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Synthesis of five known brassinosteroid analogs from hyodeoxycholic acid and their activities as plant-growth regulators
dc.contributor.author | Duran M.I. | |
dc.contributor.author | González C. | |
dc.contributor.author | Acosta A. | |
dc.contributor.author | Olea A.F. | |
dc.contributor.author | Díaz K. | |
dc.contributor.author | Espinoza L. | |
dc.date.accessioned | 2020-09-02T22:16:42Z | |
dc.date.available | 2020-09-02T22:16:42Z | |
dc.date.issued | 2017 | |
dc.identifier | 10.3390/ijms18030516 | |
dc.identifier.citation | 18, 3, - | |
dc.identifier.issn | 16616596 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12728/4299 | |
dc.description | Brassinosteroids (BRs) are plant hormones that promote growth in different plant organs and tissues. The structural requirements that these compounds should possess to exhibit this biological activity have been studied. In this work, a series of known BR analogs 5-15, were synthesized starting from hyodeoxycholic acid 4, and maintaining the alkyl side chain as cholic acid or its methyl ester. The growth-promoting effects of brassinolide (1) and synthesized analogs were evaluated by using the rice lamina inclination assay at concentrations ranging from 1 × 10-8-1 × 10-6 M. Our results indicate that in this concentration range the induced bending angle of rice seedlings increases with increasing concentration of BRs. Analysis of the activities, determined at the lowest tested concentration, in terms of BR structures shows that the 2α,3α-dihydroxy-7-oxa-6-ketone moiety existing in brassinolide is required for the plant growing activity of these compounds, as it has been proposed by some structure-activity relationship studies. The effect of compound 8 on cell elongation was assessed by microscopy analysis, and the results indicate that the growth-promoting effect of analog 8 is mainly due to cell elongation of the adaxial sides, instead of an increase on cell number. © 2017 by the authors. Licensee MDPI, Basel, Switzerland. | |
dc.language.iso | en | |
dc.publisher | MDPI AG | |
dc.subject | Brassinosteroid analogs | |
dc.subject | Lamina inclination test | |
dc.subject | Plant-growth regulators | |
dc.subject | Synthesis | |
dc.subject | acid 3 alpha hydroxy 6 oxa 7 oxo 5 alpha cholan 24 oic | |
dc.subject | acid 3 alpha hydroxy 6 oxo 7 oxa 5 alpha cholan 24 oic | |
dc.subject | brassinolide | |
dc.subject | brassinosteroid | |
dc.subject | hyodeoxycholic acid | |
dc.subject | methyl 2 alpha 3 alpha dihydroxy 6 oxo 5 alpha cholan 24 oate | |
dc.subject | methyl 2 en 6 oxo 5 alpha cholan 24 oate | |
dc.subject | methyl 3 alpha acetoxy 6 oxa 7 oxo 5 alpha cholan 24 oate | |
dc.subject | methyl 3 alpha acetoxy 6 oxo 5 alpha cholan 24 oate | |
dc.subject | methyl 3 alpha acetoxy 6 oxo 7 oxa 5 alpha cholan 24 oate | |
dc.subject | phytohormone | |
dc.subject | unclassified drug | |
dc.subject | brassinosteroid | |
dc.subject | deoxycholic acid | |
dc.subject | hyodeoxycholic acid | |
dc.subject | phytohormone | |
dc.subject | Article | |
dc.subject | bioassay | |
dc.subject | carbon nuclear magnetic resonance | |
dc.subject | column chromatography | |
dc.subject | controlled study | |
dc.subject | drug synthesis | |
dc.subject | heteronuclear multiple bond correlation | |
dc.subject | heteronuclear single quantum coherence | |
dc.subject | human | |
dc.subject | infrared spectroscopy | |
dc.subject | mesophyll cell | |
dc.subject | plant growth | |
dc.subject | proton nuclear magnetic resonance | |
dc.subject | rice lamina inclination bioassay | |
dc.subject | saponification | |
dc.subject | structure activity relation | |
dc.subject | thin layer chromatography | |
dc.subject | chemical structure | |
dc.subject | chemistry | |
dc.subject | drug effects | |
dc.subject | growth, development and aging | |
dc.subject | nuclear magnetic resonance spectroscopy | |
dc.subject | Oryza | |
dc.subject | seedling | |
dc.subject | synthesis | |
dc.subject | Brassinosteroids | |
dc.subject | Deoxycholic Acid | |
dc.subject | Magnetic Resonance Spectroscopy | |
dc.subject | Molecular Structure | |
dc.subject | Oryza | |
dc.subject | Plant Growth Regulators | |
dc.subject | Seedlings | |
dc.title | Synthesis of five known brassinosteroid analogs from hyodeoxycholic acid and their activities as plant-growth regulators | |
dc.type | Article |