Isolation, X-ray crystal structure and theoretical calculations of the new compound 8-Eepicordatin and identification of others terpenes and steroids from the bark and leaves of Croton palanostigma Klotzsch

dc.creatorBRASIL, Davi do Socorro Barros
dc.creatorMÜLLER, Adolfo Henrique
dc.creatorGUILHON, Giselle Maria Skelding Pinheiro
dc.creatorALVES, Claudio Nahum
dc.creatorPERIS, Gabriel
dc.creatorLLUSAR, Rosa
dc.creatorMOLINER, Vicent
dc.date2012-03-15T20:07:05Z
dc.date2012-03-15T20:07:05Z
dc.date2010
dc.date.accessioned2023-09-28T15:34:25Z
dc.date.available2023-09-28T15:34:25Z
dc.identifierBRASIL, Davi S. B. et al. Isolation, X-ray crystal structure and theoretical calculations of the new compound 8-Eepicordatin and identification of others terpenes and steroids from the bark and leaves of Croton palanostigma Klotzsch. Journal of the Brazilian Chemical Society, São Paulo, v. 21, n. 4, p. 731-739, 2010. Disponível em: <http://www.scielo.br/pdf/jbchs/v21n4/21.pdf>. Acesso em: 15 mar. 2012. <http://dx.doi.org/10.1590/S0103-50532010000400021>.
dc.identifier0103-5053
dc.identifierhttp://repositorio.ufpa.br/jspui/handle/2011/2561
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/9017042
dc.descriptionPhytochemical studies of the bark and leaves of Croton palanostigma Klotzsch (Euphorbiaceae) led to the isolation of a new clerodane diterpene, 8-epicordatin (2), in addition to 12-oxohardwickiic acid methyl ester (3), aparisthman, cordatin (1), ent-trachyloban-18-oic acid, ent-13-epimanoyl oxide, ent-3-oxo-13-epimanoyl oxide, ent-3β-hydroxy-13-epimanoyl oxide, sitosterol, stigmasterol, stigmastan-3-one, 6β-hydroxystigmast-4-en-3-one, 6β-hydroxystigmasta-4,22-dien-3-one, stigmast-4-en-3-one, stigmasta-4,22-dien-3-one, 3-O-acetylaleuritolic acid, 11α-hydroxyurs-12-en-3-one, α-amyrenone, 24-methylenecycloartenone and lupenone. These compounds were isolated using typical phytochemical procedures and the structures were deduced from spectroscopic studies, including 2D NMR experiments. In addition, the crystalline structure of 8-epicordatin (2) was determined by X-ray diffraction. NMR theoretical calculations at the B3PW91/DGDZVP level were used to confirm the assignment of the chemical shifts of the H-7α and H-7β hydrogens of 8-epicordatin.
dc.descriptionEstudos fitoquímicos com as cascas do caule e com as folhas de Croton palanostigma Klotzsch (Euphorbiaceae) levaram ao isolamento do novo diterpeno clerodânico 8-epicordatina (2), além de éster metílico do ácido 12-oxohardwickiico (3), aparisthmano, cordatina (1), ácido ent-trachiloban-18-óico, óxido de ent-13-epimanoila, óxido de ent-3-oxo-13-epimanoila, óxido de ent-3β-hidroxi-13-epimanoila, sitosterol, estigmasterol, estigmastan-3-ona, 6β-hidroxiestigmast-4-en-3-ona, 6β-hidroxiestigmasta-4,22-dien-3-ona, estigmast-4-en-3-ona, estigmasta-4,22-dien-3-ona, ácido 3-O-acetilaleuritolico, 11α-hidroxiurs-12-en-3-ona, α-amirenona, 24-metilenocicloartenona e lupenona. Estas substâncias foram isoladas através de procedimentos fitoquímicos usuais e suas estruturas foram deduzidas por estudos espectroscópicos, incluindo experimentos em 2D. Adicionalmente, a estrutura cristalina de 8-epicordatina (2) foi determinada por difração de raios-X. Cálculos teóricos de RMN ao nível B3PW91/DGDZVP foram usados para confirmação dos assinalamentos dos deslocamentos químicos dos hidrogênios H-7α e H-7β de 8-epicordatina.
dc.formatapplication/pdf
dc.languageeng
dc.rightsAcesso Aberto
dc.subjectAmazônia brasileira
dc.subjectFitoquímica
dc.subjectCroton palanostigma
dc.subjectTerpenos
dc.subjectRaios X
dc.subjectCristalografia
dc.subjectTestes químicos e reagentes
dc.subjectDifração
dc.titleIsolation, X-ray crystal structure and theoretical calculations of the new compound 8-Eepicordatin and identification of others terpenes and steroids from the bark and leaves of Croton palanostigma Klotzsch
dc.typeArtigo de Periódico


Este ítem pertenece a la siguiente institución