RESUMO
Three new triterpene saponins, leonticins I (1), J (2) and L (3) were isolated from the tubers of Leontice smirnowii. On the basis of spectroscopic methods, including 2D NMR experiments (DEPT, gs-COSY, gs-HMQC, gs-HMBC and gs-HSQC-TOCSY), mass spectrometry (HR-ESI-MS) and chemical degradation, the structures of the new compounds were elucidated as 3-O-ß-D-glucopyranosyl-(1 â 3)-[ß-D-xylopyranosyl-1 â 2)]-α-L-arabinopyranosyl-28-O-[α-L-rhamnopyranosyl-(1 â 4)-ß-D-glucopyranosyl-(1 â 6)-ß-D-glucopyranosyl]-3ß-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (1), 3-O-[ß-D-xylopyranosyl-(1 â 3)-ß-D-galactopyranosyl-(1 â 4)-ß-D-glucopyranosyl-(1 â 3)-α-L-arabinopyranosyl]-28-O-[α-L-rhamnopyranosyl-(1 â 4)-ß-D-glucopyranosyl-(1 â 6)-ß-D-glucopyranosyl]-3ß-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (2) and 3-O-[ß-D-xylopyranosyl-(1 â 3)-ß-D-galactopyranosyl-(1 â 4)-ß-D-glucopyranosyl-(1 â 3)]-[ß-D-xylopyranosyl-(1 â 2)]-α-L-arabinopyranosyl]-28-O-[α-L-rhamnopyranosyl-(1 â 4)-ß-D-glucopyranosyl-(1 â 6)-ß-D-glucopyranosyl]-3ß-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (3), respectively. The aglycone 3ß-hydroxy-30-norolean-12,20(29)-dien-28-oic acid was observed for the first time in Leontice species.
Assuntos
Berberidaceae/química , Extratos Vegetais/química , Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Estrutura Molecular , Extratos Vegetais/isolamento & purificação , Tubérculos , Saponinas/química , Triterpenos/químicaRESUMO
Five new triterpenoid saponins, pastuchoside A (1), B (3), C (5), D (7) and E (9), were isolated from the leaves of Hedera pastuchowii. They have oleanolic acid or hederagenin as aglycone. The structures were established by NMR spectroscopy including gs (gradient selected)-COSY, gs-HSQC, gs-HSQC-TOCSY and gs-HMBC experiments, and mass spectrometry (ESI-HR-MS). Heptaoside saponins, compounds 1 and 3, are described for the first time in the genus Hedera.