Conformationally-locked N-glycosides with selective β-glucosidase inhibitory activity: identification of a new non-iminosugar-type pharmacological chaperone for …

…, C Ortiz Mellet, JM García Fernández…

Index: Castilla, Javier; Risquez, Rocio; Cruz, Deysi; Higaki, Katsumi; Nanba, Eiji; Ohno, Kousaku; Suzuki, Yoshiyuki; Diaz, Yolanda; Mellet, Carmen Ortiz; Fernandez, Jose M. Garcia; Castillon, Sergio Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6857 - 6865

Full Text: HTML

Citation Number: 25

Abstract

A series of conformationally locked N-glycosides having a cis-1, 2-fused pyranose–1, 3- oxazoline-2-thione structure and bearing different substituents at the exocyclic sulfur has been prepared. The polyhydroxylated bicyclic system was built in only three steps by treatment of the corresponding readily available 1, 2-anhydrosugar with KSCN using TiO (TFA) 2 as catalyst, followed by S-alkylation and acetyl deprotection. In vitro screening ...

Related Articles:

General Synthesis and Aggregation Behaviour of a Series of Single??Chain 1, ω??Bis (phosphocholines)

[Chemistry - A European Journal, , vol. 13, # 18 p. 5300 - 5307]

Self-assembled monolayers of nitrile-functionalized alkanethiols on gold and silver substrates

[Journal of Physical Chemistry B, , vol. 107, # 31 p. 7716 - 7725]

Effect of cyclohexenonic long chain fatty alcohols on neurite outgrowth. Study on structure-activity relationship

[Tetrahedron, , vol. 54, # 27 p. 7735 - 7748]

General Synthesis and Aggregation Behaviour of a Series of Single??Chain 1, ω??Bis (phosphocholines)

[Chemistry - A European Journal, , vol. 13, # 18 p. 5300 - 5307]

Effect of cyclohexenonic long chain fatty alcohols on neurite outgrowth. Study on structure-activity relationship

[Girlanda-Junges, Celine; Keyling-Bilger, Florence; Schmitt, Gaby; Luu, Bang Tetrahedron, 1998 , vol. 54, # 27 p. 7735 - 7748]

More Articles...