Document Detail


BACE-1 inhibitors part 3: identification of hydroxy ethylamines (HEAs) with nanomolar potency in cells.
MedLine Citation:
PMID:  18171615     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
This article is focusing on further optimization of previously described hydroxy ethylamine (HEA) BACE-1 inhibitors obtained from a focused library with the support of X-ray crystallography. Optimization of the non-prime side of our inhibitors and introduction of a 6-membered sultam substituent binding to Asn-294 as well as a fluorine in the C-2 position led to derivatives with nanomolar potency in cell-based assays.
Authors:
Paul Beswick; Nicolas Charrier; Brian Clarke; Emmanuel Demont; Colin Dingwall; Rachel Dunsdon; Andrew Faller; Robert Gleave; Julie Hawkins; Ishrut Hussain; Christopher N Johnson; David MacPherson; Graham Maile; Rosalie Matico; Peter Milner; Julie Mosley; Alan Naylor; Alistair O'Brien; Sally Redshaw; David Riddell; Paul Rowland; John Skidmore; Virginie Soleil; Kathrine J Smith; Steven Stanway; Geoffrey Stemp; Alistair Stuart; Sharon Sweitzer; Pam Theobald; David Vesey; Daryl S Walter; John Ward; Gareth Wayne
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Publication Detail:
Type:  Journal Article     Date:  2007-12-15
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  18     ISSN:  1464-3405     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2008 Feb 
Date Detail:
Created Date:  2008-02-05     Completed Date:  2008-03-24     Revised Date:  2009-11-19    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  1022-6     Citation Subset:  IM    
Affiliation:
Neurology and Gastrointestinal Centre of Excellence for Drug Discovery, GlaxoSmithKline R&D, New Frontiers Science Park, Third Avenue, Harlow, Essex, CM19 5AW, UK.
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MeSH Terms
Descriptor/Qualifier:
Alzheimer Disease / drug therapy,  metabolism*
Amyloid beta-Protein Precursor / antagonists & inhibitors
Animals
Asparagine / chemistry
Aspartic Acid Endopeptidases / antagonists & inhibitors*
Combinatorial Chemistry Techniques*
Crystallography, X-Ray
Disease Models, Animal
Ethylamines / chemical synthesis*,  chemistry,  pharmacology*
Fluorine / chemistry
Mice
Molecular Structure
Nanotechnology
Structure-Activity Relationship
Chemical
Reg. No./Substance:
0/Amyloid beta-Protein Precursor; 0/Ethylamines; 7006-34-0/Asparagine; 75-04-7/ethylamine; 7782-41-4/Fluorine; EC 3.4.23.-/Aspartic Acid Endopeptidases

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


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