Preparation, biological activity and endogenous occurrence of N6-benzyladenosines
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
17418578
DOI
10.1016/j.bmc.2007.03.038
PII: S0968-0896(07)00236-2
Knihovny.cz E-resources
- MeSH
- Adenosine analogs & derivatives chemistry pharmacology MeSH
- Antineoplastic Agents chemical synthesis chemistry pharmacology MeSH
- Biological Assay MeSH
- NIH 3T3 Cells MeSH
- Cytokinins chemical synthesis chemistry pharmacology MeSH
- Fibroblasts drug effects MeSH
- Histidine Kinase MeSH
- Cells, Cultured MeSH
- Mice MeSH
- Protein Kinases MeSH
- Arabidopsis Proteins MeSH
- Receptors, Cell Surface MeSH
- Plant Cells MeSH
- Plants drug effects MeSH
- Animals MeSH
- Check Tag
- Mice MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Adenosine MeSH
- AHK3 protein, Arabidopsis MeSH Browser
- Antineoplastic Agents MeSH
- Cytokinins MeSH
- Histidine Kinase MeSH
- N(6)-benzyladenosine MeSH Browser
- Protein Kinases MeSH
- Arabidopsis Proteins MeSH
- Receptors, Cell Surface MeSH
- WOL protein, Arabidopsis MeSH Browser
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.
References provided by Crossref.org
Role of Cytokinins in Senescence, Antioxidant Defence and Photosynthesis
