Recebido em 25/2/03; aceito em 5/1/04; publicado na web em 27/05/04 POLAR CONSTITUENTS OF THE LEAVES OF Machaonia brasiliensis (RUBIACEAE). Chemical investigation of the MeOH extract of the leaves of Machaonia brasiliensis (Rubiaceae) resulted in the isolation and identification of 3β-O-β-glucopyranosyl stigmasterol, 3β-O-β-glucopyranosyl sitosterol, secologanoside, 7-O-β-glucopyranosyl quercetagetin, 4,5-O-dicaffeoylquinic acid and 5-O-caffeoylquinic acid. The structures of these compounds were established by spectroscopic analysis, including 2D NMR experiments. The chemotaxonomic relevance of the isolation of secologanoside is discussed.
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