Synthesis of 1,2,3-triazoles from xylosyl and 5-thioxylosyl azides: Evaluation of the xylose scaffold for the design of potential glycogen phosphorylase inhibitors

Carbohydrate Research

Volumn 364, Issue , 2012, Pages 28-40

  Goyard, David ^a   Baron, Marc ^a   Skourti, Paraskevi V ^b   Chajistamatiou, Aikaterini S ^b   Docsa, Tibor ^c   Gergely, Pál ^c   Chrysina, Evangelia D ^b   Praly, Jean Pierre ^a   Vidal, Sébastien ^a  

^a UNIVERSITÉ LYON 1   (France)

^b INSTITUTE OF BIOLOGY   (Greece)

^c UNIVERSITY OF DEBRECEN   (Hungary)

Author keywords

1,2,3 Triazole; Cycloaddition; Glycogen phosphorylase; Sulfoxide; Xylose

Indexed keywords

1 ,2 ,3-TRIAZOLES; 1 ,3-DIPOLARCYCLOADDITION; 1,2,3-TRIAZOLE; ACETYLENIC DERIVATIVE; DEACETYLATION; ENZYME ACTIVE SITES; GLYCOGEN PHOSPHORYLASE; GLYCOGEN PHOSPHORYLASE INHIBITORS; GLYCOMIMETICS; HYDROXYMETHYL GROUPS; SULFOXIDE; SULFUR ATOMS;

ACETYLATION; ACETYLENE; CYCLOADDITION; GLUCOSE; METHANOL; SCAFFOLDS; SULFUR; XYLOSE;

NITROGEN COMPOUNDS;

1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 1,2,3 TRIAZOLE 4 ( 4 METHOXY 2 METHYLPHENYL); 1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 4 ( 2 NAPHTHYL) 1,2,3 TRIAZOLE; 1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 4 ( 4 METHYLPHENYL) 1,2,3 TRIAZOLE; 1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 4 ( 4 NITROPHENYL) 1,2,3 TRIAZOLE; 1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 4 ( 6 METHOXY 2 NAPHTHYL) 1,2,3 TRIAZOLE; 1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 4 ACETOXYMETHYL 1,2,3 TRIAZOLE; 1 ( 2,3,4 TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL) 4 PHENYL 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 ( 2 NAPHTHYL) 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 ( 4 METHOXY 2 METHYLPHENYL) 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 ( 4 METHYLPHENYL) 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 ( 4 NITROPHENYL) 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 ( 6 METHOXY 2 NAPHTHYL) 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 HYDROXYMETHYL 1,2,3 TRIAZOLE; 1 ( BETA DEXTRO XYLOPYRANOSYL) 4 PHENYL 1,2,3 TRIAZOLE; 1,2,3 TRIAZOLE DERIVATIVE; 5 THIOXYLOSE; ACETYLENE DERIVATIVE; ALKYNE; AZIDE; CUPROUS ION; GLUCOSE DERIVATIVE; GLYCOGEN PHOSPHORYLASE INHIBITOR; GLYCOSYLTRANSFERASE INHIBITOR; MONOSACCHARIDE; SULFONE; SULFOXIDE; SULFUR; UNCLASSIFIED DRUG; UNINDEXED DRUG; WATER; XYLOSE;

ARTICLE; ATOM; CATALYST; CONTROLLED STUDY; CROSS COUPLING REACTION; CYCLOADDITION; DEACETYLATION; DRUG BINDING; DRUG DESIGN; DRUG POTENCY; DRUG SOLUBILITY; DRUG SYNTHESIS; ENZYME ACTIVE SITE; HUMAN; HYDROXYLATION; IC 50; IN VITRO STUDY; PRIORITY JOURNAL; SUBSTITUTION REACTION;

ACETYLATION; ALKYNES; BIOMIMETIC MATERIALS; CATALYTIC DOMAIN; CYCLOADDITION REACTION; ENZYME ACTIVATION; ENZYME INHIBITORS; GLUCOSAMINE; GLUCOSE; GLYCOGEN PHOSPHORYLASE; GLYCOGEN SYNTHASE; MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION-REDUCTION; PROTEIN BINDING; SOLUBILITY; STEREOISOMERISM; SULFOXIDES; TRIAZOLES; WATER; XYLOSE;

EID: 84868600144     PISSN: 00086215     EISSN: 1873426X     Source Type: Journal    
DOI: 10.1016/j.carres.2012.09.020     Document Type: Article

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