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Thèse de Doctorat
DOI
10.11606/T.46.2008.tde-15062009-095414
Document
Auteur
Nom complet
Sabrina Kelly Reis de Morais
Adresse Mail
Unité de l'USP
Domain de Connaissance
Date de Soutenance
Editeur
São Paulo, 2008
Directeur
Jury
Yoshida, Massayoshi (Président)
Fischer, Dominique Corinne Hermine
Kato, Edna Tomiko Myiake
Moreno, Paulo Roberto Hrihorowitsch
Rezende, Daisy de Brito
Titre en portugais
Constitutintes químicos de algumas espécies de Myristicaceae
Mots-clés en portugais
Fitoquímica
Leishmania
Lignóides
Malária
Metabólitos secundários
Miristicáceas
Óleos essenciais
Produtos naturais
Resumé en portugais
O presente trabalho descreve o isolamento e a caracterização estrutural dos constituintes químicos majoritários presentes nos frutos maduros das espécies Virola pavonis (A. CD.) A. C. Sm., Iryanthera juruensis Warburg e Osteophloeum platyspermum (Spruce ex A. DC.) Warburg. Foram isoladas vinte e oito substâncias, sendo catorze lignóides, dois tocotrienóis, dois sesquiterpenos, quatro diterpenos, um derivado do ácido cinâmico e cinco flavonóides. Avaliou-se ainda a composição química e o teor do óleo volátil extraído das folhas e dos pericarpos das espécies supracitadas, o que revelou a predominância de hidrocarbonetos monoterpênicos e monoterpenos oxigenados nas folhas e nos pericarpos, respectivamente, de O. platyspermum, bem como de hidrocarbonetos sesquiterpênicos em ambos os órgãos vegetais de I. juruensis e de sesquiterpenos oxigenados nas folhas de V. pavonis. Como esperado, o óleo essencial dos pericarpos de O. platyspermum apresentou significativa atividade contra Escherichia coli e Candida albicans devido à alta concentração de monoterpenos oxigenados. As substâncias di-hidrocarinatina e di-hidrocarinatidina, ambas isoladas do pericarpo de V. pavonis, inibiram o crescimento in vitro da cepa multiresistente K1 de Plasmodium falciparum (acima de 50 % a 2,5 µg/mL). Enquanto que os lignóides verrucosina e guaiacina, ambos obtidos do arilo de I. juruensis, mostraram boa ação leishmanicida contra as formas promastigotas de Leishmania amazonensis (IC50 = 27 e 45 µg/mL, respectivamente).
Titre en anglais
Chemical constituents of some Myristicaceae species
Mots-clés en anglais
Essential oils
Leishmania
Lignoids
Malaria
Myristicaceous
Natural products
Phytochemical
Secondary metabolites
Resumé en anglais
This work describes the isolation and structural characterization of the major chemical constituents from ripe fruits of Virola pavonis (A. CD.) A. C. Sm., Iryanthera juruensis Warburg and Osteophloeum platyspermum (Spruce ex A. DC.) Warburg. Twenty-eight substances have been isolated and classified as fourteen lignoids, two tocotrienols, two sesquiterpenes, four diterpenes, one cinnamic acid derivative and five flavonoids. Additionally, it was also analyzed the yields and chemical composition of the volatile oils from leaves and pericarps of all target species. This analysis indicated the predominance of oxygenated monoterpenes and monoterpene hydrocarbons respectively in leaves and pericarps of O. platyspermum, sesquiterpene hydrocarbons in both I. juruensis plant tissues and oxygenated sesquiterpenes in V. pavonis leaves. As one might expect, the oil from O. platyspermum pericarps presented significant activity against Escherichia coli and Candida albicans due to the high concentration of oxygenated monoterpene. Dihydrocarinatin and dihydrocarinatidin, both isolated from V. pavonis pericarps, were able to inhibit the growth of the multi-drug resistant K1 strain of Plasmodium falciparum (up 50% at 2,5 µg/mL). While the lignoids verrucosin and guaiacin, both obtained from I. juruensis arils, presented good antileishmanial activity against the promastigotes forms of Leishmania amazonensis (IC50 = 27 and 45 µg/mL, respectively).
 
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Date de Publication
2009-07-30
 
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