75799-17-6Relevant academic research and scientific papers
SELECTIVE CLEAVAGE OF ESTER TYPE GLYCOSIDE-LINKAGES AND ITS APPLICATION TO STRUCTURE DETERMINATION OF NATURAL OLIGOGLYCOSIDES
Ohtani, Kazuhiro,Mizutani, Kenji,Ryoji, Kasai,Tanaka, Osamu
, p. 4537 - 4540 (1984)
On treatment with anhydrous LiI, 2,6-lutidine and anhydrous methanol, an ester type glycosyl linkage of acidic tri- and di-terpenes was selectively cleaved without decomposition of a reducing terminal of the resulting sugar moiety to give an anomeric mixture of methyl glycosides along with an aglycone or a pro-aglycone in quantitative yield.In this reaction, no hydrolysis of any other glycoside linkages took place.
Synthesis and antitumor activities of naturally occurring oleanolic acid triterpenoid saponins and their derivatives
Liu, Qingchao,Liu, Hongchun,Zhang, Lei,Guo, Tiantian,Wang, Peng,Geng, Meiyu,Li, Yingxia
, p. 1 - 15 (2013/07/11)
Twenty-six naturally occurring oleanolic acid saponins and their derivatives, 16 of which were synthesized in this study, were preliminarily evaluated against human cancer cells. From SAR studies, the presence of α-l-rhamnosyl residue at the terminal of both C-3 and C-28 position for oleanolic acid bidesmosides was important to enhance cytotoxicity, and introducing more sugar residues at C3-OH of compound 12 with C-28 carboxylic acid is a favorable modification to ameliorate the anticancer activity. Furthermore, α-l-rhamnosyl moiety linked to C2-OH of the first monosaccharide (α-l-alabinose, β-d-xylose, β-d-galactose or β-d-glucose) in C3-OH of oleanolic acid was helpful to improve the cytotoxicity. According to the predicted log P values, lipophilicity of the synthesized saponins was not an important factor for cytotoxicity.
TRITERPENE GLYCOSIDES AND THEIR GENINS FROM Thalictrum foetidum. I. THE STRUCTURE OF FOETOSIDE C
Ganenko, T. V.,Isaev, M. I.,Gorovits, T. T.,Gromova, A. S.,Lutskii, V. I.,et al.
, p. 433 - 438 (2007/10/02)
A new glycoside - foetoside C - has been isolated from the epigeal part of Thalictrum foetidum L. and, on the basis of chemical transformations and spectral characteristics its structure has been established as oleanolic acid 28-6)-O-β-D-glucopyranoside> 3-O-3)-O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside>.
