52936-64-8Relevant articles and documents
Strigina et al.
, p. 479 (1974)
Leonticins D-H, five triterpene saponins from Leontice kiangnanensis
Chen, Min,Wu, Wei Wei,Nanz, Daniel,Sticher, Otto
, p. 497 - 504 (1997)
Five new triterpene saponins, leonticins D-H, were isolated from the tubers of Leontice kiangnanensis. Based on a combination of chemical degradation and spectroscopic analysis (negative ion FAB mass spectrometry and 2D NMR experiments) their structures were characterized as 3-O-α-L- arabinopyranosyl-caulophyllogenin 28-O-α-L-rhamnopyranosyl-(1→4)-β-D- glucopyranosyl-1(1→6-β-D-glucopyranoside, 3-O-[β-D-glucopyranosyl-(1→3)]- [β-D-glucopyranosyl-(1→2)]-α-L-arabinopyranosyl-oleanolic acid 28-O-α-L- rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside, 3-O- [β-D-glucopyranosyl-(1→3)]-[β-D-glucopyranosyl-(1→2)]-α-L- arabinopyranosyl-hederagenin 28-O-α-L-rhamnopyranosyl-(1→4)-β-D- glucopyranosyl-(1→6)-β-D-glucopyranoside, 3-O-β-D-xylopyranosyl-(1→3)- β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-α-L- arabinopyranosyl-oleanolic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D- glucopyranosyl-(1→6)-β-D-glucopyranoside and 3-O-β-D-xylopyranosyl- (1→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-α-L- arabinopyranosyl-echinocystic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D- glucopyranosyl-(1→6)-β-D-glucopyranoside respectively.
Topical anti-inflammatory activity of quillaic acid from Quillaja saponaria Mol. and some derivatives
Rodriguez-Diaz, Maite,Delporte, Carla,Cartagena, Carlos,Cassels, Bruce K.,Gonzalez, Patricia,Silva, Ximena,Leon, Fredy,Wessjohann, Ludger A.
, p. 718 - 724 (2011)
Objectives Quillaic acid is the major aglycone of the widely studied saponins of the Chilean indigenous tree Quillaja saponaria Mol. The industrial availability of quillaja saponins and the extensive functionalisation of this triterpenoid provide unique opportunities for structural modification and pose a challenge from the standpoint of selectivity in regard to one or the other secondary alcohol group, the aldehyde, and the carboxylic acid functions. The anti-inflammatory activity of this sapogenin has not been studied previously and it has never been used to obtain potential anti-inflammatory derivatives. Methods A series of quillaic acid derivatives were prepared and subjected to topical assays for the inhibition of inflammation induced by arachidonic acid or phorbol ester. Key findings Quillaic acid exhibited strong topical anti-inflammatory activity in both models. Most of its derivatives were less potent, but the hydrazone 8 showed similar potency to quillaic acid in the TPA assay. Conclusions The structural modifications performed and the biological results suggest that the aldehyde and carboxyl groups are relevant to the anti-inflammatory activity in these models. 2011 The Authors. JPP
Triterpene glycosides from the underground parts of caulophyllum thalictroides
Matsuo, Yukiko,Watanabe, Kazuki,Mimaki, Yoshihiro
experimental part, p. 1155 - 1160 (2011/03/21)
A total of 22 triterpene glycosides, including 10 new compounds (1-10), were isolated from the underground parts of Caulophyllum thalictroides. The structures of the new glycosides were determined on the basis of extensive spectroscopic analyses, including two-dimensional (2D) NMR data, and of hydrolytic cleavage followed by chromatographic or spectroscopic analyses. All 22 compounds were evaluated for cytotoxicity against HL-60 human leukemia cells. The triterpene monodesmosides based on oleanolic acid (1 and 11-16) showed cytotoxic activity against HL-60 cells with IC50 values that ranged from 3.4 to 15.9 μg/mL.
