544686-94-4Relevant academic research and scientific papers
Synthesis of 12- O-Mono- and Diglycosyl-oxystearates, a New Class of Agonists for the C-type Lectin Receptor Mincle
Van Huy, Le,Tanaka, Chiaki,Imai, Takashi,Yamasaki, Sho,Miyamoto, Tomofumi
supporting information, p. 44 - 49 (2019/01/15)
Fifteen glycosyl-oxystearates were synthesized by Crich's 4,6-benzylidene and K?ening-Knorr strategies. Assessment of structure-activity relationships using macrophage-inducible C-type lectin (Mincle) receptor cells expressing nuclear factor of activated
Facile synthesis of three bidesmosidic oleanolic acid saponins with strong inhibitory activity on pancreatic lipase
Guo, Tiantian,Liu, Qingchao,Wang, Peng,Zhang, Lei,Zhang, Wei,Li, Yingxia
body text, p. 1167 - 1174 (2009/10/04)
The first synthesis of scabiosaponins E (1), F (2), and G (3), three new oleanolic acid saponins with strong inhibitory activity on pancreatic lipase isolated from the Chinese traditional medicinal herb Scabiosa tschiliensis, was efficiently achieved in an one-pot strategy under the combined use of glycosyl trichloroacetimidates and p-toluene 1-thioglycosides (STol) as donors.
STICS: Surface-tethered iterative carbohydrate synthesis
Pornsuriyasak, Papapida,Ranade, Sneha C.,Li, Aixiao,Parlato, M. Cristina,Sims, Charles R.,Shulga, Olga V.,Stine, Keith J.,Demchenko, Alexei V.
supporting information; experimental part, p. 1834 - 1836 (2009/10/23)
A new surface-tethered iterative carbohydrate synthesis (STICS) technology is presented in which a surface functionalized 'stick' made of chemically stable high surface area porous gold allows one to perform cost efficient and simple synthesis of oligosaccharide chains; at the end of the synthesis, the oligosaccharide can be cleaved off and the stick reused for subsequent syntheses.
A Staphylococcus aureus lipoteichoic acid (LTA) derived structural variant with two diacylglycerol residues
Stadelmaier,Figueroa-Perez,Deininger,von Aulock,Hartung,Schmidt
, p. 6239 - 6254 (2007/10/03)
Based on 1,2-O-isopropylidene-sn-glycerol five chiral building blocks containing differently modified glycerol residues were required for the synthesis of the target molecule 2. One of these building blocks is diacylglyceryl β-gentiobioside carrying a pho
Total synthesis of the antiallergic naphtho-α-pyrone tetraglucoside, cassiaside C2, isolated from Cassia seeds
Zhang, Zhaojun,Yu, Biao
, p. 6309 - 6313 (2007/10/03)
Toralactone 9-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→3)- P-D-glucopyranosyl-(1-6)-β-D-glucopyranoside (1, cassiaside C2), isolated from Cassia obtusifolia L. and showing strong antiallergic activity, was concisely synthesized employing glycosyl trifluoroacetimidates as glycosylation agents. The unique naphtho-α-pyrone structure of toralactone (5) was constructed by condensation of orsellinate 8 with pyrone 9 in the presence of LDA as developed by Staunton and co-workers. The naphthol of toralactone showed minimal reactivity as an acceptor and was screened with various glycosyl donors. It is finally concluded that sacrifice of an excess amount of the trifluoroacetimidate or trichloroacetimidate donors (6f/6g, 6.0 equiv) in the presence of a catalytic amount of TMSOTf (0.05 and 0.3 equiv, respectively) afforded excellent yields of the coupling product, which was otherwise only a minor product under a variety of conditions examined.
