New aromatic 6-substituted 2'-deoxy-9-(β)-d-ribofuranosylpurine derivatives as potential plant growth regulators
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
31862308
DOI
10.1016/j.bmc.2019.115230
PII: S0968-0896(19)31730-4
Knihovny.cz E-resources
- Keywords
- 2′-Deoxyribosides, Antioxidative capacity, Antiviral testing, Aromatic cytokinins, Plant growth regulator, Purine derivatives,
- MeSH
- Antioxidants chemical synthesis chemistry pharmacology MeSH
- Arabidopsis drug effects metabolism MeSH
- Chlorocebus aethiops MeSH
- Molecular Structure MeSH
- Purine Nucleosides chemical synthesis chemistry pharmacology MeSH
- Plant Growth Regulators chemical synthesis chemistry pharmacology MeSH
- Vero Cells MeSH
- Dose-Response Relationship, Drug MeSH
- Structure-Activity Relationship MeSH
- Animals MeSH
- Check Tag
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Antioxidants MeSH
- Purine Nucleosides MeSH
- Plant Growth Regulators MeSH
Cytokinins are naturally occurring substances that act as plant growth regulators promoting plant growth and development, including shoot initiation and branching, and also affecting apical dominance and leaf senescence. Aromatic cytokinin 6-benzylaminopurine (BAP) has been widely used in micropropagation systems and biotechnology. However, its 9-glucoside (BAP9G) accumulates in explants, causing root inhibition and growth heterogenity. To overcome BAP disadvantages, a series of ring-substituted 2'-deoxy-9-(β)-d-ribofuranosylpurine derivatives was prepared and examined in different classical cytokinin bioassays. Amaranthus, senescence and tobacco callus bioassays were employed to provide details of cytokinin activity of 2'-deoxy-9-(β)-d-ribosides compared to their respective free bases and ribosides. The prepared derivatives were also tested for their recognition by cytokinin receptors of Arabidopsis thaliana AHK3 and CRE1/AHK4. The ability of aromatic N6-substituted adenine-2'-deoxy-9-(β)-d-ribosides to promote plant growth and delay senescence was increased considerably and, in contrast to BAP, no loss of cytokinin activity at higher concentrations was observed. The presence of a 2'-deoxyribosyl moiety at the N9-position led to an increase in cytokinin activities in comparison to the free bases and ribosides. The antioxidant capacity, cytotoxicity and effect on the MHV-68 gammaherpesvirus strain were also examined.
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