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Synthesis and biological activity of brassinosteroid analogues with a nitrogen-containing side chain
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SYSNO ASEP 0543685 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Synthesis and biological activity of brassinosteroid analogues with a nitrogen-containing side chain Author(s) Diachkov, Mikhail V. (UEB-Q)
Ferrer, Karoll (UEB-Q) ORCID
Oklešťková, Jana (UEB-Q) RID, ORCID, SAI
Rárová, Lucie (UEB-Q) RID, ORCID
Bazgier, Václav (UEB-Q) ORCID, RID
Kvasnica, Miroslav (UEB-Q) RID, ORCIDNumber of authors 6 Article number 155 Source Title International Journal of Molecular Sciences. - : MDPI
Roč. 22, č. 1 (2021)Number of pages 27 s. Language eng - English Country CH - Switzerland Keywords Brassinosteroid ; Cytotoxicity ; Nitrogen-containing steroid ; Organic synthesis ; Plant bioassay Subject RIV CC - Organic Chemistry OECD category Organic chemistry R&D Projects GA19-01383S GA ČR - Czech Science Foundation (CSF) EF16_019/0000827 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Method of publishing Open access Institutional support UEB-Q - RVO:61389030 UT WOS 000606229400001 EID SCOPUS 85098771484 DOI 10.3390/ijms22010155 Annotation Brassinosteroids are a class of plant hormones that regulate a broad range of physiological processes such as plant growth, development and immunity, including the suppression of biotic and abiotic stresses. In this paper, we report the synthesis of new brassinosteroid analogues with a nitrogen-containing side chain and their biological activity on Arabidopis thaliana. Based on molecular docking experiments, two groups of brassinosteroid analogues were prepared with short and long side chains in order to study the impact of side chain length on plants. the derivatives with a short side chain were prepared with amide, amine and ammonium functional groups. the derivatives with a long side chain were synthesized using amide and ammonium functional groups. A total of 25 new brassinosteroid analogues were prepared. All 25 compounds were tested in an Arabidopsis root sensitivity bioassay and cytotoxicity screening. the synthesized substances showed no signifi-cant inhibitory activity compared to natural 24-epibrassinolide. In contrast, in low concentration, several compounds (8a, 8b, 8e, 16e, 22a and 22e) showed interesting growth-promoting activity. the cytotoxicity assay showed no toxicity of the prepared compounds on cancer and normal cell lines. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2022 Electronic address http://doi.org/10.3390/ijms22010155
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