Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids. / Kromann, Hasse; Sløk, Frank A; Stensbøl, Tine B; Bräuner-Osborne, Hans; Madsen, Ulf; Krogsgaard-Larsen, Povl.

In: Journal of Medicinal Chemistry, Vol. 45, No. 4, 14.02.2002, p. 988-91.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Kromann, H, Sløk, FA, Stensbøl, TB, Bräuner-Osborne, H, Madsen, U & Krogsgaard-Larsen, P 2002, 'Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids', Journal of Medicinal Chemistry, vol. 45, no. 4, pp. 988-91.

APA

Kromann, H., Sløk, F. A., Stensbøl, T. B., Bräuner-Osborne, H., Madsen, U., & Krogsgaard-Larsen, P. (2002). Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids. Journal of Medicinal Chemistry, 45(4), 988-91.

Vancouver

Kromann H, Sløk FA, Stensbøl TB, Bräuner-Osborne H, Madsen U, Krogsgaard-Larsen P. Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids. Journal of Medicinal Chemistry. 2002 Feb 14;45(4):988-91.

Author

Kromann, Hasse ; Sløk, Frank A ; Stensbøl, Tine B ; Bräuner-Osborne, Hans ; Madsen, Ulf ; Krogsgaard-Larsen, Povl. / Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids. In: Journal of Medicinal Chemistry. 2002 ; Vol. 45, No. 4. pp. 988-91.

Bibtex

@article{600b2cfdc8e8488d8b49389b772e3d98,
title = "Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids",
abstract = "Homologation of (S)-glutamic acid (Glu, 1) and Glu analogues has previously provided ligands with activity at metabotropic Glu receptors (mGluRs). The homologue of ibotenic acid (7), 2-amino-3-(3-hydroxy-5-isoxazolyl)propionic acid (HIBO, 8), and the 4-phenyl derivative of 8, compound 9a, are both antagonists at group I mGluRs. Here we report the synthesis and molecular pharmacology of HIBO analogues 9b-h containing different 4-aryl substituents. All of these compounds possess antagonist activity at group I mGluRs but are inactive at group II and III mGluRs.",
keywords = "Animals, Brain, CHO Cells, Cricetinae, Cyclic AMP, Electrophysiology, Excitatory Amino Acid Antagonists, Hydrolysis, Isoxazoles, Phosphatidylinositols, Radioligand Assay, Rats, Receptors, Metabotropic Glutamate, Structure-Activity Relationship",
author = "Hasse Kromann and Sl{\o}k, {Frank A} and Stensb{\o}l, {Tine B} and Hans Br{\"a}uner-Osborne and Ulf Madsen and Povl Krogsgaard-Larsen",
year = "2002",
month = feb,
day = "14",
language = "English",
volume = "45",
pages = "988--91",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "4",

}

RIS

TY - JOUR

T1 - Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids

AU - Kromann, Hasse

AU - Sløk, Frank A

AU - Stensbøl, Tine B

AU - Bräuner-Osborne, Hans

AU - Madsen, Ulf

AU - Krogsgaard-Larsen, Povl

PY - 2002/2/14

Y1 - 2002/2/14

N2 - Homologation of (S)-glutamic acid (Glu, 1) and Glu analogues has previously provided ligands with activity at metabotropic Glu receptors (mGluRs). The homologue of ibotenic acid (7), 2-amino-3-(3-hydroxy-5-isoxazolyl)propionic acid (HIBO, 8), and the 4-phenyl derivative of 8, compound 9a, are both antagonists at group I mGluRs. Here we report the synthesis and molecular pharmacology of HIBO analogues 9b-h containing different 4-aryl substituents. All of these compounds possess antagonist activity at group I mGluRs but are inactive at group II and III mGluRs.

AB - Homologation of (S)-glutamic acid (Glu, 1) and Glu analogues has previously provided ligands with activity at metabotropic Glu receptors (mGluRs). The homologue of ibotenic acid (7), 2-amino-3-(3-hydroxy-5-isoxazolyl)propionic acid (HIBO, 8), and the 4-phenyl derivative of 8, compound 9a, are both antagonists at group I mGluRs. Here we report the synthesis and molecular pharmacology of HIBO analogues 9b-h containing different 4-aryl substituents. All of these compounds possess antagonist activity at group I mGluRs but are inactive at group II and III mGluRs.

KW - Animals

KW - Brain

KW - CHO Cells

KW - Cricetinae

KW - Cyclic AMP

KW - Electrophysiology

KW - Excitatory Amino Acid Antagonists

KW - Hydrolysis

KW - Isoxazoles

KW - Phosphatidylinositols

KW - Radioligand Assay

KW - Rats

KW - Receptors, Metabotropic Glutamate

KW - Structure-Activity Relationship

M3 - Journal article

C2 - 11831912

VL - 45

SP - 988

EP - 991

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 4

ER -

ID: 45613794