Novel 3-o-glycosyl-3-demethylthiocolchicines As Ligands for Glycine and Gamma-aminobutyric Acid Receptors.
From: Istituto di Chimica Organica “A. Marchesini”, Facoltà di Farmacia, Università di Milano, Via Venezian 21, 20133 Milano, Italy. marialuisa.gelmi@unimi.it
Journal of medicinal chemistry
- Publish Date: May 2007
- ISSN: 0022-2623
- Volume: 50
- Issue: 9
- Pages: 2245-8
- Medium: Print
- Language: English
- Citation (JAMA): Gelmi Maria Luisa, Fontana Gabriele, Pocar Donato, et al. Novel 3-o-glycosyl-3-demethylthiocolchicines As Ligands for Glycine and Gamma-aminobutyric Acid Receptors.. J. Med. Chem. May 2007;50:2245-8
Abstract
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.
Mesh Headings (Keywords): Animals, Binding Sites, Brain, Colchicine, Glycosides, Ligands, Muscimol, Radioligand Assay, Rats, Rats, Sprague-Dawley, Receptors, GABA, Receptors, Glycine, Spinal Cord, Structure-Activity Relationship, Strychnine
Check for Full Text / PubMed Unique Identifier (PMID): 17411024
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