Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 11, 2011, Pages 3558-3568

  Kato, Atsushi ^a   Miyauchi, Saori ^a   Kato, Noriko ^a   Nash, Robert J ^b   Yoshimura, Yuichi ^c   Nakagome, Izumi ^d   Hirono, Shuichi ^d   Takahata, Hiroki ^c   Adachi, Isao ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

^b Phytoquest Limited   (United Kingdom)

^c TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

^d KITASATO UNIVERSITY   (Japan)

Author keywords

Glucocerebrosidase; Fagomine; Glycosidase inhibitor; Isofagomine; Molecular docking study; Pharmacological chaperone; Structure activity relationships

Indexed keywords

2 (TERT BUTYLDIPHENYLSILANYLOXYMETHYL) 7 OXA 3 AZABICYCLO[4.1.0]HEPTANE 3 CARBOXYLIC ACID TERT BUTYL ESTER; 2 HYDROXYMETHYLPIPERIDINE 3,4 DIOL (LEVO 3 EPI FAGOMINE); 2 HYDROXYMETHYLPIPERIDINE 3,4 DIOL (LEVO 3,4 DI EPI FAGOMINE); 2 HYDROXYMETHYLPIPERIDINE 3,4 DIOL (LEVO 4 EPI FAGOMINE); 2 HYDROXYMETHYLPIPERIDINE 3,4 DIOL (LEVO FAGOMINE); 3,4 DIHYDROXY 5 (HYDROXYMETHYL)PIPERIDINE (LEVO 3 EPI ISOFAGOMINE); 3,4 DIHYDROXY 5 (HYDROXYMETHYL)PIPERIDINE (LEVO 4 EPI ISOFAGOMINE); 3,4 DIHYDROXY 5 HYDROXYMETHYLPIPERIDINE (LEVO 3,4 DI EPI ISOFAGOMINE); 3,4 DIHYDROXY 5 HYDROXYMETHYLPIPERIDINE (LEVO ISOFAGOMINE); 6 HYDROXYMETHYL 3,6 DIHYDRO 2H PYRIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; AFEGOSTAT; BETA GLUCOCEREBROSIDASE INHIBITOR; CARBOHYDRATE DERIVATIVE; GLUCOSYLCERAMIDASE; ISOFAGOMINE DERIVATIVE; N TERT BUTOXYCARBONYL 3 (TERT BUTYLDIPHENYLSILYLOXY) 4 HYDROXY 5 VINYLPIPERIDINE; N TERT BUTOXYCARBONYL 3 (TERT BUTYLDIPHENYLSILYLOXY) 4,5 EPOXYPIPERIDINE; N TERT BUTOXYCARBONYL 3 [(TERT BUTYLDIPHENYLSILYLOXY)METHYL] 4,5 EPOXYPIPERIDINE; N TERT BUTOXYCARBONYL 5 (HYDROXYMETHYL) 3 PIPERIDINE; N TERT BUTOXYCARBONYL 5 (TERT BUTYLDIPHENYLSILYLOXY) 3 PIPERIDINE; N TERT BUTOXYCARBONYL 5 (TRIBUTYLSTANNYL)METHOXY 3 PIPERIDINE; N TERT BUTOXYCARBONYL 5 [(TERT BUTYLDIPHENYLSILYLOXY)METHYL] 3 PIPERIDINE; TRYPTOPHAN; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; BINDING SITE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; EPIMERIZATION; FIBROBLAST; HUMAN; HUMAN CELL; HYDROGEN BOND; IC 50; IN VITRO STUDY; ISOMER; MOLECULAR DOCKING; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

ANIMALS; BINDING SITES; CATTLE; COMPUTER SIMULATION; ENZYME INHIBITORS; GLUCOSYLCERAMIDASE; HUMANS; HYDROGEN BONDING; IMINO PYRANOSES; ISOMERISM; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 79957451351     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.04.011     Document Type: Article

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