Glucopyranosylidene-spiro-iminothiazolidinone, a new bicyclic ring system: Synthesis, derivatization, and evaluation for inhibition of glycogen phosphorylase by enzyme kinetic and crystallographic methods

[Display omitted] The reaction of thiourea with O-perbenzoylated C-(1-bromo-1-deoxy-β-d-glucopyranosyl)formamide gave the new anomeric spirocycle 1R-1,5-anhydro-d-glucitol-spiro-[1,5]-2-imino-1,3-thiazolidin-4-one. Acylation and sulfonylation with the corresponding acyl chlorides (RCOCl or RSO2Cl wh...

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Veröffentlicht in:	Bioorganic & medicinal chemistry 2014-08, Vol.22 (15), p.4028-4041
Hauptverfasser:	Czifrák, Katalin, Páhi, András, Deák, Szabina, Kiss-Szikszai, Attila, Kövér, Katalin E., Docsa, Tibor, Gergely, Pál, Alexacou, Kyra-Melinda, Papakonstantinou, Maria, Leonidas, Demetres D., Zographos, Spyros E., Chrysina, Evangelia D., Somsák, László
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Anomeric spirocycle Binding Sites Catalytic Domain Crystallography, X-Ray Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - metabolism Glycogen phosphorylase Glycogen Phosphorylase, Muscle Form - antagonists & inhibitors Glycogen Phosphorylase, Muscle Form - metabolism Inhibitor Kinetics Molecular Conformation Molecular Dynamics Simulation Monosaccharides - chemistry Propane - analogs & derivatives Propane - chemistry Protein Binding Rabbits Spiro Compounds - chemistry Structure-Activity Relationship Structure-based drug design Thiazolidines - chemical synthesis Thiazolidines - chemistry Thiazolidines - metabolism Thiazolidinone Type 2 diabetes X-ray protein crystallography
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