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Unequivocal NMR assignments: O -methoxymethyl esters derivatives of acid chromanones from Calophyllum brasiliense CAMB. (Guanandi)

Tipo de material: TextoTextoSeries Natural Products Research, 22(10), 846-853, 2008Trabajos contenidos:
  • Caneppele, D
  • Vieira, P. C
  • Dall'Oglio, E. L
  • Da Silva, L. E
  • Sousa Jr, P. T
Tema(s): Recursos en línea: Resumen: The present work describes the fractionation of the crude hexane extract (EBHEX) from Calophyllum brasiliense (Clusiaceae) stem bark. Derivatization of DCM2-9 fraction with diazomethane afforded the chromanones inophylloidic acid, isobrasiliensic acid, as well as, a mixture containing isobrasiliensic and brasiliensic acids, in the form of their more stable O-methoxy-methyl esters derivatives 1, 2, and 3, respectively. The isolation of 1 from C. brasiliense is described for the first time herein. The use of two-dimensional NMR methods ( 1 H-COSY, HMQC, and HMBC) allowed the precise determination of 13C and 1 H chemical shifts of compounds 1, 2, and 3.
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Artículo

The present work describes the fractionation of the crude hexane extract (EBHEX) from Calophyllum brasiliense (Clusiaceae) stem bark. Derivatization of DCM2-9 fraction with diazomethane afforded the chromanones inophylloidic acid, isobrasiliensic acid, as well as, a mixture containing isobrasiliensic and brasiliensic acids, in the form of their more stable O-methoxy-methyl esters derivatives 1, 2, and 3, respectively. The isolation of 1 from C. brasiliense is described for the first time herein. The use of two-dimensional NMR methods ( 1 H-COSY, HMQC, and HMBC) allowed the precise determination of 13C and 1 H chemical shifts of compounds 1, 2, and 3.

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