875878-32-3Relevant articles and documents
Synthesis and antitumor activity evaluation of oleanolic acid saponins bearing an acetylated L-arabinose moiety
Zhong, Ye,Li, Hui-ning,Zhou, Lin,Su, Hua-sheng,Cheng, Mao-sheng,Liu, Yang
, (2021/04/19)
A series of oleanolic acid derivatives bearing acetyl-substituted L-arabinose moiety has been synthesized and screened in vitro for cytotoxicity against ten cancer cell lines and four normal cell lines. The antiproliferative evaluation indicated that synt
Synthesis and biological evaluation of Raddeanin A, a triterpene saponin isolated from Anemone raddeana
Qian, Shan,Chen, Quan Long,Guan, Jin Long,Wu, Yong,Wang, Zhou Yu
, p. 779 - 785 (2016/10/12)
First, Raddeanin A, a cytotoxic oleanane-type triterpenoid saponin isolated from Anemone raddeana REGEL, was synthesized. Stepwise glycosylation was adopted in the synthesis from oleanolic acid, employing arabinosyl, glucosyl and rhamnosyl trichloroacetimidate as donors. The chemical structure of Raddeanin A was confirmed by means of 1H-NMR, 13C-NMR, IR, MS and elemental analysis, which elucidated the structure to be 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranoside oleanolic acid. Biological activity tests showed that in the range of low concentrations, Raddeanin A displayed moderate inhibitory activity against histone deacetylases (HDACs), indicating that the HDACs' inhibitory activity of Raddeanin A may contribute to its cytotoxicity.
Facile synthesis of the naturally cytotoxic triterpenoid saponin patrinia-glycoside B-II and its conformer
Ren, Li,Liu, Yong-Xiang,Lv, Dan,Yan, Mao-Cai,Nie, Han,Liu, Yang,Cheng, Mao-Sheng
, p. 15193 - 15206 (2014/01/17)
The first chemical synthesis of the natural triterpenoid saponin Patrinia-glycoside B-II, namely oleanolic acid 3-O-α-L-rhamnopyranosyl- (1→2)-[β-D-gluco-pyranosyl- (1→3)]-α-L-arabinopyranoside, has been accomplished in a linear 11-step sequence 11 with 9
Facile synthesis of four natural triterpene saponins with important antitumor activity
Guo, Tiantian,Liu, Qingchao,Zhang, Lei,Wang, Peng,Li, Yingxia
scheme or table, p. 357 - 371 (2011/04/18)
The first synthesis of four natural triterpene saponins, which exhibit significant antitumor activities, was concisely achieved by adopting a stepwise glycosylation. The key intermediate 13 was afforded via Bu2SnO-mediated regioseletive benzoylation. Duri
Synthesis and tumor cytotoxicity of novel amide derivatives of β-hederin
Liu, Yang,Lu, Wen-Xiang,Yan, Mao-Cai,Yu, Yang,Ikejima, Takashi,Cheng, Mao-Sheng
, p. 7871 - 7883 (2011/03/21)
Thirteen novel triterpenoid saponins, designed as amide derivatives of the natural cytotoxic saponin α-hederin, were synthesized by a stepwise glycosylation strategy. The in vitro cytotoxic activity of these compounds was evaluated against five different
Synthesis and α-glucosidase inhibitory activity of oleanolic acid derivatives
Qian, Shan,Hai Li, Jiao,Wei Zhang, Yu,Chen, Xin,Wu, Yong
scheme or table, p. 20 - 29 (2010/09/18)
Glucosidations of oleanolic acid (1) and its dihydroxy-olide derivatives (2) were carried out to provide eight glycosides. All synthesized compounds were evaluated by in vitro α-glucosidase inhibitory activity assay. 3-Acetyl dihydroxy-olide oleanolic der
Facile synthesis of oleanolic acid monoglycosides and diglycosides
Sha, Yu,Yan, Mao-Cai,Liu, Jiao,Liu, Yang,Cheng, Mao-Sheng
, p. 1472 - 1486 (2008/12/21)
Oleanolic acid and its glycosides are important natural products, possessing various attractive biological activities such as antitumor, antivirus and anti-inflammatory properties. In the present work, fifteen oleanolic acid saponins bearing various sacch
Synthesis of β-hederin and Hederacolchiside A1: Triterpenoid saponins bearing a unique cytotoxicity-inducing disaccharide moiety
Cheng, Mao-Sheng,Yan, Mao-Cai,Liu, Yang,Zheng, Li-Gang,Liu, Jiao
, p. 60 - 67 (2007/10/03)
A facile synthetic approach toward oleanolic acid glycoside bearing α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranosyl moiety, a unique oligosaccharide that strongly induces antitumor activity of oleanane-type triterpenoid saponins, was developed. Based on th