Document Detail


N-Substituted carbazolyloxyacetic acids modulate Alzheimer associated gamma-secretase.
MedLine Citation:
PMID:  17035010     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
N-Sulfonylated and N-alkylated carbazolyloxyacetic acids were investigated for the inhibition and modulation of the Alzheimer's disease associated gamma-secretase. The introduction of a lipophilic substituent, which may vary from arylsulfone to alkyl, turned 2-carbazolyloxyacetic acids into potent gamma-secretase modulators. This resulted in the selective reduction of Abeta(42) and an increase of the less aggregatory Abeta(38) fragment by several compounds (e.g., 7d and 8c). Introduction of an electron donating group at position 6 and 8 of N-substituted carbazolyloxyacetic acids either decreased the activity or inversed modulation. The most active compounds displayed activity on amyloid precursor protein (APP) overexpressing cell lines in the low micromolar range and little or no effect on the gamma-secretase cleavage at the epsilon-site.
Authors:
Rajeshwar Narlawar; Blanca I Pérez Revuelta; Karlheinz Baumann; Robert Schubenel; Christian Haass; Harald Steiner; Boris Schmidt
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-10-10
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  17     ISSN:  0960-894X     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2007 Jan 
Date Detail:
Created Date:  2006-12-25     Completed Date:  2007-04-24     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  176-82     Citation Subset:  IM    
Affiliation:
Clemens Schöpf-Institute of Chemistry and Biochemistry, Darmstadt University of Technology, Petersenstr. 22, D-64287 Darmstadt, Germany.
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MeSH Terms
Descriptor/Qualifier:
Acetic Acids / chemistry*,  pharmacology*
Alzheimer Disease / enzymology*
Amyloid Precursor Protein Secretases / drug effects*
Amyloid beta-Protein Precursor / antagonists & inhibitors*
Humans
Chemical
Reg. No./Substance:
0/Acetic Acids; 0/Amyloid beta-Protein Precursor; EC 3.4.-/Amyloid Precursor Protein Secretases

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


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