Journal of Medicinal Chemistry

, volume 39 , issue 21 , pages 4275-4284

Molecular Basis of Peripheral vs Central Benzodiazepine Receptor Selectivity in a New Class of Peripheral Benzodiazepine Receptor Ligands Related to Alpidem

Maurizio Anzini ¹

A. Cappelli ¹

Salvatore Vomero ¹

Gianluca Giorgi ¹

Thierry Langer ¹

Giancarlo Bruni ¹

Maria R Romeo ¹

Anthony S. Basile ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Dipartimento Farmaco Chimico Tecnologico, Università di Siena, Via Banchi di Sotto 55, 53100 Siena, Italy, Centro Interdipartimentale di Analisi e Determinazioni Strutturali, Università di Siena, via P.A. Mattioli 10, 53100 Siena, Italy, Institute of Pharmaceutical Chemistry, University of Innsbruck, Innrain 52A, A-6020 Innsbruck, Austria, Istituto di Farmacologia, Università di Siena, Le Scotte 6, 53100 Siena, Italy, and Laboratory of Neuroscience, NIDDKD, National Institutes of Health, Bethesda,... |

Publication type: Journal Article

Publication date: 1996-01-01

American Chemical Society (ACS)

Journal of Medicinal Chemistry

scimago Q1

wos Q1

SJR: 1.801

CiteScore: 11.5

Impact factor: 6.8

ISSN: 00222623, 15204804

DOI: 10.1021/jm960325j

Copy DOI

PubMed ID: 8863805

Drug Discovery

Molecular Medicine

Abstract

Alpidem (1), the anxiolytic imidazopyridine, has nanomolar binding affinity for both the central benzodiazepine receptor (CBR) and the peripheral benzodiazepine receptor (PBR). A novel class of PBR ligands related to alpidem has been designed by comparing the interaction models of alpidem with PBR and CBR. Several compounds in this class have shown high selectivity for PBR vs CBR, and the selectivity has been discussed in terms of interaction models. The binding behavior of the three selected compounds was extensively studied by competition and saturation assays, and the results suggest that they are capable of recognizing two sites labeled by [3H]PK11195. The molecular structure of one of the most active compounds (4e) has been determined by X-ray diffraction and compared with that of alpidem. Molecular modeling studies suggest that the bioactive conformation of 4e is likely to be very similar to the conformation found in the crystal.

Found

2 citations

Mokrov Grigory

🥼 🤝

DSc in Chemistry

109 publications, 395 citations

h-index: 10

Federal Research Center for Innovator and Emerging Biomedical and Pharmaceutical Technologies

Research interests

Medicinal Chemistry

1 citation

Osipov Sergey

DSc in Chemistry

138 publications, 2 762 citations, 3 reviews

h-index: 29

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

1 citation

Pantileev Andrey

9 publications, 38 citations

h-index: 4

Federal Research Center for Innovator and Emerging Biomedical and Pharmaceutical Technologies

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Anzini M. et al. Molecular Basis of Peripheral vs Central Benzodiazepine Receptor Selectivity in a New Class of Peripheral Benzodiazepine Receptor Ligands Related to Alpidem // Journal of Medicinal Chemistry. 1996. Vol. 39. No. 21. pp. 4275-4284.

GOST all authors (up to 50) Copy

Anzini M., Cappelli A., Vomero S., Giorgi G., Langer T., Bruni G., Romeo M. R., Basile A. S. Molecular Basis of Peripheral vs Central Benzodiazepine Receptor Selectivity in a New Class of Peripheral Benzodiazepine Receptor Ligands Related to Alpidem // Journal of Medicinal Chemistry. 1996. Vol. 39. No. 21. pp. 4275-4284.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/jm960325j

UR - https://doi.org/10.1021/jm960325j

TI - Molecular Basis of Peripheral vs Central Benzodiazepine Receptor Selectivity in a New Class of Peripheral Benzodiazepine Receptor Ligands Related to Alpidem

T2 - Journal of Medicinal Chemistry

AU - Anzini, Maurizio

AU - Cappelli, A.

AU - Vomero, Salvatore

AU - Giorgi, Gianluca

AU - Langer, Thierry

AU - Bruni, Giancarlo

AU - Romeo, Maria R

AU - Basile, Anthony S.

PY - 1996

DA - 1996/01/01

PB - American Chemical Society (ACS)

SP - 4275-4284

IS - 21

VL - 39

PMID - 8863805

SN - 0022-2623

SN - 1520-4804

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{1996_Anzini,

author = {Maurizio Anzini and A. Cappelli and Salvatore Vomero and Gianluca Giorgi and Thierry Langer and Giancarlo Bruni and Maria R Romeo and Anthony S. Basile},

title = {Molecular Basis of Peripheral vs Central Benzodiazepine Receptor Selectivity in a New Class of Peripheral Benzodiazepine Receptor Ligands Related to Alpidem},

journal = {Journal of Medicinal Chemistry},

year = {1996},

volume = {39},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://doi.org/10.1021/jm960325j},

number = {21},

pages = {4275--4284},

doi = {10.1021/jm960325j}

}

MLA

Cite this

MLA Copy

Anzini, Maurizio, et al. “Molecular Basis of Peripheral vs Central Benzodiazepine Receptor Selectivity in a New Class of Peripheral Benzodiazepine Receptor Ligands Related to Alpidem.” Journal of Medicinal Chemistry, vol. 39, no. 21, Jan. 1996, pp. 4275-4284. https://doi.org/10.1021/jm960325j.

Publisher

American Chemical Society (ACS)

Journal

Journal of Medicinal Chemistry

scimago Q1

wos Q1

SJR

1.801

CiteScore

11.5

Impact factor

6.8

ISSN

00222623 (Print)

15204804 (Electronic)