Please use this identifier to cite or link to this item: http://repositorio.ufpa.br/jspui/handle/2011/2561
Compartilhar:
Type: Artigo de Periódico
Issue Date: 2010
Authors: BRASIL, Davi do Socorro Barros
MÜLLER, Adolfo Henrique
GUILHON, Giselle Maria Skelding Pinheiro
ALVES, Claudio Nahum
PERIS, Gabriel
LLUSAR, Rosa
MOLINER, Vicent
Title: 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
Citation: BRASIL, 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>.
Resumo: Estudos 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.
Abstract: Phytochemical 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.
Keywords: Amazônia brasileira
Fitoquímica
Croton palanostigma
Terpenos
Raios X
Cristalografia
Testes químicos e reagentes
Difração
ISSN: 0103-5053
metadata.dc.rights: Acesso Aberto
Appears in Collections:Artigos Científicos - ICEN
Artigos Científicos - FEQ/ITEC

Files in This Item:
File Description SizeFormat 
Artigo_IsolationXrayCrystal.pdf975,06 kBAdobe PDFView/Open


This item is licensed under a Creative Commons License Creative Commons