Document Detail


Design, synthesis and docking studies of Hydroxyethylamine and Hydroxyethylsulfide BACE-1 inhibitors.
MedLine Citation:
PMID:  19149679     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Both stereoisomer of hydroxyethylamine (HEA) and hydroxyethylsulfide (HES) transition-state isostere inhibitors of BACE-1 were synthesized. The syn-HEA epimer resulted always more active than the anti stereoisomer independently from the P(1) and the P(1)' substituents. On the contrary, the anti epimer of the HES isostere resulted more active than the syn stereoisomer. The change of stereopreference was studied by molecular modelling.
Authors:
Luca Rizzi; Nadia Vaiana; Francesca Sagui; Eva Genesio; Elena Pilli; Valentina Porcari; Sergio Romeo
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Protein and peptide letters     Volume:  16     ISSN:  0929-8665     ISO Abbreviation:  Protein Pept. Lett.     Publication Date:  2009  
Date Detail:
Created Date:  2009-01-19     Completed Date:  2009-03-05     Revised Date:  2009-11-19    
Medline Journal Info:
Nlm Unique ID:  9441434     Medline TA:  Protein Pept Lett     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  86-90     Citation Subset:  IM    
Affiliation:
Institute of Medicinal Chemistry "Pietro Pratesi", School of Pharmacy, University of Milan, Via Mangiagalli 25, 20133, Milan, Italy.
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MeSH Terms
Descriptor/Qualifier:
Amyloid Precursor Protein Secretases / antagonists & inhibitors*
Aspartic Acid Endopeptidases / antagonists & inhibitors*
Biomimetic Materials
Drug Design
Ethylamines / chemical synthesis*,  chemistry
Protease Inhibitors / chemical synthesis*,  chemistry*
Stereoisomerism
Structure-Activity Relationship
Sulfhydryl Compounds / chemical synthesis*,  chemistry
Chemical
Reg. No./Substance:
0/Ethylamines; 0/Protease Inhibitors; 0/Sulfhydryl Compounds; EC 3.4.-/Amyloid Precursor Protein Secretases; EC 3.4.23.-/Aspartic Acid Endopeptidases; EC 3.4.23.46/BACE1 protein, human

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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