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Bond reactivity indices approach analysis of the [2+2] cycloaddition of jatrophane skeleton diterpenoids from Euphorbia gaditana Coss to tetracyclic gaditanone.

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dc.contributor.authorFlores-Giubi, M Eugenia
dc.contributor.authorBotubol-Ares, Jose Manuel
dc.contributor.authorDuran-Peña, Maria J
dc.contributor.authorEscobar-Montaño, Felipe
dc.contributor.authorZorrilla, David
dc.contributor.authorSanchez-Marquez, Jesus
dc.contributor.authorMuñoz, Eduardo
dc.contributor.authorMacias-Sanchez, Antonio J
dc.contributor.authorHernandez-Galan, Rosario
dc.contributor.funderMINECO
dc.date.accessioned2023-02-09T09:43:19Z
dc.date.available2023-02-09T09:43:19Z
dc.date.issued2020-09-08
dc.description.abstractThe reaction mechanism of the intramolecular [2 + 2] cycloaddition from a jatrophane precursor to the gaditanane skeleton, an unprecedented 5/6/4/6-fused tetracyclic ring framework recently isolated from Euphorbia spp., was studied using the bond reactivity indices approach. Furthermore, six diterpenoids, including three undescribed jatrophanes isolated from E. gaditana Coss, were described. The structures of these compounds were deduced by a combination of 2D NMR spectroscopy and ECD data analysis.
dc.description.sponsorshipThis research was supported by a grant from MINECO (RTI 2018- 099908-BC22). Use of the NMR and MS facilities at the Servicio Cen tralizado de Ciencia y Tecnología of the University of Cadiz is acknowledged
dc.description.versionSi
dc.identifier.citationFlores-Giubi ME, Botubol-Ares JM, Durán-Peña MJ, Escobar-Montaño F, Zorrilla D, Sánchez-Márquez J, et al. Bond reactivity indices approach analysis of the [2+2] cycloaddition of jatrophane skeleton diterpenoids from Euphorbia gaditana Coss to tetracyclic gaditanone. Phytochemistry. 2020 Dec;180:112519
dc.identifier.doi10.1016/j.phytochem.2020.112519
dc.identifier.essn1873-3700
dc.identifier.pmid33038551
dc.identifier.unpaywallURLhttps://rodin.uca.es/bitstream/10498/24107/1/2020_616.pdf
dc.identifier.urihttp://hdl.handle.net/10668/16395
dc.journal.titlePhytochemistry
dc.journal.titleabbreviationPhytochemistry
dc.language.isoen
dc.organizationHospital Universitario Reina Sofía
dc.organizationInstituto Maimónides de Investigación Biomédica de Córdoba-IMIBIC
dc.page.number9
dc.provenanceRealizada la curación de contenido 02/09/2024
dc.publisherElsevier
dc.pubmedtypeJournal Article
dc.relation.projectIDRTI 2018-099908-BC22
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/abs/pii/S0031942220306245?via%3Dihub
dc.rightsAttribution 4.0 International
dc.rights.accessRightsopen access
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectBiosynthesis
dc.subjectDiterpene
dc.subjectEuphorbia gaditana Coss
dc.subjectEuphorbiaceae
dc.subjectGaditanane
dc.subjectJatrophane
dc.subject[2+2] cycloaddition
dc.subject.decsDiterpenos
dc.subject.decsEstructura molecular
dc.subject.decsEuphorbia
dc.subject.decsReacción de cicloadición
dc.subject.meshCycloaddition reaction
dc.subject.meshDiterpenes
dc.subject.meshEuphorbia
dc.subject.meshMolecular structure
dc.titleBond reactivity indices approach analysis of the [2+2] cycloaddition of jatrophane skeleton diterpenoids from Euphorbia gaditana Coss to tetracyclic gaditanone.
dc.typeresearch article
dc.type.hasVersionVoR
dc.volume.number180
dspace.entity.typePublication

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