Synthesis of novel aryl brassinosteroids through alkene cross-metathesis and preliminary biological study
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
28837783
DOI
10.1016/j.steroids.2017.08.010
PII: S0039-128X(17)30142-3
Knihovny.cz E-resources
- Keywords
- BRI1 receptor kinase, Brassinosteroids, Cross-metathesis, Molecular docking, Organic synthesis, Plant bioassays,
- MeSH
- Alkenes chemistry MeSH
- Arabidopsis drug effects enzymology growth & development MeSH
- Brassinosteroids chemical synthesis chemistry metabolism pharmacology MeSH
- Pisum sativum drug effects growth & development MeSH
- Catalytic Domain MeSH
- Protein Kinases chemistry metabolism MeSH
- Arabidopsis Proteins chemistry metabolism MeSH
- Molecular Docking Simulation MeSH
- Chemistry Techniques, Synthetic MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Alkenes MeSH
- Brassinosteroids MeSH
- BRI1 protein, Arabidopsis MeSH Browser
- Protein Kinases MeSH
- Arabidopsis Proteins MeSH
A series of phenyl analogues of brassinosteroids was prepared via alkene cross-metathesis using commercially available styrenes and 24-nor-5α-chola-2,22-dien-6-one. All derivatives were successfully docked into the active site of BRI1 using AutoDock Vina. Plant growth promoting activity was measured using the pea inhibition biotest and Arabidopsis root sensitivity assay and then was compared with naturally occuring brassinosteroids. Differences in the production of plant hormone ethylene were also observed in etiolated pea seedlings after treatment with the new and also five known brassinosteroid phenyl analogues. Antiproliferative activity was also studied using normal human fibroblast and human cancer cell lines.
References provided by Crossref.org
Synthesis and Biological Activity of Brassinosteroid Analogues with a Nitrogen-Containing Side Chain