Supramolecular azasugar clusters based on an amphiphilic fatty-acid-deoxynojirimycin derivative as multivalent glycosidase inhibitors

2019 ◽  
Vol 7 (9) ◽  
pp. 1379-1383 ◽  
Author(s):  
Min Li ◽  
Ke-Rang Wang ◽  
Jian-Xing Yang ◽  
Ya-Tong Peng ◽  
Yi-Xuan Liu ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Glycosidase Inhibitors ◽  
Glycosidase Inhibitor

A novel supramolecular multivalent glycosidase inhibitor was constructed based on the amphiphilic deoxynojirimycin derivative FA-DNJ.

Synthesis of Selenium Analogues of the Naturally Occurring Glycosidase Inhibitor Salacinol and Their Evaluation as Glycosidase Inhibitors†

2002 ◽  
Vol 124 (28) ◽  
pp. 8245-8250 ◽  
Author(s):  
Blair D. Johnston ◽  
Ahmad Ghavami ◽  
Morten T. Jensen ◽  
Birte Svensson ◽  
B. Mario Pinto
Keyword(s):  
Glycosidase Inhibitors ◽  
Naturally Occurring ◽  
Glycosidase Inhibitor

scholarly journals Comparisons of Effects on Intestinal Short-Chain Fatty Acid Concentration after Exposure of Two Glycosidase Inhibitors in Mice

2018 ◽  
Vol 41 (7) ◽  
pp. 1024-1033 ◽  
Author(s):  
Guo-dong Xu ◽  
Lei Cai ◽  
Yi-shu Ni ◽  
Shi-yi Tian ◽  
Ying-qi Lu ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Acid Concentration ◽  
Short Chain Fatty Acid ◽  
Chain Fatty Acid ◽  
Short Chain ◽  
Fatty Acid Concentration ◽  
Glycosidase Inhibitors

Sugar hydrazide imides: a new family of glycosidase inhibitors

2017 ◽  
Vol 15 (41) ◽  
pp. 8709-8712 ◽  
Author(s):  
Emil Lindbäck ◽  
Óscar Lopéz ◽  
Ådne Tobiesen ◽  
José G. Fernández-Bolaños ◽  
Magne O. Sydnes
Keyword(s):  
Glycosidase Inhibitors ◽  
New Family ◽  
New Type ◽  
Glycosidase Inhibitor ◽  
Micromolar Range

We present a new type of glycosidase inhibitor including a unique hydrazide imide moiety, which displays inhibition in the low micromolar range.

The synthesis of protected 5-azido-5-deoxy-D-glucononitriles as precursors of glycosidase inhibitors

1990 ◽  
Vol 68 (2) ◽  
pp. 317-322 ◽  
Author(s):  
P. Bird ◽  
D. H. Dolphin ◽  
S. G. Withers
Keyword(s):  
Amino Sugars ◽  
Glycosidase Inhibitors ◽  
Glycosidase Inhibitor

The successful syntheses of 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucononitrile and 2,3,4,6-tetra-O-benzyl-5-deoxy-5-trifluoroacetamido-D-glucononitrile starting from D-glucose are described. Unsuccessful attempts were made to convert these two compounds into a protected 5-amino-5-deoxy-D-glucononitrile and to subsequently cyclize them to an amidine analogue of glucose as a possible glycosidase inhibitor. Keywords: synthesis, amino-sugars, glycosidase inhibitors.

Synthesis of zwitterionic selenonium and sulfonium sulfates from D-mannose as potential glycosidase inhibitors

2006 ◽  
Vol 84 (4) ◽  
pp. 497-505 ◽  
Author(s):  
Hui Liu ◽  
B Mario Pinto
Keyword(s):  
Membered Ring ◽  
The Novel ◽  
Glycosidase Inhibitors ◽  
Naturally Occurring ◽  
Structure Activity ◽  
Glycosidase Inhibitor ◽  
Ring Core

Four chain-extended analogues of the naturally occurring glycosidase inhibitor salacinol were synthesized for structure–activity studies with different glycosidase enzymes. The syntheses involved the reaction of isopropylidene-protected 1,4-thio- and 1,4-seleno-D-talitols and 1,5-thio- and 1,5-seleno-L-gulitols, derived from D-mannose, with a benzylidene- and isopropylidene-protected 1,3-cyclic sulfate, also derived from D-mannose. Deprotection of the products afforded the novel selenonium and sulfonium sulfates composed of heterocyclic five- and six-membered ring core structures with pendant polyhydroxylated, acyclic chains of six carbon atoms.Key words: glycosidase inhibitors, zwitterionic selenonium and sulfonium sulfates, cyclic sulfate

scholarly journals Selective Metabolism of Glycosidase Inhibitors by a Specialized Moth Feeding on Hyacinthoides non-scripta Flowers

2008 ◽  
Vol 3 (1) ◽  
pp. 1934578X0800300
Author(s):  
Alison A. Watson ◽  
Ana L. Winters ◽  
Sarah A. Corbet ◽  
Catherine Tiley ◽  
Robert J. Nash
Keyword(s):  
The Other ◽  
Glycosidase Inhibitors ◽  
Glucosidase Inhibitor ◽  
Glycosidase Inhibitor

The British moth Eana incanana (Tortricidae) has been found to selectively metabolize the glycosidase inhibitor 2 R, 3 R, 4 R, 5 R-2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine (DMDP), whereas it excretes related alkaloids from Hyacinthoides non-scripta (Hyacinthaceae). Very few native animals feed on H. non-scripta, but the larvae of E. incanana are specialized herbivores feeding just on the buds and flowers destroying the ovary. DMDP is the major glucosidase inhibitor of H. non-scripta and the moth may overcome inhibition of digestive glucosidases by metabolizing the DMDP. The glucosidase enzymes of the caterpillar are inhibited by DMDP. The caterpillar excretes the other glycosidase inhibitors produced by this plant and the frass has increased concentrations of these alkaloids.

Synthesis of 1,4-anhydro-D-xylitol heteroanalogues of the naturally occurring glycosidase inhibitor salacinol and their evaluation as glycosidase inhibitors

2002 ◽  
Vol 80 (8) ◽  
pp. 937-942 ◽  
Author(s):  
Ahmad Ghavami ◽  
Blair D Johnston ◽  
Matthew D Maddess ◽  
Sarah M Chinapoo ◽  
Morten T Jensen ◽  
...  
Keyword(s):  
Significant Inhibition ◽  
Nucleophilic Attack ◽  
Ammonium Ion ◽  
Aqueous Extracts ◽  
Glycosidase Inhibitors ◽  
Synthetic Strategy ◽  
Naturally Occurring ◽  
Glycosidase Inhibitor ◽  
Salacia Reticulata

The syntheses of two 1,4-anhydro-D-xylitol heteroanalogues (8 and 9) of the naturally occurring sulfonium ion, salacinol (3), containing a sulfur or nitrogen atom in the ring are described. Salacinol (3) is one of the active principles in the aqueous extracts of Salacia reticulata that are traditionally used in Sri Lanka and India for the treatment of Type 2 diabetes. The synthetic strategy relies on the nucleophilic attack of sulfur or nitrogen analogues of 1,4-anhydro-D-xylitol at the least-hindered carbon of 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate. The sulfonium ion 8 inhibited barley-α-amylase (AMY1) and porcine pancreatic-α-amylase (PPA), with Ki values of 109 ± 11 and 55 ± 5 µM, respectively. In contrast, the ammonium ion 9 showed no significant inhibition of either AMY1 or PPA. Compounds 8 and 9 also showed no significant inhibition of glucoamylase.Key Words: glycosidase inhibitors, salacinol analogues, anhydro-D-xylitol heteroanalogues, enzyme inhibition.

Synthesis and evaluation of galacto-noeurostegine and its 2-deoxy analogue as glycosidase inhibitors

2015 ◽  
Vol 13 (29) ◽  
pp. 7979-7992 ◽  
Author(s):  
Stéphane Salamone ◽  
Lise L. Clement ◽  
Agnete H. Viuff ◽  
Ole Juul Andersen ◽  
Frank Jensen ◽  
...  
Keyword(s):  
Aspergillus Oryzae ◽  
Glycosidase Inhibitors ◽  
Glycosidase Inhibitor

An epimer of the known glycosidase inhibitor noeurostegine, galacto-noeurostegine, was synthesised in 21 steps from levoglucosan and found to be a potent, competitive and highly selective galactosidase inhibitor of Aspergillus oryzae β-galactosidase.

Temperature Dependence of the Critical Electron Dose for Fatty Acid Monolayers

1982 ◽  
Vol 40 ◽  
pp. 78-79
Author(s):  
Kenneth H. Downing ◽  
Robert M. Glaeser
Keyword(s):  
Electron Beam ◽  
Fatty Acid ◽  
Inelastic Scattering ◽  
Temperature Dependence ◽  
Structural Damage ◽  
Direct Result ◽  
Second Step ◽  
Strong Temperature Dependence ◽  
Electron Dose ◽  
Covalent Bonds

The structural damage of molecules irradiated by electrons is generally considered to occur in two steps. The direct result of inelastic scattering events is the disruption of covalent bonds. Following changes in bond structure, movement of the constituent atoms produces permanent distortions of the molecules. Since at least the second step should show a strong temperature dependence, it was to be expected that cooling a specimen should extend its lifetime in the electron beam. This result has been found in a large number of experiments, but the degree to which cooling the specimen enhances its resistance to radiation damage has been found to vary widely with specimen types.

Effect of light intensity on the ultrastructure of the filamentous cyanobacterium, Anabaena variabilis

1988 ◽  
Vol 46 ◽  
pp. 300-301
Author(s):  
C. S. Bricker ◽  
S. R. Barnum ◽  
B. Huang ◽  
J. G. Jaworskl
Keyword(s):  
Fatty Acid ◽  
Light Intensity ◽  
Acid Content ◽  
Fatty Acid Content ◽  
Anabaena Variabilis ◽  
Chloroplast Envelope ◽  
Major Constituent ◽  
Filamentous Cyanobacterium ◽  
Photosynthetic Membrane ◽  
Effect Of Light

Cyanobacteria are Gram negative prokaryotes that are capable of oxygenic photosynthesis. Although there are many similarities between eukaryotes and cyanobacteria in electron transfer and phosphorylation during photosynthesis, there are two features of the photosynthetic apparatus in cyanobacteria which distinguishes them from plants. Cyanobacteria contain phycobiliproteins organized in phycobilisomes on the surface of photosynthetic membrane. Another difference is in the organization of the photosynthetic membranes. Instead of stacked thylakolds within a chloroplast envelope membrane, as seen In eukaryotes, IntracytopIasmlc membranes generally are arranged in three to six concentric layers. Environmental factors such as temperature, nutrition and light fluency can significantly affect the physiology and morphology of cells. The effect of light Intensity shifts on the ultrastructure of Internal membrane in Anabaena variabilis grown under controlled environmental conditions was examined. Since a major constituent of cyanobacterial thylakolds are lipids, the fatty acid content also was measured and correlated with uItrastructural changes. The regulation of fatty acid synthesis in cyanobacteria ultimately can be studied if the fatty acid content can be manipulated.

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