New triterpene and triterpenoid glycosides from Ilex brevicuspis

Das folhas de Ilex brevicuspis foram isolados e identificados um novo triterpeno, ácido 20(S)-3β, 19α-diidroxiurs-12-en-23, 28-dióico, denominado ácido brevicúspico, e dois novos glicosídeos, éster 28-O-β-Dglicopiranosil do ácido 3β-O-α-L-arabinopiranosil 20(S)-pomólico e o sal sódico em C-23 do ester 28β-O-β D-glicopiranosil do ácido (20S)- 3β, 19α, 24-triidroxiurs-12-en-23, 28-dióico. Foi isolado ainda o éster 28-O-β-D-glicopiranosil do ácido 3β-O-α-L-arabinopiranosil-20(S)-19α, 24-diidroxiursólico, já descrito anteriormente para a espécie Ilex argentina. As estruturas foram estabelecidas por métodos espectroscópicos e químicos.From the leaves of Ilex brevicuspis were isolated a new triterpene, 20(S)-3β, 19α-dihydroxyurs-12-en-23, 28-dioic acid, named here brevicuspic acid, and two new triterpenoid glycosides, 3-O-α-Larabinopyranosyl-20(S)-pomolic acid-28-O-β-D-glucopyranosyl ester, named brevicuspisaponin 3, and the 23-sodium salt of (20S)3β, 19α, 24-trihydroxyurs-12-en-23, 28-dioic acid-28β-O-β-Dglucopyranosyl ester, along with the known compound 3-O-α-Larabinopyranosyl-20(S)-19α, 24-dihydroxyursolic acid- 28-O-β-Dglucopyranosyl ester, already described for Ilex argentina. Their structures were established on the basis of chemical and spectroscopic methods

Triterpenes and triterpenoidal glycosides from the fruits of Ilex paraguariensis (Maté)

A new triterpenoid glycoside, 3b-O-a-L-arabinopyranosyl rotundic acid, named here mateside (4), and the known triterpenes ursolic acid (1), acetylursolic acid (2), 23-hydroxyursolic acid (3), the saponins ziyu-glycoside I (5) and ilexoside II (6), were isolated from fruits of Ilex paraguariensis. Their structures were established on the basis of 1D and 2D NMR spectroscopic methods. The threshold bitterness values for mateside and ilexoside II were also determined and compared with saponins obtained from leaves of I. paraguariensis and other Ilex species. The high bitterness of Ilexoside II, one of the main saponins found the fruits, but not in the leaves of I. paraguariensis, suggests that the utilization of the fruits in the Maté production can produce a strong taste variation and unknown physiological effects

Triterpenes and triterpenoidal glycosides from the fruits of Ilex paraguariensis (Maté)

A new triterpenoid glycoside, 3b-O-a-L-arabinopyranosyl rotundic acid, named here mateside (4), and the known triterpenes ursolic acid (1), acetylursolic acid (2), 23-hydroxyursolic acid (3), the saponins ziyu-glycoside I (5) and ilexoside II (6), were isolated from fruits of Ilex paraguariensis. Their structures were established on the basis of 1D and 2D NMR spectroscopic methods. The threshold bitterness values for mateside and ilexoside II were also determined and compared with saponins obtained from leaves of I. paraguariensis and other Ilex species. The high bitterness of Ilexoside II, one of the main saponins found the fruits, but not in the leaves of I. paraguariensis, suggests that the utilization of the fruits in the Maté production can produce a strong taste variation and unknown physiological effects

One- and Two-Dimensional NMR in the Structure Determination of 3B-Acetoxy-17B,21B-epoxyhopane from Centaurea chilensis

This work was supported by the Deutsche Forschungsgemeinschaft