A series of 3-hydroxy- and 3-carboxy-Delta(2)-isoxazoline amino acids, structurally related to the GABA(A) agonist THIP and to the GABA uptake inhibitors THPO and exo-THPO, was prepared by means of synthetic strategies involving the 1,3-dipolar cycloaddition of nitrile oxides. All derivatives were submitted to a pharmacological investigation at both GABA receptors and transporters. Unfortunately, all amino acids were devoid of activity except for a very low affinity at GABAA receptors, displayed by compounds 8 and 17.
Synthesis of 3-hydroxy- and 3-carboxy-Delta(2)-isoxazoline amino acids and evaluation of their interaction with GABA receptors and transporters / P. Conti, M. De Amici, A. Pinto, L. Tamborini, G. Grazioso, B. Frolund, B. Nielsen, C. Thomsen, B. Ebert, C. De Micheli. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2006:24(2006 Dec 11), pp. 5533-5542. [10.1002/ejoc.200600628]
Synthesis of 3-hydroxy- and 3-carboxy-Delta(2)-isoxazoline amino acids and evaluation of their interaction with GABA receptors and transporters
P. Conti
Primo
;M. De AmiciSecondo
;A. Pinto;L. Tamborini;G. Grazioso;C. De MicheliUltimo
2006
Abstract
A series of 3-hydroxy- and 3-carboxy-Delta(2)-isoxazoline amino acids, structurally related to the GABA(A) agonist THIP and to the GABA uptake inhibitors THPO and exo-THPO, was prepared by means of synthetic strategies involving the 1,3-dipolar cycloaddition of nitrile oxides. All derivatives were submitted to a pharmacological investigation at both GABA receptors and transporters. Unfortunately, all amino acids were devoid of activity except for a very low affinity at GABAA receptors, displayed by compounds 8 and 17.File | Dimensione | Formato | |
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