Document Detail


Novel 3-O-glycosyl-3-demethylthiocolchicines as ligands for glycine and gamma-aminobutyric acid receptors.
MedLine Citation:
PMID:  17411024     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
New 3-O-glycosyl-3-demethylthiocolchicines containing natural and unnatural sugar moieties were prepared and tested on gamma-aminobutyric acid (GABA) and strychnine-sensitive glycine receptors present in rat brain and spinal cord. Two different synthetic approaches were used with the readily available 3-O-demethylthiocolchicine (1b) and thiocolchicoside (2a). Glycosyl compounds 2a-g were obtained from 1b and 1-fluorosugars 4. 6'-Heterosubstituted glycosyl compounds 6-12 and the 6'-desoxy derivative 2h were prepared from 2a.
Authors:
Maria Luisa Gelmi; Gabriele Fontana; Donato Pocar; Guido Pontremoli; Sara Pellegrino; Ezio Bombardelli; Antonella Riva; Walter Balduini; Silvia Carloni; Mauro Cimino
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Publication Detail:
Type:  In Vitro; Journal Article     Date:  2007-04-06
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  50     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  2007 May 
Date Detail:
Created Date:  2007-04-26     Completed Date:  2007-06-26     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2245-8     Citation Subset:  IM    
Affiliation:
Istituto di Chimica Organica "A. Marchesini", Facoltà di Farmacia, Università di Milano, Via Venezian 21, 20133 Milano, Italy. marialuisa.gelmi@unimi.it
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MeSH Terms
Descriptor/Qualifier:
Animals
Binding Sites
Brain / metabolism
Colchicine / analogs & derivatives*,  chemical synthesis*,  pharmacology
Glycosides / chemical synthesis*,  pharmacology
Ligands
Muscimol / pharmacology
Radioligand Assay
Rats
Rats, Sprague-Dawley
Receptors, GABA / metabolism*
Receptors, Glycine / metabolism*
Spinal Cord / metabolism
Structure-Activity Relationship
Strychnine / pharmacology
Chemical
Reg. No./Substance:
0/Glycosides; 0/Ligands; 0/Receptors, GABA; 0/Receptors, Glycine; 2763-96-4/Muscimol; 57-24-9/Strychnine; 64-86-8/Colchicine

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


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