Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors

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

Standard

Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors. / Lager, Erik; Nilsson, Jakob; Nielsen, Elsebet Østergaard; Nielsen, Mogens Peter Cherly; Liljefors, Tommy; Sterner, Olov.

In: Bioorganic & Medicinal Chemistry, Vol. 16, No. 14, 2008, p. 6936-6948.

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

Harvard

Lager, E, Nilsson, J, Nielsen, EØ, Nielsen, MPC, Liljefors, T & Sterner, O 2008, 'Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors', Bioorganic & Medicinal Chemistry, vol. 16, no. 14, pp. 6936-6948. https://doi.org/10.1016/j.bmc.2008.05.049

APA

Lager, E., Nilsson, J., Nielsen, E. Ø., Nielsen, M. P. C., Liljefors, T., & Sterner, O. (2008). Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors. Bioorganic & Medicinal Chemistry, 16(14), 6936-6948. https://doi.org/10.1016/j.bmc.2008.05.049

Vancouver

Lager E, Nilsson J, Nielsen EØ, Nielsen MPC, Liljefors T, Sterner O. Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors. Bioorganic & Medicinal Chemistry. 2008;16(14):6936-6948. https://doi.org/10.1016/j.bmc.2008.05.049

Author

Lager, Erik ; Nilsson, Jakob ; Nielsen, Elsebet Østergaard ; Nielsen, Mogens Peter Cherly ; Liljefors, Tommy ; Sterner, Olov. / Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors. In: Bioorganic & Medicinal Chemistry. 2008 ; Vol. 16, No. 14. pp. 6936-6948.

Bibtex

@article{67f05e40f42b11ddbf70000ea68e967b,
title = "Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors",
abstract = "The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABA(A) receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents (e.g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an alpha- and a gamma-subunit in the GABA(A) receptor, selected compounds were tested on the alpha(1)beta(2)gamma(2s), alpha(2)beta(2)gamma(2s) and alpha(3)beta(2)gamma(2s) GABA(A) receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for alpha(1)- versus alpha(2)- and alpha(3)-containing receptors, and high-affinity ligands essentially selective for alpha(1) over alpha(3) were developed.",
keywords = "Former Faculty of Pharmaceutical Sciences",
author = "Erik Lager and Jakob Nilsson and Nielsen, {Elsebet {\O}stergaard} and Nielsen, {Mogens Peter Cherly} and Tommy Liljefors and Olov Sterner",
note = "Keywords: 4-Quinolones; Animals; Benzodiazepines; Binding Sites; Ligands; Protein Binding; Protein Subunits; Receptors, GABA-A; Structure-Activity Relationship",
year = "2008",
doi = "10.1016/j.bmc.2008.05.049",
language = "English",
volume = "16",
pages = "6936--6948",
journal = "Bioorganic & Medicinal Chemistry",
issn = "0968-0896",
publisher = "Pergamon Press",
number = "14",

}

RIS

TY - JOUR

T1 - Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors

AU - Lager, Erik

AU - Nilsson, Jakob

AU - Nielsen, Elsebet Østergaard

AU - Nielsen, Mogens Peter Cherly

AU - Liljefors, Tommy

AU - Sterner, Olov

N1 - Keywords: 4-Quinolones; Animals; Benzodiazepines; Binding Sites; Ligands; Protein Binding; Protein Subunits; Receptors, GABA-A; Structure-Activity Relationship

PY - 2008

Y1 - 2008

N2 - The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABA(A) receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents (e.g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an alpha- and a gamma-subunit in the GABA(A) receptor, selected compounds were tested on the alpha(1)beta(2)gamma(2s), alpha(2)beta(2)gamma(2s) and alpha(3)beta(2)gamma(2s) GABA(A) receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for alpha(1)- versus alpha(2)- and alpha(3)-containing receptors, and high-affinity ligands essentially selective for alpha(1) over alpha(3) were developed.

AB - The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABA(A) receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents (e.g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an alpha- and a gamma-subunit in the GABA(A) receptor, selected compounds were tested on the alpha(1)beta(2)gamma(2s), alpha(2)beta(2)gamma(2s) and alpha(3)beta(2)gamma(2s) GABA(A) receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for alpha(1)- versus alpha(2)- and alpha(3)-containing receptors, and high-affinity ligands essentially selective for alpha(1) over alpha(3) were developed.

KW - Former Faculty of Pharmaceutical Sciences

U2 - 10.1016/j.bmc.2008.05.049

DO - 10.1016/j.bmc.2008.05.049

M3 - Journal article

C2 - 18541432

VL - 16

SP - 6936

EP - 6948

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

IS - 14

ER -

ID: 10159584