Synthesis of C-5a-chain extended derivatives of 4-epi-isofagomine: Powerful β-galactosidase inhibitors and low concentration activators of GM1-gangliosidosis-related human lysosomal β-galactosidase

Autor:	Andrés G. Santana, Roland Fischer, Bettina M. Pabst, Patrick Weber, Arnold E. Stütz, Martin Thonhofer, Stephen G. Withers, Marion Tschernutter, Werner Windischhofer, Michael Schalli, Eduard Paschke
Rok vydání:	2015
Předmět:	0301 basic medicine Models Molecular Stereochemistry Clinical Biochemistry Pharmaceutical Science 01 natural sciences Biochemistry 03 medical and health sciences chemistry.chemical_compound Structure-Activity Relationship Drug Discovery medicine Structure–activity relationship Humans Hydroxymethyl Beta-galactosidase Enzyme Inhibitors Molecular Biology Volume concentration Gangliosidosis GM1 biology Dose-Response Relationship Drug Molecular Structure 010405 organic chemistry Chemistry GM1 Gangliosidosis Organic Chemistry beta-Galactosidase 0104 chemical sciences Pharmacological chaperone 030104 developmental biology biology.protein Molecular Medicine 4-epi-isofagomine Lysosomes medicine.drug Imino Pyranoses
Zdroj:	Bioorganicmedicinal chemistry letters. 26(5)
ISSN:	1464-3405
Popis:	From an easily available partially protected formal derivative of 1-deoxymannojirimycin, by hydroxymethyl chain-branching and further elaboration, lipophilic analogs of the powerful β-d-galactosidase inhibitor 4-epi-isofagomine have become available. New compounds exhibit improved inhibitory activities comparable to benchmark compound NOEV (N-octyl-epi-valienamine) and may serve as leads towards improved and more selective pharmacological chaperones for GM1-gangliosidosis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b189794237b09b8f1f61c5cd50be217e https://pubmed.ncbi.nlm.nih.gov/26838810 Zobrazit plný text záznamu Full Text from ScienceDirect