Document Detail

Building a successful structural motif into sialylmimetics-cyclohexenephosphonate monoesters as pseudo-sialosides with promising inhibitory properties.
MedLine Citation:
PMID:  16230015     Owner:  NLM     Status:  MEDLINE    
A variable synthesis of a new class of sialylmimetics which provides access to pseudo-sialosides containing the successful cyclohexene motif in the sialic acid mimicking part has been developed. The D- and L-xylo cyclohexenephosphonate scaffolds allow attachment of selected aglycons or aglycon mimetics via mixed phosphonate diester strategies and some target compounds thus synthesized displayed promising inhibitory properties when tested with parasitic or bacterial sialidases.
Hansjörg Streicher; Heike Busse
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-10-17
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  14     ISSN:  0968-0896     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2006 Feb 
Date Detail:
Created Date:  2006-01-09     Completed Date:  2006-03-17     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  1047-57     Citation Subset:  IM    
Chemistry Department, University of Sussex, Brighton, UK.
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MeSH Terms
Benzene / chemistry
Clostridium perfringens / drug effects,  enzymology
Cyclohexanes / chemistry*
Drug Design
Enzyme Inhibitors / chemical synthesis,  chemistry,  pharmacology
Esters / chemical synthesis,  chemistry*,  pharmacology*
Molecular Structure
N-Acetylneuraminic Acid / chemistry*
Neuraminidase / antagonists & inhibitors*,  metabolism
Phosphoric Acids / chemistry*
Salmonella typhimurium / drug effects,  enzymology
Structure-Activity Relationship
Trypanosoma cruzi / drug effects,  enzymology
Reg. No./Substance:
0/Cyclohexanes; 0/Enzyme Inhibitors; 0/Esters; 0/Phosphoric Acids; 131-48-6/N-Acetylneuraminic Acid; 71-43-2/Benzene; 7664-38-2/phosphoric acid; EC

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