631-01-6Relevant academic research and scientific papers
New triterpenoid saponins from the roots of Gypsophila perfoliata Linn.
Chen, Qing,Luo, Jian-Guang,Kong, Ling-Yi
, p. 2206 - 2212 (2011)
Nine new triterpenoid saponins (1-9) have been isolated from the roots of Gypsophila perfoliata Linn. Their structures were established on the basis of extensive NMR (1H, 13C, HSQC and HMBC) and ESIMS studies.
TRITERPENE SAPONIN ANALOGUES
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Page/Page column 126; 127, (2017/05/19)
The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.
Oleanane-type triterpenoid saponins from Silene armeria
Takahashi, Nobuyuki,Li, Wei,Koike, Kazuo
, p. 77 - 85 (2016/08/05)
Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A–G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway.
New triterpenoid saponins from the roots of Gypsophila pacifica Kom.
Nie, Wei,Luo, Jian-Guang,Kong, Ling-Yi
experimental part, p. 68 - 73 (2011/03/19)
Six new triterpenoid saponins (1-6) have been isolated from the roots of Gypsophila pacifica Kom. Their structures were established on the basis of extensive NMR (1H, 13C, TOCSY, HSQC, and HMBC) and ESIMS studies.
Triterpenoid saponins from Gypsophila altissima L.
Chen, Qing,Luo, Jian-Guang,Kong, Ling-Yi
experimental part, p. 412 - 414 (2011/02/23)
Two new triterpenoid saponins (1, 2) were isolated from the roots of Gypsophila altissima L. (Caryophyllaceae), together with a known compound (3). The structures of new saponins were established as quillaic acid 3-O- β-D-xylopyranosyl-(1→3)- β-D-glucuronopyranoside (1), and 3-O- β-D-galactopyranosyl-(1→2)-[ β-D-xylopyranosyl-(1→3)]- β-D-glucuronopyranosyl quillaic acid 28-O-(6-O-acetyl)- β-D-glucopyranosyl-(1→3)-[ β-D-xylopyranosyl-(1→4)]- α-L-rhamnopyranosyl-(1→2)- β-D-fucopyranoside (2), on the basis of various spectroscopic analyses (including heteronuclear single quantum correlation (HSQC), heteronuclear multiple bond correlation (HMBC), nuclear Overhauser effect spectroscopy (NOESY), total correlation spectroscopy (TOCSY), and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS)) and chemical degradations.
New triterpenoid saponins with strong α-glucosidase inhibitory activity from the roots of Gypsophila oldhamiana
Luo, Jian-Guang,Ma, Li,Kong, Ling-Yi
, p. 2912 - 2920 (2008/09/20)
Seven new triterpenoid saponins (1-7), have been isolated and elucidated from the roots of Gypsophila oldhamiana together with five known triterpenoid saponins (8-12). These saponins which could be classified into three series: 3-O-monoglucosides (1, 8, 9), 28-O-monoglucosides (2-4, 12) and 3, 28-O-bidesmosides (5-7, 10, 11), have been evaluated for their α-glucosidase inhibition activity. As a result, the preliminary structure-activity relationships were discussed based on the position of sugar linkage attached to the aglycone, and 28-O-monoglucosides 2-4 and 12 showed significant inhibitory activities on α-glucosidase.
Triterpenoid saponins and sapogenins from Vaccaria segetalis
Jia, Zhonghua,Koike, Kazuo,Kudo, Momoe,Li, Hongyu,Nikaido, Tamotsu
, p. 529 - 536 (2007/10/03)
Four new triterpenoid saponins, vaccarosides E, F, G and H were isolated from the seeds of Vaccaria segetalis and were respectively defined to be 3- O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl] quillaic acid 28- O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-[α-L- arabinofuranosyl-(1 → 3)]-β-D-4-O-acetylfucopyranoside; 3-O-[β-D- galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl] 3β,4α,16α-trihydroxy- 23-norolean-12-en-28-oic acid 28-O-β-D-xylopyranosyl-(1 → 4)-α-L- rhamnopyranosyl-(1 → 2)-[α-L-arabinofuranosyl-(1 → 3)]-β-D-4-O- acetylfucopyranoside; 3-O-[β-D-galactopyranosyl-(1 → 2)-β-D- glucuronopyranosyl] gypsogenin 28-O-β-D-xylopyranosyl-(1 → 4)-α-L- rhamnopyranosyl-(1 → 2)-[α-L-arabinofuranosyl-(1 → 3)]-β-D-4-O- acetylfucopyranoside; and 3-O-[β-D-galactopyranosyl-(1 → 2)-β-D- glucuronopyranosyl] 3β,4α-dihydroxy-23-norolean-12-en-28-oic acid 28-O-β- D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-[α-L- arabinofuranosyl-(1 → 3)]-β-D-4-O-acetylfucopyranoside. Their structures were established on the basis of extensive NMR (DEPT, COSY, HOHAHA, HETCOR, HMBC AND NOESY), FAB-MS and ESI-MS studies as well as chemical strategies and enzymatic degradation. The new aglycones of two of the saponins have been designated as segetalic acid and vaccaric acid, respectively.
STRUCTURE OF DESACETYLSAPONINS OBTAINED FROM THE BARK OF QUILLAJA SAPONINARIA
Higuchi, Ryuichi,Tokimitsu, Yoshinori,Fujioka, Toshihiro,Komori, Tetsuya,Kawasaki, Toshio,Oakenful, David G.
, p. 229 - 236 (2007/10/02)
A triterpenoid saponin mixture (so-called quillajasaponin) obtained from the bark of Quillaja saponaria was treated with weak alkali and two major desacetylsaponins were isolated.On the basis of chemical and spectral evidence, they were determined as 3-O-β-D-galactopyranosyl-(1-->2)-3)>-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-apiofuranosyl-(1-->3)-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-β-D-fucopyranoside and 28-O-β-D-apiofuranosyl-(1-->3)-β-D-xylopyranosyl-(1-->4)-3)>-α-L-rhamnopyranosyl-(1-->2)-β-D-fucopyranoside.Diazomethane degradation providing selectively the 28-O-glycoside from the 3,28-O-bisglycoside was a useful method for the structure elucidation. key Word Index--Quillaja saponaria; Rosaceae; quillaja bark; quillajasaponin; triterpenoid saponin; desacylsaponin; diazomethane degradation; quillaic acid 3,28-O-bisglycoside; quillaic acid
