Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO)

Research output: Contribution to journalJournal articleResearchpeer-review

Standard

Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO). / Bjerrum, Esben J; Kristensen, Anders S; Pickering, Darryl S; Greenwood, Jeremy R; Nielsen, Birgitte; Liljefors, Tommy; Schousboe, Arne; Bräuner-Osborne, Hans; Madsen, Ulf; Pickering, Darryl.

In: Journal of Medicinal Chemistry, Vol. 46, No. 11, 2003, p. 2246-9.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Bjerrum, EJ, Kristensen, AS, Pickering, DS, Greenwood, JR, Nielsen, B, Liljefors, T, Schousboe, A, Bräuner-Osborne, H, Madsen, U & Pickering, D 2003, 'Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO)', Journal of Medicinal Chemistry, vol. 46, no. 11, pp. 2246-9. https://doi.org/10.1021/jm020588f

APA

Bjerrum, E. J., Kristensen, A. S., Pickering, D. S., Greenwood, J. R., Nielsen, B., Liljefors, T., ... Pickering, D. (2003). Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO). Journal of Medicinal Chemistry, 46(11), 2246-9. https://doi.org/10.1021/jm020588f

Vancouver

Bjerrum EJ, Kristensen AS, Pickering DS, Greenwood JR, Nielsen B, Liljefors T et al. Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO). Journal of Medicinal Chemistry. 2003;46(11):2246-9. https://doi.org/10.1021/jm020588f

Author

Bjerrum, Esben J ; Kristensen, Anders S ; Pickering, Darryl S ; Greenwood, Jeremy R ; Nielsen, Birgitte ; Liljefors, Tommy ; Schousboe, Arne ; Bräuner-Osborne, Hans ; Madsen, Ulf ; Pickering, Darryl. / Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO). In: Journal of Medicinal Chemistry. 2003 ; Vol. 46, No. 11. pp. 2246-9.

Bibtex

@article{0c7f92306e8f11df928f000ea68e967b,
title = "Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO)",
abstract = "On the basis of structural studies, chloro-homoibotenic acid (Cl-HIBO) was designed and synthesized. Cl-HIBO was characterized in binding and electrophysiology experiments on native and cloned subtypes of GluRs. Electrophysiological selectivities ranged from 275 to 1600 for GluR1/2 over GluR3/4. The potent AMPA receptor activity was strongly desensitizing and the neurotoxicity similar to AMPA. Thus, Cl-HIBO is the most subtype selective agonist reported to date on GluR1/2, and offers a new standard for selectively studying subtypes of AMPA receptors.",
author = "Bjerrum, {Esben J} and Kristensen, {Anders S} and Pickering, {Darryl S} and Greenwood, {Jeremy R} and Birgitte Nielsen and Tommy Liljefors and Arne Schousboe and Hans Br{\"a}uner-Osborne and Ulf Madsen and Darryl Pickering",
note = "Keywords: Animals; Cell Survival; Cells, Cultured; Cerebral Cortex; Electrophysiology; Excitatory Amino Acid Agonists; Isoxazoles; Mice; Models, Molecular; Neurons; Oocytes; Propionates; Propionic Acids; Radioligand Assay; Rats; Receptors, AMPA; Receptors, Metabotropic Glutamate; Stereoisomerism; Structure-Activity Relationship; Xenopus laevis",
year = "2003",
doi = "10.1021/jm020588f",
language = "English",
volume = "46",
pages = "2246--9",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "11",

}

RIS

TY - JOUR

T1 - Design, synthesis, and pharmacology of a highly subtype-selective GluR1/2 agonist, (RS)-2-amino-3-(4-chloro-3-hydroxy-5-isoxazolyl)propionic acid (Cl-HIBO)

AU - Bjerrum, Esben J

AU - Kristensen, Anders S

AU - Pickering, Darryl S

AU - Greenwood, Jeremy R

AU - Nielsen, Birgitte

AU - Liljefors, Tommy

AU - Schousboe, Arne

AU - Bräuner-Osborne, Hans

AU - Madsen, Ulf

AU - Pickering, Darryl

N1 - Keywords: Animals; Cell Survival; Cells, Cultured; Cerebral Cortex; Electrophysiology; Excitatory Amino Acid Agonists; Isoxazoles; Mice; Models, Molecular; Neurons; Oocytes; Propionates; Propionic Acids; Radioligand Assay; Rats; Receptors, AMPA; Receptors, Metabotropic Glutamate; Stereoisomerism; Structure-Activity Relationship; Xenopus laevis

PY - 2003

Y1 - 2003

N2 - On the basis of structural studies, chloro-homoibotenic acid (Cl-HIBO) was designed and synthesized. Cl-HIBO was characterized in binding and electrophysiology experiments on native and cloned subtypes of GluRs. Electrophysiological selectivities ranged from 275 to 1600 for GluR1/2 over GluR3/4. The potent AMPA receptor activity was strongly desensitizing and the neurotoxicity similar to AMPA. Thus, Cl-HIBO is the most subtype selective agonist reported to date on GluR1/2, and offers a new standard for selectively studying subtypes of AMPA receptors.

AB - On the basis of structural studies, chloro-homoibotenic acid (Cl-HIBO) was designed and synthesized. Cl-HIBO was characterized in binding and electrophysiology experiments on native and cloned subtypes of GluRs. Electrophysiological selectivities ranged from 275 to 1600 for GluR1/2 over GluR3/4. The potent AMPA receptor activity was strongly desensitizing and the neurotoxicity similar to AMPA. Thus, Cl-HIBO is the most subtype selective agonist reported to date on GluR1/2, and offers a new standard for selectively studying subtypes of AMPA receptors.

U2 - 10.1021/jm020588f

DO - 10.1021/jm020588f

M3 - Journal article

VL - 46

SP - 2246

EP - 2249

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 11

ER -

ID: 20122633