Produção Nacional
Revisado por pares
Complete assignment of the 1 H and 13 C NMR spectra of garciniaphenone and keto‐enol equilibrium statements for prenylated benzophenones
2008; Wiley; Volume: 46; Issue: 3 Linguagem: Inglês
10.1002/mrc.2166
ISSN1097-458X
AutoresPriscilla Bento Matos Cruz Derogis, Felipe Terra Martins, Thiago Corrêa de Souza, Maria Eliza de Castro Moreira, José Dias de Souza Filho, A.C. Doriguetto, Kamila Rezende Dázio de Souza, Márcia Paranho Veloso, Marcelo Henrique dos Santos,
Tópico(s)Biological Activity of Diterpenoids and Biflavonoids
ResumoAbstract This article reports the structural elucidation by IR, UV and MS spectroscopic data along with 1 H and 13 C NMR chemical shift assignments of two benzophenones isolated from the fruit pericarp of Garcinia brasiliensis Mart. (Clusiaceae): garciniaphenone, (1 R ,5 S ,7 S )‐3‐benzoyl‐4‐hydroxy‐6,6‐dimethyl‐5,7‐di(3‐methyl‐2‐butenyl)bicyclo[3.3.1]non‐3‐ene‐2,9‐dione, a novel triprenylated benzophenone; and 7‐ epi ‐clusianone, a tetraprenylated benzophenone that has already been extracted from another species of the same family. Furthermore, the keto‐enol tautomeric equilibrium at solution‐state was described for these compounds by 1D and 2D NMR spectral methods and one attempt to rationalize the different ratios between the noted tautomers was based on stereochemical features. Copyright © 2008 John Wiley & Sons, Ltd.
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