465-99-6Relevant articles and documents
Symphytoxide A, a triterpenoid saponin from the roots of Symphytum officinale.
Ahmad,Noorwala,Mohammad,Sener,Gilani,Aftab
, p. 1003 - 1006 (1993)
A new triterpenoidal saponin of hederagenin named symphytoxide A has been isolated from the ethanolic extract of the roots of Symphytum officinale and characterized on the basis of chemical investigations and spectroscopic studies as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->4)- alpha-L-arabinopyranosyl] hederagenin. The structure of this new saponin was established on the basis of 1D and 2D NMR experiments including heteroCOSY, COSY-45 degrees as well as HMBC measurements and other spectroscopic techniques. The saponin exhibited hypotensive activity in anesthetized rats.
A BISDESMOSIDIC TRITERPENE SAPONIN FROM CEPHALARIA TRANSSYLVANICA
Alankus-Caliskan, Oezgen,Anil, Hueseyin
, p. 1493 - 1496 (1995)
The structure of cephalaria saponin B, isolated from Cephalaria transsylvanica was eluciated as 3-O-4)-α-L-rhamnopyranosyl(1->2)-β-D-xylopyranosyl>->-3β,24-dihydroxy-12(13)-oleanene-28-oic acid. - Key words: Cephalaria transsylvanica; Dipsacaceae; flowers; cephalaria saponin B; hederagenin.
TRITERPENE GLYCOSIDES OF Hedera colchica. STRUCTURE OF HEDERACOLCHISIDES E AND F
Dekanosidze, G. E.,Dzhikiya, O. D.,Vugal'ter, M. M.,Kemertelidze, E. P.
, p. 705 - 707 (1984)
The leaves of Colchis ivy (family Araliaceae) have yielded polar glycosides - hederacolchisides E and F - and their structures have been established.It has been shown on the basis of the results of methylation and of acid and alkaline hydrolysis that these glycosides are hexaosides of oleanolic acid and of hederagenin.
Interconversion of hederagenin and gypsogenin and accessing 4-epi-hedragonic acid
Csuk, René,Serbian, Immo,Str?hl, Dieter
, p. 35 - 38 (2020)
Gypsogenin (1) and hederagenin (2) were isolated by extracting the powdered roots of Saponaria officinalis and the pericarp of Sapindus saponaria, respectively. While the gypsophila derived saponin can be obtained easily and in large quantities as a technical product, the plant material from Sapindus saponaria is difficult to obtain in Europe and the North-Americas, whereas in Latin America it is readily available (unlike the gypsophila saponin). In order to achieve a better accessibility of both aglycones, gypsogenin (1) and hederagenin (2), a simple synthesis for their interconversion was developed. Modification of the reaction conditions led to the first synthesis of 4-epi-hedragonic acid (3).
An acidic triterpene glycoside from Cephalaria transsylvanica
Kirmizigul,Anil
, p. 1555 - 1556 (1994)
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Utility of coupled-HSQC experiments in the intact structural elucidation of three complex saponins from Blighia sapida
Mazzola, Eugene P.,Parkinson, Ainsley,Kennelly, Edward J.,Coxon, Bruce,Einbond, Linda S.,Freedberg, Darón I.
, p. 759 - 768 (2011)
The structures of three complex saponins from the fruit pods of Blighia sapida have been elucidated and their 1H and 13C NMR spectra assigned employing a variety of one- and two-dimensional NMR techniques without degradative chemistry. The saponins have either four or six monosaccharide units linked to a triterpene aglycone. High-resolution, proton-coupled-HSQC spectra were important for determining both the identities of the intact monosaccharide units and coupling constants in strongly coupled proton spin systems. These NMR experiments will prove crucial as the complexity of saponin structures reaches the limit that can be determined solely by NMR.
Triterpene glycosides from the whole plant of Anemone hupehensis var. japonica and their cytotoxic activity
Yokosuka, Akihito,Sano, Tomoe,Hashimoto, Ken,Sakagami, Hiroshi,Mimaki, Yoshihiro
, p. 1425 - 1430 (2009)
Three new triterpene glycosides (1-3), together with eight known triterpene glycosides (4-11), were isolated from the whole plant of Anemone hupehensis var. japonica (Ranunculaceae). The structures of the new compounds were determined on the basis of spec
Triterpenoid saponins and others glycosides from the stem barks of Pancovia turbinata Radlk
Moffi Biang, Armand Emmanuel,Messi, Lin Marcellin,Le Doux Kamto, Eutrophe,Simo, Line Made,Lavedan, Pierre,Vedrenne, Marc,Mbing, Josephine Ngo,Pegnyemb, Dieudonné Emmanuel,Haddad, Mohamed,Noté, Olivier Placide
, (2021/07/19)
In our continuing search of saponins from the plant of Sapindaceae family, phytochemical investigation of the stem barks of Pancovia turbinata Radlk., led to the isolation and structural characterization of two new triterpenoid saponins, named turbinatosi
Cycloartane and oleanane glycosides from the tubers of Eranthis cilicica
Watanabe, Kazuki,Mimaki, Yoshihiro,Fukaya, Haruhiko,Matsuo, Yukiko
, (2019/01/14)
Phytochemical analysis of the tubers of Eranthis cilicica was performed as part of our continuous study on the plants of the family Ranunculaceae, which resulted in the isolation of eleven new cycloartane glycosides (1-11) and one new oleanane glycoside (13), together with one known oleanane glycoside (12). The structures of the new compounds were determined by extensive spectroscopic analysis, including two-dimensional (2D) NMR, and enzymatic hydrolysis followed by either X-ray crystallographic or chromatographic analysis. The aglycone (1a) of 2 and its C-23 epimer (8a), and the oleanane glycosides (12 and 13) showed cytotoxic activity against HL-60 leukemia cells with IC50 values ranging from 10.6 μM to 101.6 μM. HL-60 cells were much more sensitive to 8a (IC50 14.8 μM) than 1a (IC50 101.1 μM), indicating that the C-23 configuration is associated with the cytotoxicity of these cycloartane derivatives. Compound 12 was revealed so as to partially induce apoptotic cell death in HL-60 cells, as was evident from morphology of HL-60 cells treated with 12.
