Rustler, Karin and Maleeva, Galyna and Bregestovski, Piotr and Koenig, Burkhard (2019) Azologization of serotonin 5-HT3 receptor antagonists. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 15. pp. 780-788. ISSN 1860-5397,
Full text not available from this repository. (Request a copy)Abstract
The serotonin 5-hydroxytryptamine 3 receptor (5-HT3R) plays a unique role within the seven classes of the serotonin receptor family, as it represents the only ionotropic receptor, while the other six members are G protein-coupled receptors (GPCRs). The 5-HT3 receptor is related to chemo-/radiotherapy provoked emesis and dysfunction leads to neurodevelopmental disorders and psychopathologies. Since the development of the first serotonin receptor antagonist in the early 1990s, the range of highly selective and potent drugs expanded based on various chemical structures. Nevertheless, on-off-targeting of a pharmacophore's activity with high spatiotemporal resolution as provided by photopharmacology remains an unsolved challenge bearing additionally the opportunity for detailed receptor examination. In the presented work, we summarize the synthesis, photochromic properties and in vitro characterization of azobenzene-based photochromic derivatives of published 5-HT3R antagonists. Despite reported proof of principle of direct azologization, only one of the investigated derivatives showed antagonistic activity lacking isomer specificity.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CENTRAL-NERVOUS-SYSTEM; PHOTOCHROMIC AGONIST; DERIVATIVES; PHOTOREGULATION; PHOTOSWITCHES; PHOTOCONTROL; PHARMACOLOGY; DISCOVERY; DEPLETION; GLUTAMATE; azobenzene; 5-HT3R; ion currents; photopharmacology; serotonin |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 15 Apr 2020 10:37 |
| Last Modified: | 15 Apr 2020 10:37 |
| URI: | https://pred.uni-regensburg.de/id/eprint/27337 |
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