120969-06-4Relevant articles and documents
Synthesis and antitumor activity of icogenin and its analogue
Hou, Shujie,Xu, Peng,Zhou, Liang,Yu, Dequan,Lei, Pingsheng
, p. 2454 - 2458 (2006)
Natural saponin icogenin, namely 25(S)-22-O-methyl-furost-5-en-3β,26- dio-3-O-α-l-rhamnopyranosyl-(1 → 2)-[β-d-glucopyranosyl-(1 → 3)]-β-d-glucopyranoside, and one of its analogues, 25(S)-22-O-methyl-furost-5-en-3β,26-dio-3-O-α-l-rhamnopyranosyl-(1 → 2)-[
N-Pentenyl-Type Glycosides for Catalytic Glycosylation and Their Application in Single-Catalyst One-Pot Oligosaccharide Assemblies
Zu, Yujia,Cai, Chenglin,Sheng, Jingyuan,Cheng, Lili,Feng, Yingle,Zhang, Shengyong,Zhang, Qi,Chai, Yonghai
supporting information, p. 8270 - 8274 (2019/10/14)
We have developed a new type of n-pentenyl-type glycosides that can be activated by catalytic amounts of promoter, Hg(NTf2)2 or PPh3AuCl/AgNTf2, at room temperature. The mild activation conditions and outstanding stability of common protection/deprotection manipulations enable the enynyl donors to have broad applications in constructing various glycosidic bonds. Furthermore, under the Hg(NTf2)2-catalyzed conditions, the sequential activation of different types of donors was achieved, based on which a gentiotetrasaccharide was synthesized via the newly developed single-catalyst one-pot strategy.
Solasodine-3-O-β-D-glucopyranoside kills Candida albicans by disrupting the intracellular vacuole
Chang, Wenqiang,Li, Ying,Zhang, Ming,Zheng, Sha,Li, Yan,Lou, Hongxiang
, p. 139 - 146 (2017/06/05)
The increasing incidence of fungal infections and emergence of drug resistance underlie the constant search for new antifungal agents and exploration of their modes of action. The present study aimed to investigate the antifungal mechanisms of solasodine-3-O-β-D-glucopyranoside (SG) isolated from the medicinal plant Solanum nigrum L. In vitro, SG displayed potent fungicidal activity against both azole-sensitive and azole-resistant Candida albicans strains in Spider medium with its MICs of 32 μg/ml. Analysis of structure and bioactivity revealed that both the glucosyl residue and NH group were required for SG activity. Quantum dot (QD) assays demonstrated that the glucosyl moiety was critical for SG uptake into Candida cells, as further confirmed by glucose rescue experiments. Measurement of the fluorescence intensity of 2′,7'-dichlorofluorescin diacetate (DCFHDA) by flow cytometry indicated that SG even at 64 μg/ml just caused a moderate increase of reactive oxygen species (ROS) generation by 58% in C. albicans cells. Observation of vacuole staining by confocal microscopy demonstrated that SG alkalized the intracellular vacuole of C. albicans and caused hyper-permeability of the vacuole membrane, resulting in cell death. These results support the potential application of SG in fighting fungal infections and reveal a novel fungicidal mechanism.
An improved synthesis of methyl protodioscin. II. A direct E-ring opening by BF3-Et2O/Ac2O from dioscin ester
Wang, Bo,Liu, Yang,Liu, Xin,Cheng, Mao-Sheng
, p. 1015 - 1017,3 (2012/12/11)
A direct E-ring opening of dioscin ester by BF3-Et 2O/Ac2O was studied, and methyl protodioscin was synthesized from dioscin ester in three steps with a total yield of 44%. The details of the E-ring opening reaction was di
