15814-59-2Relevant articles and documents
Synthesis of modified D-mannose core derivatives and their impact on GH38 α-mannosidases
Poláková, Monika,Horák, Radim,?esták, Sergej,Holková, Ivana
, p. 62 - 71 (2016)
Nine new compounds having five- and modified six-member carbohydrate core derived from D-lyxose or D-mannose, and non-hydrolysable aglycones (benzylsulfonyl or aryl(alkyl)triazolyl) were synthesised to investigate their ability to inhibit the recombinant
The structure of the O-specific polysaccharide from Ralstonia pickettii
Vinogradov, Evgeny,Nossova, Ludmila,Swierzko, Anna,Cedzynski, Maciej
, p. 2045 - 2047 (2004)
The following structure of the Ralstonia pickettii have been determined using NMR and chemical methods:→4)-α-D-Rha-(1→4)-α-L- GalNAcA-(1→3)-β-D-BacNAc-(1→
Modular Total Synthesis and Cell-Based Anticancer Activity Evaluation of Ouabagenin and Other Cardiotonic Steroids with Varying Degrees of Oxygenation
Khatri, Hem Raj,Bhattarai, Bijay,Kaplan, Will,Li, Zhongzheng,Curtis Long, Marcus John,Aye, Yimon,Nagorny, Pavel
supporting information, p. 4849 - 4860 (2019/03/26)
A Cu(II)-catalyzed diastereoselective Michael/aldol cascade approach is used to accomplish concise total syntheses of cardiotonic steroids with varying degrees of oxygenation including cardenolides ouabagenin, sarmentologenin, 19-hydroxysarmentogenin, and 5-epi-panogenin. These syntheses enabled the subsequent structure activity relationship (SAR) studies on 37 synthetic and natural steroids to elucidate the effect of oxygenation, stereochemistry, C3-glycosylation, and C17-heterocyclic ring. Based on this parallel evaluation of synthetic and natural steroids and their derivatives, glycosylated steroids cannogenol-l-α-rhamnoside (79a), strophanthidol-l-α-rhamnoside (92), and digitoxigenin-l-α-rhamnoside (97) were identified as the most potent steroids demonstrating broad anticancer activity at 10-100 nM concentrations and selectivity (nontoxic at 3 μM against NIH-3T3, MEF, and developing fish embryos). Further analyses indicate that these molecules show a general mode of anticancer activity involving DNA-damage upregulation that subsequently induces apoptosis.
Synthesis of Deoxyglycosides by Desulfurization under UV Light
Ge, Jian-Tao,Li, Ying-Ying,Tian, Jun,Liao, Rong-Zhen,Dong, Hai
, p. 7008 - 7014 (2017/07/15)
This study was performed to develop a highly efficient method whereby desulfurization could be completed in 0.5 h under ultraviolet light, at room temperature, and in the presence of trialkylphosphine. Using this method, deoxyglycosides could be produced from sulfur-containing glycosides in almost quantitative yields. The much higher reactivity of desulfurization with triethylphosphine versus that with triethylphosphite is also discussed.
