Neolignanas e arilpropanoide das folhas de Virola pavonis (A.DC.) A.C. Smith

AUTOR(ES)

Pedro Henrique Ferri

DATA DE PUBLICAÇÃO

1988

RESUMO

Virola pavonis is a tree that belongs to the family Myristicaceae natuve to from the Amazon region. From it leaves,crude extracts were obtained in hexane and dichloromethane which after systematic elimination of chlorophylls yelded purified fractions rich in neolignan compounds. The chromatographic separation of these fractions led to the isolation of three neolignans: 1-(4- hydroxy-3,5-dimethoxyphenyl) -2-(2,6-dimethoxy-4-E-propenylphenoxy)propane (58); 3-(4-hydroxy-3,5-dimethoxyphenyl)-2-methyl-8-methoxy-6-E-propenyl-1.4-benzodioxane (66); 2.5-bis-(4-hydroxy-3.5-dimethoxyphenyl)-3.4-dimethyltetrahydrofurane (133), and an arylpropane: 1-(4-hydroxy-3,5-dimethoxyphenyl)-1-methoxy-2- hydroxypropane (134). Of these compounds 133 and 134 are new natural products. Other neolignans (b-aryloxyarylpropane and benzoturanic) and benzodioxanic model compounds were obtained through synthesis via quinone methide intermediates resulting from phenol oxidative coupling in Ag2O-benzene. The biological activity investigation showed that the natural tetrahydrofuranic neolignan 133, presented PAF (Platelet Aggregation Factor) antagonist activity in vascular permeability model in rats.

ASSUNTO(S)

quimica vegetal

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