Nimczick, Martin and Pemp, Daniela and Darras, Fouad H. and Chen, Xinyu and Heilmann, Joerg and Decker, Michael (2014) Synthesis and biological evaluation of bivalent cannabinoid receptor ligands based on hCCB(2)R selective benzimidazoles reveal unexpected intrinsic properties. BIOORGANIC & MEDICINAL CHEMISTRY, 22 (15). pp. 3938-3946. ISSN 0968-0896, 1464-3391
Full text not available from this repository. (Request a copy)Abstract
The design of bivalent ligands targeting G protein-coupled receptors (GPCRs) often leads to the development of new, highly selective and potent compounds. To date, no bivalent ligands for the human cannabinoid receptor type 2 (hCB(2)R) of the endocannabinoid system (ECS) are described. Therefore, two sets of homobivalent ligands containing as parent structure the hCB(2)R selective agonist 13a and coupled at different attachment positions were synthesized. Changes of the parent structure at these positions have a crucial effect on the potency and efficacy of the ligands. However, we discovered that bivalency has an influence on the effect at both cannabinoid receptors. Moreover, we found out that the spacer length and the attachment position altered the efficacy of the bivalent ligands at the receptors by turning agonists into antagonists and inverse agonists. (C) 2014 Elsevier Ltd. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | PROTEIN-COUPLED RECEPTORS; DELTA-OPIOID RECEPTORS; CB2 AGONISTS; ENDOCANNABINOID SYSTEM; ACTIVE CONSTITUENT; ANTAGONIST; PHARMACOLOGY; 5-SULFONYL-BENZIMIDAZOLES; DERIVATIVES; AFFINITY; Bivalent ligand; Cannabinoid receptor; CB2; Benzimidazole |
| Subjects: | 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 04 Sep 2019 13:39 |
| Last Modified: | 04 Sep 2019 13:39 |
| URI: | https://pred.uni-regensburg.de/id/eprint/9825 |
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