51471-40-0Relevant articles and documents
Synthesis and bioactivity of novel C2-glycosyl oxadiazole derivatives as acetylcholinesterase inhibitors
Wang, Lei,Wu, Yu-Ran,Ren, Shu-Ting,Yin, Long,Liu, Xiu-Jian,Cheng, Feng-Chang,Liu, Wei-Wei,Shi, Da-Hua,Cao, Zhi-Ling,Sun, Hui-Min
, p. 333 - 338 (2018)
A series of glycosyl-substituted 1,3,4-oxadiazoles were synthesized by cyclization of glycosyl-acylthiosemicarbazides via a base-catalyzed reaction. The starting glycosyl-acylthiosemicarbazide derivatives were obtained by the reaction of glycosyl isothiocyanate with various hydrazides. The acetylcholinesterase (AChE) inhibitory activities of the products were tested by Ellman's method. The most active compounds were subsequently evaluated for the 50% inhibitory concentration (IC50) values. N-(1,3,4,6-tetra-O-benzyl-2-deoxy-β-D-glucopyranosyl)-5-(4-fluorophenyl)-1,3,4-oxadiazole-2-amine (6i) possesses the best AChE -inhibition activity with an IC50 of 1.61±0.34 μm.
Synthesis and bioactivity of novel C2-glycosyl triazole derivatives as acetylcholinesterase inhibitors
Yin, Long,Wang, Lei,Liu, Xiu-Jian,Cheng, Feng-Chang,Shi, Da-Hua,Cao, Zhi-Ling,Liu, Wei-Wei
, p. 231 - 236 (2017)
New C2-glycosyl triazole derivatives 6a-l were synthesized by cyclization of glycosyl acylthiosemicarbazides 5 in refluxing 3 N sodium hydroxide aqueous solution. Substrates 5 were obtained by the reaction of glycosyl isothiocyanate 3 with various hydrazides. The acetylcholinesterase (AChE) inhibitory activities of compounds 6 were tested by Ellman's method. Compounds that exhibited over 85% inhibition were subsequently evaluated for the IC50 values. Compound 6f possesses the best acetylcholinesterase-inhibition activity with IC50 of 1.46 ±?0.25 μg/mL.
Synthesis of novel glycosyl 1,3,4-Thiadiazole derivatives
Cheng, Feng-Chang,Yin, Long,Liu, Xiu-Jian,Liu, Wei-Wei,Cao, Zhi-Ling,Shi, Da-Hua,Wang, Lei
, p. 614 - 619 (2016)
A convenient and mild protocol for the synthesis of glycosyl 1,3,4-Thiadiazole derivatives was developed, which involved the reaction of glycosyl isothiocyanate, hydrazine hydrate, and various aldehydes followed by oxidative cyclisation with ferric ammonium sulfate in methanol. 13 examples of different glycosyl 1,3,4-Thiadiazole derivatives were prepared. Good yields (70-87%) have been achieved. The glycosyl 1,3,4-Thiadiazole derivatives may find applications in medicinal chemistry and pharmaceutical industry.
Total Synthesis of Tri-, Hexa- and Heptasaccharidic Substructures of the O-Polysaccharide of Providencia rustigianii O34
Ahadi, Somayeh,Awan, Shahid I.,Werz, Daniel B.
supporting information, (2020/05/04)
A general and efficient strategy for synthesis of tri-, hexa- and heptasaccharidic substructures of the lipopolysaccharide of Providencia rustigianii O34 is described. For the heptasaccharide seven different building blocks were employed. Special features of the structures are an α-linked galactosamine and the two embedded α-fucose units, which are either branched at positions-3 and -4 or further linked at their 2-position. Convergent strategies focused on [4+3], [3+4], and [4+2+1] couplings. Whereas the [4+3] and [3+4] coupling strategies failed the [4+2+1] strategy was successful. As monosaccharidic building blocks trichloroacetimidates and phosphates were employed. Global deprotection of the fully protected structures was achieved by Birch reaction.
Rational Design of a DNA-Scaffolded High-Affinity Binder for Langerin
Bachem, Gunnar,Baukmann, Hannes,Dernedde, Jens,Fuchsberger, Felix,Kim, Dongyoon,Rademacher, Christoph,Seitz, Oliver,Silberreis, Kim,Wamhoff, Eike-Christian
supporting information, p. 21016 - 21022 (2020/09/21)
Binders of langerin could target vaccines to Langerhans cells for improved therapeutic effect. Since langerin has low affinity for monovalent glycan ligands, highly multivalent presentation has previously been key for targeting. Aiming to reduce the amoun
