Synthesis and evaluation of galacto-noeurostegine and its 2-deoxy analogue as glycosidase inhibitors
| Autor: | Ole Juul Andersen, Stéphane Salamone, Frank Jensen, Henrik H. Jensen, Lise L. Clement, Agnete H. Viuff |
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| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
Glycoside Hydrolases
Stereochemistry Nortropanes Crystallography X-Ray Biochemistry Fucose chemistry.chemical_compound Aspergillus oryzae Carbohydrate Conformation Glycoside hydrolase Physical and Theoretical Chemistry Carbon-13 Magnetic Resonance Spectroscopy Enzyme Inhibitors chemistry.chemical_classification biology Levoglucosan Organic Chemistry food and beverages biology.organism_classification Yeast Enzyme chemistry Epimer Carbohydrate conformation |
| Zdroj: | Salamone, S, Clement, L L, Viuff, A H, Andersen, O J, Jensen, F & Jensen, H H 2015, ' Synthesis and evaluation of galacto-noeurostegine and its 2-deoxy analogue as glycosidase inhibitors ', Organic & Biomolecular Chemistry, vol. 13, no. 29, pp. 7979-7992 . https://doi.org/10.1039/c5ob01062d |
| Popis: | 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. Galacto-noeurostegine was not found to be an inhibitor of green coffee bean α-galactosidase, yeast α-glucosidase and E. coli β-galactosidase, whereas potent but non-competitive inhibition against sweet almond β-glucosidase was established. The 2-deoxy-galacto-noeurostegine analogue was also prepared and found to be a less potent inhibitor of the same enzymes. |
| Databáze: | OpenAIRE |
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