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dc.contributor.authorBrasil, Davi S.B.
dc.contributor.authorMüller, Adolfo H.
dc.contributor.authorGuilhon, Gisele M.S.P.
dc.contributor.authorAlves, Claudio Nahum
dc.contributor.authorPeris, Gabriel
dc.contributor.authorLlusar, Rosa
dc.contributor.authorMoliner, Vicent
dc.identifier.citationJournal of the Brazilian Chemical Society (2010) vol.21, no.4, p. 731-739
dc.description.abstractPhytochemical 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-3b-hydroxy-13-epimanoyl oxide, sitosterol, stigmasterol, stigmastan-3-one, 6b-hydroxystigmast-4-en-3-one, 6b-hydroxystigmasta-4,22-dien-3-one, stigmast-4-en-3-one, stigmasta-4,22-dien-3-one, 3-O-acetylaleuritolic acid, 11a-hydroxyurs-12- en-3-one, a-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-7a and H-7b hydrogens of 8-epicordatin.
dc.description.abstractEstudos 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, 6b-hidroxiestigmasta-4,22-dien-3-ona, estigmast-4-en-3-ona, estigmasta-4,22-dien-3-ona, ácido 3-O-acetilaleuritolico, 11a-hidroxiurs-12-en-3-ona, a-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-7a e H-7β de 8-epicordatina.
dc.format.extent9 p.
dc.publisherSociedade Brasileira de Química
dc.subjectCroton palanostigma Klotzsch
dc.subjectNMR DFT calculations
dc.subjectX-ray crystallography
dc.subject.lcshBotanical chemistry
dc.subject.otherQuímica vegetal
dc.titleIsolation, X-ray Crystal Structure and Theoretical Calculations of the New Compound 8-Epicordatin and Identification of others Terpenes and Steroids from the Bark and Leaves of Croton palanostigma Klotzsch
dc.rights.holder© Sociedade Brasileira de Química bajo licencia de Creative Commons Attribution-NonCommercial 3.0 Unported (CC BY-NC 3.0)

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