| Phosphinic, phosphonic and seleninic acid bioisosteres of isonipecotic acid as novel and selective GABA(C) receptor antagonists. | |
| | |
MedLine Citation:
|
PMID: 12590939 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
|
A number of amino acids bioisosterically derived from the specific GABA(A) agonist, isonipecotic acid, were electrophysiologically characterized as antagonists at GABA(C) rho(1) receptors expressed in Xenopus oocytes. The phosphinic acid analogue of isonipecotic acid, piperidin-4-ylphosphinic acid (2), was comparable with the standard GABA(C) antagonist, (1,2,5,6-tetrahydropyridin-4-yl)methylphosphinic acid (TPMPA), in terms of potency and GABA(C) versus GABA(A) receptor selectivity. Whereas the phosphonic acid analogue, piperidin-4-ylphosphonic acid (4), was at least an order of magnitude weaker than piperidin-4-ylphosphinic acid as a GABA(C) antagonist, the seleninic acid analogue, piperidin-4-ylseleninic acid (SEPI, 6), was the most potent and selective GABA(C) antagonist within the group of isonipecotic acid derived amino acids studied. |
| | |
Authors:
|
Dorte Krehan; Bente Frølund; Povl Krogsgaard-Larsen; Jan Kehler; Graham A R Johnston; Mary Chebib |
Related Documents
:
|
11429859 - Efficient intramolecular asymmetric reductions of alpha-, beta-, and gamma-keto acids w... 28369 - Low molecular weight c1q-precipitins in hypocomplementemic vasculitis-urticaria syndrom... 420789 - Catalytic action of l-methionine gamma-lyase on selenomethionine and selenols. 15618629 - Biosynthesis of abscisic acid by the direct pathway via ionylideneethane in a fungus, c... 7411249 - The effect of antivitamin b6 administration on gamma-aminobutyric acid metabolism in re... 16833889 - Reactive uptake of o3 by multicomponent and multiphase mixtures containing oleic acid. 22229439 - Spherical nucleic acids. 8788129 - Conductimetric titrimetry for assay of selected antibiotics in non-aqueous media. 270279 - A new parallel plate dialyser. iii. preliminary experience on clinical performance. |
Publication Detail:
|
Type: Journal Article |
Journal Detail:
|
Title: Neurochemistry international Volume: 42 ISSN: 0197-0186 ISO Abbreviation: Neurochem. Int. Publication Date: 2003 Jun |
Date Detail:
|
Created Date: 2003-02-19 Completed Date: 2003-05-01 Revised Date: 2004-11-17 |
Medline Journal Info:
|
Nlm Unique ID: 8006959 Medline TA: Neurochem Int Country: England |
Other Details:
|
Languages: eng Pagination: 561-5 Citation Subset: IM |
Affiliation:
|
Centre for Drug Design and Transport, Department of Medicinal Chemistry, The Royal Danish School of Pharmacy, 2 Universitetsparken, DK-2100 Copenhagen, Denmark. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
Animals Carboxylic Acids / chemistry, pharmacology* Female GABA Antagonists / pharmacology* Humans Isonipecotic Acids / chemistry* Oocytes Organoselenium Compounds / chemistry, pharmacology* Phosphinic Acids / chemistry, pharmacology* Phosphonic Acids / chemistry, pharmacology* Protein Isoforms / drug effects Receptors, GABA / drug effects* Xenopus laevis |
| Chemical | |
Reg. No./Substance:
|
0/Carboxylic Acids; 0/GABA Antagonists; 0/GABA-C receptor; 0/Isonipecotic Acids; 0/Organoselenium Compounds; 0/Phosphinic Acids; 0/Phosphonic Acids; 0/Protein Isoforms; 0/Receptors, GABA; 0/seleninic acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Protein phosphatase type 2C dephosphorylates BAD.
Next Document: Cytosine arabinofuranoside-induced activation of astrocytes increases the susceptibility of neurons ...