Novel potent inhibitors of A. thaliana cytokinin oxidase/dehydrogenase
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
18818088
DOI
10.1016/j.bmc.2008.09.008
PII: S0968-0896(08)00829-8
Knihovny.cz E-resources
- MeSH
- Adenine analogs & derivatives chemical synthesis chemistry pharmacology MeSH
- Arabidopsis drug effects enzymology MeSH
- Enzyme Inhibitors chemical synthesis chemistry pharmacology MeSH
- Molecular Structure MeSH
- Oxidoreductases antagonists & inhibitors metabolism MeSH
- Structure-Activity Relationship MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 2-chloro-6-(3-methoxyphenyl)aminopurine MeSH Browser
- Adenine MeSH
- cytokinin oxidase MeSH Browser
- Enzyme Inhibitors MeSH
- Oxidoreductases MeSH
The synthesis of a new group of 2-X-6-anilinopurines, including compounds with potential cytokinin-like activities, with various substitutions (X=H, halogen, amino, methylthio or nitro) on the phenyl ring is described. The prepared compounds have been characterized using standard physico-chemical methods, and the influence of individual substituents on biological activity has been compared in three different bioassays, based on the stimulation of tobacco callus growth, retention of chlorophyll in excised wheat leaves and the dark induction of betacyanin synthesis in Amaranthus cotyledons. The biological activity of the prepared compounds was also assessed in receptor assays, in which the ability of the compounds to activate the cytokinin receptors AHK3 and AHK4/CRE1 was studied. Finally, the interactions of the compounds with the Arabidopsis cytokinin oxidase/dehydrogenase AtCKX2 (heterologously expressed) were investigated. Systematic testing led to the identification of two very potent inhibitors of AtCKX2: 2-chloro-6-(3-methoxyphenyl)aminopurine and 2-fluoro-6-(3-methoxyphenyl)aminopurine.
References provided by Crossref.org
Plant Growth Regulators INCYDE and TD-K Underperform in Cereal Field Trials
Cell-surface receptors enable perception of extracellular cytokinins
Cytokinin functions as an asymmetric and anti-gravitropic signal in lateral roots
A Stimulatory Role for Cytokinin in the Arbuscular Mycorrhizal Symbiosis of Pea
Role of Cytokinins in Senescence, Antioxidant Defence and Photosynthesis
Novel thidiazuron-derived inhibitors of cytokinin oxidase/dehydrogenase
Cell-Type-Specific Cytokinin Distribution within the Arabidopsis Primary Root Apex
