Synthesis of New Brassinosteroid 24-Norcholane Type Analogs Conjugated in C-3 with Benzoate Groups

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dc.contributor.authorFerrer, Karoll
dc.contributor.authorDíaz, Katy
dc.contributor.authorKvasnica, Miroslav
dc.contributor.authorOlea, Andrés F.
dc.contributor.authorCuellar, Mauricio
dc.contributor.authorEspinoza, Luis
dc.date.accessioned2022-11-30T02:46:19Z
dc.date.available2022-11-30T02:46:19Z
dc.date.issued2021
dc.description.abstractThe metabolism of brassinosteroid leads to structural modifications in the ring skeleton or the side alkyl chain. The esterification and glycosylation at C-3 are the most common metabolic pathways, and it has been suggested that conjugate brassinosteroids are less active or inactive. In this way, plants regulate the content of active brassinosteroids. In this work, the synthesis of brassinosteroid 24-norcholane type analogs conjugated at C-3 with benzoate groups, carrying electron donor and electron attractant substituents on the aromatic ring, is described. Additionally, their growth-promoting activities were evaluated using the Rice Lamina Inclination Test (RLIT) and compared with that exhibited by brassinolide (used as positive control) and non-conjugated analogs. The results indicate that at the lowest tested concentrations (10−8–10−7 M), all analogs conjugated at C-3 exhibit similar or higher activities than brassinolide, and the diasteroisomers with S configuration at C-22 are the more active ones. Increasing concentration (10−6 M) reduces the biological activities of analogs as compared to brassinolide.en_ES
dc.facultadFacultad de Farmaciaen_ES
dc.file.nameFerrer_Syn2021.pdf
dc.identifier.citationFerrer, K.; Díaz, K.; Kvasnica, M.; Olea, A.F.; Cuellar, M.; Espinoza, L. Synthesis of New Brassinosteroid 24-Norcholane Type Analogs Conjugated in C-3 with Benzoate Groups. Molecules 2021, 26, 1173. https://doi.org/10.3390/molecules26041173en_ES
dc.identifier.doihttps://doi.org/10.3390/molecules26041173
dc.identifier.urihttp://repositoriobibliotecas.uv.cl/handle/uvscl/7318
dc.languageen
dc.publisherMDPI
dc.rightsThis is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
dc.sourceMolecules
dc.subjectSYNTHESISen_ES
dc.subjectBRASSINOSTEROIDSen_ES
dc.subjectANALOGSen_ES
dc.subject24-NORCHOLANEen_ES
dc.subjectBENZOATE ESTERSen_ES
dc.subjectRICE LAMINA INCLINATION TESTen_ES
dc.subjectCONJUGATED IN C-3en_ES
dc.titleSynthesis of New Brassinosteroid 24-Norcholane Type Analogs Conjugated in C-3 with Benzoate Groups
dc.typeArticulo
uv.departamentoEscuela de Quimica y Farmacia

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