10343-13-2Relevant articles and documents
Amberlyst 15 as a mild and effective activator for the glycosylation with disarmed glycosyl trichloroacetimidate donors
Tian, Qiang,Zhang, Shuo,Yu, Qian,He, Mei-Bo,Yang, Jin-Song
, p. 2142 - 2147 (2007)
Amberlyst 15 acidic resin has been shown to be a mild and effective activator for the glycosylation with commonly used disarmed glycosyl trichloroacetimidate donors. Glucosylation, galactosylation, rhamnosylation, and lactosylation of a panel of representative alcohol and thiol acceptors promoted by Amberlyst 15 allowed for the formation of structurally diverse O- or S-linked oligosaccharides and glycosylated amino acids in moderate to excellent yields.
Isolation of a Glucosidic β-Damascenone Precursor from Rose Petals
Straubinger, Markus,Knapp, Holger,Oka, Noriaki,Watanabe, Naoharu,Winterhalter, Peter
, p. 4053 - 4056 (1997)
The 9-O-β-D-glucopyranoside of 3-hydroxy-7,8-didehydro-β-ionol (1) has been isolated from a glycosidic XAD-2 extract obtained from rose petals. In addition to the β-damascenone-generating compound 1, the following glycoconjugates have been isolated and characterized as peracetates: 3-hydroxy-7,8-dihydro-β-ionol 9-O-β-D-glucopyranoside (2), 3-hydroxy-7,8-dihydro-β-ionol 3-O-β-D-glucopyranoside (3), 2-phenylethyl-O-β-D-glucopyranoside (4), 2-phenylethyl-O-β-D-galactopyranoside (5), benzyl-O-β-D-glucopyranoside (6), (2E)-2,6-dimethyl-6-hydroxyocta-2,7-dienyl-O-β-D-glucopyranoside (7), (2Z)-2,6-dimethyl-6-hydroxyocta-2,7-dienyl-O-β-D-glucopyranoside (8), and (2E,6E)-2,6-dimethyl-1-hydroxyocta-2,6-dien-8-yl-O-β-D-glucopyranoside (9).
Synthesis of glycosides via indium(III) chloride mediated activation of glycosyl halide in neutral condition
Mukherjee, Debaraj,Kumar Ray, Pradip,Sankar Chowdhury, Uday
, p. 7701 - 7704 (2001)
Various glycosides and disaccharides were synthesized through coupling of glycosyl bromides with acceptors in presence of indium chloride as a promoter. Glycosidation reactions proceeded with high stereoselectivity.
Exploring the Biochemical Foundations of a Successful GLUT1-Targeting Strategy to BNCT: Chemical Synthesis and in Vitro Evaluation of the Entire Positional Isomer Library of ortho-Carboranylmethyl-Bearing Glucoconjugates
Matovi?, Jelena,J?rvinen, Juulia,Sokka, Iris K.,Imlimthan, Surachet,Raitanen, Jan-Erik,Montaser, Ahmed,Maaheimo, Hannu,Huttunen, Kristiina M.,Per?niemi, Sirpa,Airaksinen, Anu J.,Sarparanta, Mirkka,Johansson, Mikael P.,Rautio, Jarkko,Ekholm, Filip S.
, p. 285 - 304 (2021)
Boron neutron capture therapy (BNCT) is a noninvasive binary therapeutic modality applicable to the treatment of cancers. While BNCT offers a tumor-targeting selectivity that is difficult to match by other means, the last obstacles preventing the full har
PHENOLIC PLANT GROWTH INHIBITORS FROM THE FLOWERS OF CUCURBITA PEPO
Itokawa, Hideji,Oshida, Yoshiaki,Ikuta, Akira,Inatomi, Hideo,Adachi, Takashi
, p. 1935 - 1938 (1982)
Eleven compounds isolated from the growth inhibiting active fraction of male flowers of Cucurbita pepo, were identified as p-hydroxybenzaldehyde, anisyl alcohol, p-hydroxybenzyl methyl ether, p-hydroxybenzyl alcohol, veratryl alcohol, isovanillyl alcohol, p-coumaric acid, phloretic acid, benzyl-β-D-glucoside, 4-methoxybenzyl-β-D-glucoside ans 3,4-dimethoxybenzyl-β-D-glucoside.Each compound was assayed for growth inhibiting activity using lettuce seedlings; three showed strong activity, whereas the glucosides were inactive.Key Word Index - Cucurbita pepo; Cucurbitaceae; male flowers; plant growth inhibitor; benzyl glucoside; 4-methoxybenzyl glucoside; 3,4-methoxybenzyl glucoside.
Chavicol β-D-glucoside, a phenylpropanoid heteroside, benzyl-β-D-glucoside and glycosidically bound volatiles from subspecies of Cedronella canariensis
Coen, Matthias,Engel, Ralf,Nahrstedt, Adolf
, p. 149 - 156 (1995)
The volatile substances obtained after enzymatic hydrolysis of purified polar extracts from the aerial parts of two subspecies of Cedronella canariensis were shown to be, among others, benzyl alcohol (29.4percent), chavicol (11.6percent), cis-3-hexenol (9.3percent), 2-phenylethanol (8.6percent), cis-pinocarveol (5.1percent), myrtenol (2.2percent), 1-phenylethanol (2.0percent, tentatively), 1-octen-3-ol (1.8percent), 1-hexanol (1.1percent) for ssp. canariensis and chavicol (85.1percent), benzyl alcohol (2.5percent), cis-3-hexenol (2.5percent), 1-octen-3-ol (2.3percent); 1-hexanol (0.8percent) for ssp. anisata.Sugars detected in the polar fraction after hydrolysis were glucose, rhamnose and fructose.The main glycosides obtained from the polar fraction before hydrolysis were chavicol glucoside (6 ppm, ssp. anisata) and benzyl alcohol glucoside (2 ppm, ssp. canariensis).
Glycosylation in ionic liquids
Pakulski, Zbigniew
, p. 2074 - 2078 (2003)
Glycosyl trichloroacetimidates react smoothly in the presence of trimethylsilyl trifluoromethanesulfonate as a catalyst with a variety of alcohols and monosaccharides in [bmim]PF6 (1-butyl-3-methylimidazolium hexafluorophosphate) as a solvent to afford the corresponding glycosides or disaccharides.
Organocatalysis Linked to Charge-Enhanced Acidity with Superelectrophilic Traits
Smajlagic, Ivor,White, Brandon,Azeez, Oyindamola,Pilkington, Melanie,Dudding, Travis
, p. 1128 - 1138 (2022/01/19)
Hydrogen bonding is ubiquitous throughout nature and serves as a versatile platform for accessing chemical reactivity. In leveraging this force, chemists have utilized organocatalysts to expand the spectrum of chemical reactivity enabled by hydrogen bondi
Rhamnogalacturonan II: Chemical Synthesis of a Substructure Including α-2,3-Linked Kdo**
Mancuso, Enzo,Romanò, Cecilia,Trattnig, Nino,Gritsch, Philipp,Kosma, Paul,Clausen, Mads H.
supporting information, p. 7099 - 7102 (2021/04/19)
The synthesis of a fully deprotected Kdo-containing rhamnogalacturonan II pentasaccharide is described. The strategy relies on the preparation of a suitably protected homogalacturonan tetrasaccharide backbone, through a post-glycosylation oxidation approach, and its stereoselective glycosylation with a Kdo fluoride donor.
INHIBITORS OF MALARIAL AND PLASMODIUM FALCIPARUM HEXOSE TRANSPORTER AND USES THEREOF
-
Paragraph 00513, (2021/08/14)
Provided are molecules capable of binding to binding pockets of Plasmodium falciparum hexose transporter (PfHT) or analogs thereof and complexes comprising the same. Also provided herein are inhibitors of PfHT, pharmaceutical compositions comprising the i