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 3beta-O-beta-glucopyranosyl stigmasterol, 3beta-O-beta-glucopyranosyl sitosterol, secologanoside, 7-O-beta-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.