Meier, Kris; Arús-Pous, Josep; Reymond, Jean-Louis (2021). A Potent and Selective Janus Kinase Inhibitor with a Chiral 3D‐Shaped Triquinazine Ring System from Chemical Space. Angewandte Chemie (International ed.), 60(4), pp. 2074-2077. Wiley-VCH 10.1002/anie.202012049
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The generated databases (GDBs) enumerate billions of possible molecules following simple rules of chemical stability and synthetic feasibility. Exploring the GDBs shows that many chiral, 3D‐shaped ring systems, often containing quaternary centers, have never been exploited for drug design. Shown herein is that such ring systems can be useful for medicinal chemistry by using the example of the enantioselective synthesis of triquinazine, a novel chiral piperazine analogue derived from angular triquinane. It is used to design a nanomolar and selective inhibitor of Janus Kinase 1 and is related to the marketed drug Tofacitinib, which is useful for treating autoimmune diseases.
Item Type: |
Journal Article (Original Article) |
|---|---|
Division/Institute: |
08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP) |
UniBE Contributor: |
Meier, Kris, Arus Pous, Josep, Reymond, Jean-Louis |
Subjects: |
500 Science > 570 Life sciences; biology 500 Science > 540 Chemistry |
ISSN: |
1433-7851 |
Publisher: |
Wiley-VCH |
Language: |
English |
Submitter: |
Sandra Tanja Zbinden Di Biase |
Date Deposited: |
19 Jan 2021 09:15 |
Last Modified: |
02 Mar 2023 23:34 |
Publisher DOI: |
10.1002/anie.202012049 |
BORIS DOI: |
10.48350/148881 |
URI: |
https://boris.unibe.ch/id/eprint/148881 |
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