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Previous issue date: 2013-08-01 === CNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico === During wood processing by timber industry around 70% of lumber becomes unusable (garbage), which usually is thrown away at inappropriate places, causing environmental troubles. In attempt to assuage this problem and trying harnessing the underused waste, some proposals have been emerged, like the use of these residues to produce handcrafts which reduces the waste of wood and adds a great value to a thing that is seen as a trash. Other proposal is the present study, which proposed the phytochemical study of three timber species of Fabaceae family: Dipteryx odorata (cumaru), Swartzia laevicarpa (saboarana) e Andira parviflora (sucupira-vermelha), contributing for the knowledge of the chemical constituents of the wood, and in search for secondary metabolites with biological activity or chemical relevance. The organic crude extracts were fractionated by chromatography column (CC). The fractionation of the dichloromethane extract from residues of S. laevicarpa, resulted in the isolation of 8-hydroxy-3,4,9,10-tetramethoxipterocarpan. The methanolic extract of D. odorata fractionated in CC led the isolation of four isoflavones: 8-O-metilretusin, cladrastrin, 7,3’-dihydroxy-8,4’dimethoxi-isoflavone and the 7,3’-dihydroxy-5,6,4’-trimethoxi-isoflavone, this last one is reported for the first time. The fractionation of the methanolic extract of the alburnum of A. parviflora in CC led the isolation of the isoflavone genistein, and in the methanolic extract of A. parviflora's core were isolated the 7,5’,6’-trihydroxy-4’-methoxi-isoflavan and biochanin A. The resulting mother liquor of biochanin A, was evaluated by HPLC-EFS-NMR, leading to the isolation and identification of substances 3,8-dihydroxy-9-methoxipterocarpan,8-dihydroxy-9-methoxipterocarpan, nissolin, medicarpin, biochanin A and the novel bipterocarpan medicarpin secundiflorol-I (OC 3 → C-3 '). In this work were identified by spectroscopic techniques flavonoids (isoflavone, isoflavan and pterocarpan) typical of the Fabaceae family. === lixo, geralmente descartado em locais inadequados causando grandes problemas ambientais. Na tentativa de amenizar esses problemas e na busca de aproveitamento dos resíduos sólidos têm surgido propostas como a produção de pequenos objetos a qual é uma forma sócio-econômica de agregar valor aos resíduos. Por meio de estudos fitoquímicos dos resíduos, a presente proposta visou proporcionar o conhecimento químico de madeiras das espécies de família Fabaceae Dipteryx odorata (cumaru), Swartzia laevicarpa (saboarana) e Andira parviflora (sucupira-vermelha). Os extratos orgânicos foram fracionados por cromatografia em coluna (CC). O fracionamento do extrato diclorometano dos resíduos de S. laevicarpa resultou no isolamento de 8-hidroxi-3,4,9,10-tetrametoxipterocarpano. O extrato metanólico de D. odorata fracionado em CC forneceu 4 isoflavonas: 8-O-metilretusina, cladastrina, 7,3’-dihidroxi-8,4’dimetoxiisoflavona e a inédita 7,3’-dihidroxi-5,6,4’-trimetoxiisoflavona. Os fracionamentos dos extratos metanólico do alburno de A. parviflora em CC forneceu a isoflavona genisteína e do cerne o isolamento de 7,5’,6’-trihidroxi-4’-metoxiisoflavana e biochanina A, ambas purificadas por recrsitalização. A água-mãe resultante desta última foi avaliada a técnica hifenada CLAE-EFS-RMN, levando ao isolamento e identificação das substâncias 3,8-dihidroxi-9-metoxipterocarpano, 8-dihidroxi-9-metoxipterocarpano, nissolina, medicarpina, biochanina A e o inédito bipterocarpano medicarpina-secundiflorol I (C-3→O-C-3'). Nesse estudo identificou-se por técnicas especteroscópicas flavonóides (isoflavona, isoflavana e pterocarpano) típicos da família Fabaceae.
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