Diastereoselective synthesis and structure–affinity relationships of <i>σ</i><sub>1</sub> receptor ligands with spirocyclic scaffold-Reference-Cited by-同舟云学术

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Diastereoselective synthesis and structure–affinity relationships of σ₁ receptor ligands with spirocyclic scaffold

Published:2023 Issue:38 Volume:21 Page:7730-7752
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Winge Tobias¹,Schepmann Dirk¹,Schmidt Judith¹,Daniliuc Constantin²^ORCID,Würthwein Ernst-Ulrich²,Wünsch Bernhard¹^ORCID

Affiliation:

1. Universität Münster, Institut für Pharmazeutische und Medizinische Chemie, Corrensstraße 48, D-48149 Münster, Germany

2. Universität Münster, Organisch-Chemisches Institut and Center for Multiscale Theory and Computation (CMTC), Corrensstraße 40, D-48149 Münster, Germany

Abstract

According to DFT calculations, the synthesis of spirocyclic σ1 ligands involves two aza-Michael additions or a [4 + 2] cycloaddition. Dispiro ligand with a high number of sp3 C-atoms shows promising σ1 affinity, selectivity and physicochemical properties.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB01169K

Reference78 articles.

1. Identification of the gene that codes for the σ2 receptor

2. Rat liver and kidney contain high densities of σ1 and σ2 receptors: characterization by ligand binding and photoaffinity labeling

3. Purification, molecular cloning, and expression of the mammalian sigma1-binding site.

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