCID
Voller, Jiří (UEB-Q) RID, ORCID
Holub, Jan (UEB-Q)
Strnad, Miroslav (UEB-Q) RID, ORCIDSource Title Bioorganic & Medicinal Chemistry. - : Elsevier - ISSN 0968-0896
Roč. 15, č. 11 (2007), s. 3737-3747Number of pages 11 s. Language eng - English Country GB - United Kingdom Keywords N-6-benzyladenosine ; cytokinin ; receptor Subject RIV ED - Physiology R&D Projects GA206/07/0570 GA ČR - Czech Science Foundation (CSF) GA522/06/0108 GA ČR - Czech Science Foundation (CSF) Next source Other public resourcesOther public resources CEZ AV0Z50380511 - UEB-Q (2005-2011) DOI https://doi.org/10.1016/j.bmc.2007.03.038 Annotation Cytokinin activity of forty-eight 6-benzyladenosine derivatives at both the receptor and cellular levels as well as their anticancer properties were compared in various in vitro assays. The compounds were prepared by the condensation of 6-chloropurine riboside with corresponding substituted benzylamines and characterized by standard collection of physico-chemical methods. The majority of synthesized derivatives exhibited high activity in all three of the cytokinin bioassays used (tobacco callus, wheat leaf senescence and Amaranthus bioassay). The highest activities were observed in the senescence bioassay. For several of the compounds tested, significant differences in activity were found between the bioassays used, indicating that diverse recognition systems may operate. This suggests that it may be possible to modulate particular cytokinin-dependent processes with specific compounds. In contrast to their high activity in bioassays, the tested compounds were recognized with only very low sensitivity in both Arabidopsis thaliana AHK3 and AHK4 receptor assays. The prepared derivatives were also investigated for their antiproliferative properties on cancer and normal cell lines. Several of them showed very strong cytotoxic activity against various cancer cell lines. On the other hand, they were not cytotoxic for normal murine fibroblast (NIH/3T3) cell line. This anticancer activity of cytokinin ribosides may be important, given that several of them occur as endogenous compounds in different organisms. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2008
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