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Your search keyword '"Carbasugar"' showing total 4 results
Start Over Descriptor "Carbasugar" Publisher elsevier
4 results on '"Carbasugar"'

1. Novel 1,2,3-triazole compounds: Synthesis, In vitro xanthine oxidase inhibitory activity, and molecular docking studies

Author

Ayse Tan

Subjects
1,2,3-Triazole, Stereochemistry, Allopurinol, 010402 general chemistry, 01 natural sciences, Analytical Chemistry, Inorganic Chemistry, Hydrophobic effect, chemistry.chemical_compound, medicine, Xanthine oxidase, Spectroscopy, chemistry.chemical_classification, biology, 010405 organic chemistry, Chemistry, Organic Chemistry, Active site, In vitro, Cycloaddition, 0104 chemical sciences, Carbasugar, Enzyme, 1,3-Dipolar cycloaddition, Molecular docking, biology.protein, medicine.drug
Abstract

In this study, novel 1,2,3-triazole compounds containing carbasugar frameworks (5 and 6) were synthesized by the copper-catalyzed azide-alkyne cycloaddition reactions and their in vitro inhibition effects on the enzyme xanthine oxidase were investigated. All of the synthesized compounds were characterized by spectroscopic methods. According to the enzyme inhibition results, compounds 5 (IC50 = 0.586 +/- 0.017 mu M) and 6 (IC50 = 0.751 +/- 0.021 mu M) showed stronger inhibition effects than allopurinol (IC50 = 1.143 +/- 0.019 mu M), which is a standard drug used for inhibition of xanthine oxidase. The binding modes of the 1,2,3-triazole compounds (5 and 6) with the active site of xanthine oxidase were explained based on molecular docking studies. The molecular docking studies showed that the aromatic structure, pi-pi interactions and hydrophobic interactions play a major role in xanthine oxidase inhibition for compounds 5 and 6. (C) 2020 Elsevier B.V. All rights reserved.

Published
2020

2. C-5a-substituted validamine type glycosidase inhibitors.

Author

Schalli M, Wolfsgruber A, Gonzalez Santana A, Tysoe C, Fischer R, Stütz AE, Thonhofer M, and Withers SG

Subjects
Agrobacterium chemistry, Agrobacterium enzymology, Animals, Bacterial Proteins chemistry, Carbohydrate Conformation, Cattle, Enzyme Inhibitors chemical synthesis, Escherichia coli chemistry, Escherichia coli enzymology, Fungal Proteins chemistry, Hydrophobic and Hydrophilic Interactions, Inositol chemical synthesis, Inositol chemistry, Kinetics, Saccharomyces cerevisiae chemistry, Saccharomyces cerevisiae enzymology, beta-Galactosidase chemistry, beta-Glucosidase chemistry, Bacterial Proteins antagonists & inhibitors, Enzyme Inhibitors chemistry, Fungal Proteins antagonists & inhibitors, Inositol analogs & derivatives, beta-Galactosidase antagonists & inhibitors, beta-Glucosidase antagonists & inhibitors
Abstract

A series of N-alkyl derivatives of the D-galactosidase inhibitor 1,4-di-epi-validamine featuring lipophilic substituents at position C-5a was prepared and screened for their glycosidase inhibitory properties. Products turned out selective for β-galactosidases as well as β-glucosidases., (Copyright © 2017 Elsevier Ltd. All rights reserved.)

Published
2017
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3. The Synthesis and Biological Characterization of Acetal-Free Mimics of the Tumor-Associated Carbohydrate Antigens.

Author

Sadraei SI, Reynolds MR, and Trant JF

Subjects
Cancer Vaccines chemical synthesis, Cancer Vaccines chemistry, Carbohydrates chemical synthesis, Carbohydrates chemistry, Humans, Antigens, Tumor-Associated, Carbohydrate analysis, Biomarkers, Tumor analysis, Cancer Vaccines therapeutic use, Carbohydrates therapeutic use, Neoplasms diagnosis, Neoplasms drug therapy
Abstract

Carcinomas express unique carbohydrates, known as tumor-associated carbohydrate antigens (TACAs), on their surface. These are potential targets for anticancer vaccines; however, to date, no such vaccine has reached the clinic. One factor that may complicate the success of this effort is the lability of the glycosidic bond. Acetal-free carbohydrates are analogues that lack the glycosidic linkage by replacing either the endo or exo oxygen with a methylene. This chapter summarizes the seminal syntheses of the mucin TACAs, provides an overview of common techniques for the synthesis of carbasugars and C-glycosides, reviews the syntheses published to date of acetal-free TACA analogues, and provides an overview of their observed biological activity. We conclude by offering a summation of the challenges remaining to the field biologically and the potential that acetal-free TACAs have of answering several basic questions in carbohydrate immunology., (© 2017 Elsevier Inc. All rights reserved.)

Published
2017
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4. A ring closing metathesis strategy for carbapyranosides of xylose and arabinose.

Author

Mattis CE and Mootoo DR

Subjects
Alkenes chemistry, Chemistry Techniques, Synthetic, Cyclization, Ethers chemistry, Oxidation-Reduction, Arabinose chemistry, Cholestanol chemistry, Glycosides chemical synthesis, Xylose chemistry
Abstract

The synthesis of β-carba-xylo and arabino pyranosides of cholestanol is described. The synthetic strategy, which is analogous to the Postema approach to C-glycosides, centers on the ring closing metathesis of an enol ether-alkene precursor to give a cyclic enol ether that is elaborated to a carba-pyranoside via hydroboration-oxidation on the olefin. The method, which is attractive for its modularity and stereoselectivity, may find wider applications to carba-hexopyranosides and other complex cycloalkyl ether frameworks., (Copyright © 2016 Elsevier Ltd. All rights reserved.)

Published
2016
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