The antileishmanial activity assessment of unusual flavonoids from Kalanchoe pinnata |
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Authors: | Muzitano Michelle F Tinoco Luzineide W Guette Catherine Kaiser Carlos R Rossi-Bergmann Bartira Costa Sônia S |
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Institution: | Núcleo de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, 21941-590, Rio de Janeiro, RJ, Brazil. |
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Abstract: | The importance of flavonoids for the antileishmanial activity of Kalanchoe pinnata was previously demonstrated by the isolation of quercitrin, a potent antileishmanial flavonoid. In the present study, the aqueous leaf extract from the medicinal plant K. pinnata (Crassulaceae) afforded a kaempferol di-glycoside, named kapinnatoside, identified as kaempferol 3-O-alpha-L-arabinopyranosyl (1-->2) alpha-L-rhamnopyranoside (1). In addition, two unusual flavonol and flavone glycosides already reported, quercetin 3-O-alpha-L-arabinopyranosyl (1-->2) alpha-L-rhamnopyranoside (2) and 4',5-dihydroxy-3',8-dimethoxyflavone 7-O-beta-D-glucopyranoside (3), have been isolated. Their structures were determined via analyses of mono and bi-dimensional (1)H and (13)C NMR spectroscopic experiments and HR-MALDI mass spectra. Because of its restricted occurrence and its abundance in K. pinnata, flavonoid (2) may be a chemical marker for this plant species of high therapeutic potential. The three flavonoids were tested separately against Leishmania amazonenis amastigotes in comparison with quercitrin, quercetin and afzelin. The quercetin aglycone - type structure, as well as a rhamnosyl unit linked at C-3, seem to be important for antileishmanial activity. |
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Keywords: | Kalanchoe pinnata Crassulaceae Leishmaniasis NMR Flavonoids l-arabinopyranosyl (1→2) α-l-rhamnopyranoside" target="_blank">Kaempferol 3-O-α-l-arabinopyranosyl (1→2) α-l-rhamnopyranoside |
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