Isolamento e sintese de alcaloides eritrinicos

AUTOR(ES)
DATA DE PUBLICAÇÃO

1981

RESUMO

Erythrina mulungu leaves and flowers, were submitted to a phytochemical analysis resulting in the isolation of phytol and polyisoprenoids (from the leaves) and erysotrine, erythrartine, hypaphorine, and two novel alkaloids, erysotrine N-oxide and erythartine N-oxide (from the flowers). The identification of the compounds was based on spectroscopic data and semi-syntheses. C NMR and high resolution MS. spectra were important tools in the structure elucidation of the N-oxides. Through transformation of erythartine N-oxide into erythristemine the absolute configuration of C-3 and C-11 were established. From our attempts to functionalize C-11 of the "erythrin" (erysovine and erysodine) and the "erythrinan" (15,7(a)-dihydroxi-16-methoxy erythrinan-8-one and 15,7 (b) dihydroxi-16-methoxyerythrinan-8-one) skeleton only erysovine furnished positive results yielding four diastereoisomers which led us to conclude that Pb (OAc)4 oxidation is not recommended for a stereospecific C-11 functionalization of the "erythrin" skeleton. Biological tests revealed antifungal activity for the two novel N-oxides.

ASSUNTO(S)

alcaloides

ACESSO AO ARTIGO

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