a b s t r a c tThis work reports the nutritional potential and the antiradical activity of the cladodes of the Brazilian Opuntia monacantha Haw. (Cactaceae), as well the isolation of kaempferol and isorhamnetin through activity-guided fractionation from its active MeOH extract. TLC, HPLC-DAD and NMR techniques were used to detect and identify the compounds. The water (91.1%), ash, protein, fibre and lipid contents (15.0, 5.4, 18.5 and 1.4 g/100 g, respectively) were shown to be quite similar to the mean values of other Opuntia spp., some widely used as food and forage. The antioxidant activity of their MeOH extract and of its n-hexane, EtOAc and n-BuOH fractions was assessed by measuring the ability of the fractions to scavenge DPPH radical, showing an activity enhancement for the fractions in comparison to the crude MeOH extract. The well-known free-radical scavenging activity of the isolated flavonoids reinforces the contribution of these compounds to the presented activity of the O. monacantha cladodes.
Uncaria tomentosa (Willd.) DC. e U. guianensis (Aubl.) Gmel., conhecidas como unha-de-gato, são trepadeiras lenhosas nativas das florestas tropicais amazônica e central-americana. As espécies contêm, em diferentes proporções, alcalóides indólicos e oxindólicos, triterpenóides glicosilados, esteróides e proantocianidinas. U. tomentosa é quimicamente identificada pelo perfil e conteúdo de alcalóides oxindólicos, ao passo que U. guianensis não possui um marcador químico efetivo. Nesse trabalho descreve-se o isolamento de canferol-3,7-O-(α)-dirramnosídeo (canferitrina) pela primeira vez em espécies do gênero Uncaria. A triagem para essa substância em folhas, galhos ou cascas das duas espécies por CCD e CLAE-DAD-EM demonstrou a presença de canferitrina apenas nas folhas e galhos de U. guianensis, numa proporção cerca de trinta e seis vezes maior nas folhas do que nos galhos. Estes resultados revelaram a seletividade da U. guianensis em produzir o flavonóide glicosilado, sugerindo esta substância como um marcador químico potencial para a espécie.Uncaria tomentosa (Willd.) DC. and U. guianensis (Aubl.) Gmel., known as cat's claw, are large woody vines native to the Amazonian and Central American rainforests. The species contain, in different proportions, indole and oxindole alkaloids, triterpenoid glycosides, sterols and proanthocyanidins. U. tomentosa can be chemically identified by its oxindole alkaloid profile and content, whereas U. guianensis has no satisfactorily established chemical markers. This work describes, for the first time, the isolation of kaempferol-3,7-O-(α)-dirhamnoside (kaempferitrin) in Uncaria species. Screening for this compound in leaves, stems or bark of both species through TLC and HPLC-DAD-MS showed the presence of kaempferitrin only in the leaves and stems of U. guianensis, at a ratio almost thirty six times greater in the leaves than in the stems. These results reveal the selectivity of U. guianensis to produce this bioactive flavonoid glycoside, and suggest this compound as a potential chemical marker for the species.
The Amazonian Rubiaceae species Uncaria guianensis (UG) is locally used as antiinflammatory, antitumor, antidiabetic, anti-ulcers, and others. The phenolic content of its leaves is characterized by the great predominance of the flavonoid kaempferol-3,7-O-(α)-L-dirhamnoside (kaempferitrin). The present study quantitatively evaluates the kaempferitrin content in the leaves and branches of cultivated and wild UG specimens collected in different locations of the Brazilian Amazon rainforest by employing high-performance liquid chromatography coupled to a diode array detector (HPLC-DAD). Besides, the understanding of the polyphenol profile performed by electron spray ionization is deepened by tandem mass spectrometry analysis (ESI-MS/MS), using a previously approached leaf UG extract, and the flavonoid quercetin-3,7-O-(α)-L-dirhamnoside was first isolated from UG. All samples showed quite similar qualitative polyphenol profiles. Kaempferitrin in UG ranged from 1.1 to 1.9 mg 100 mg-1 for dry leaves of adult wild plants, 0.3 to 0.7 mg 100 mg-1 for dry leaves of cultivated young plants and 0.00 to 0.04 mg 100 mg-1 for dry branches of adult wild plants. Besides suggesting the distribution of kaempferitrin in the species, these results reinforce this flavonol as a suitable chemical marker for UG leaves and the products derived from them.
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