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https://doi.org/10.21256/zhaw-1690| Publication type: | Article in scientific journal |
| Type of review: | Peer review (publication) |
| Title: | Targeted fluoro positioning for the discovery of a potent and highly selective matrix metalloproteinase inhibitor |
| Authors: | Fischer, Thomas Riedl, Rainer |
| DOI: | 10.1002/open.201600158 10.21256/zhaw-1690 |
| Published in: | ChemistryOpen |
| Volume(Issue): | 6 |
| Issue: | 2 |
| Page(s): | 192 |
| Pages to: | 195 |
| Issue Date: | 2017 |
| Publisher / Ed. Institution: | Wiley |
| ISSN: | 2191-1363 |
| Language: | English |
| Subjects: | Medicinal chemistry; Drug discovery; Drug design |
| Subject (DDC): | 572: Biochemistry 615: Pharmacology and therapeutics |
| Abstract: | The incorporation of fluorine atoms into functional molecules is of wide interest in synthetic organic chemistry as well as cognate disciplines. In particular, in medicinal chemistry, there is a strong desire to positively influence the physicochemical molecular properties of drug compounds by introducing fluorine into biologically active molecules. Here, we present targeted fluoro positioning as the key design principle of converting a weak matrix metalloproteinase-13 (MMP-13 ) inhibitor into a very potent (IC50 = 6nM) and highly selective (selectivity factors of > 1000 over MMP-1, 2, 3, 7, 8, 9, 10, 12, 14) inhibitor with excellent plasma and microsomal stability, and no binding to the hERG channel (hERG: human ether-a-go-go related gene). |
| URI: | https://digitalcollection.zhaw.ch/handle/11475/2857 |
| Fulltext version: | Published version |
| License (according to publishing contract): | CC BY-NC-ND 4.0: Attribution - Non commercial - No derivatives 4.0 International |
| Departement: | Life Sciences and Facility Management |
| Organisational Unit: | Institute of Chemistry and Biotechnology (ICBT) |
| Appears in collections: | Publikationen Life Sciences und Facility Management |
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|---|---|---|---|---|
| 2017_Fischer_Targeted fluoro positioning_ChemistryOpen.pdf | 695.06 kB | Adobe PDF |  View/Open |
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Fischer, T., & Riedl, R. (2017). Targeted fluoro positioning for the discovery of a potent and highly selective matrix metalloproteinase inhibitor. ChemistryOpen, 6(2), 192–195. https://doi.org/10.1002/open.201600158
Fischer, T. and Riedl, R. (2017) ‘Targeted fluoro positioning for the discovery of a potent and highly selective matrix metalloproteinase inhibitor’, ChemistryOpen, 6(2), pp. 192–195. Available at: https://doi.org/10.1002/open.201600158.
T. Fischer and R. Riedl, “Targeted fluoro positioning for the discovery of a potent and highly selective matrix metalloproteinase inhibitor,” ChemistryOpen, vol. 6, no. 2, pp. 192–195, 2017, doi: 10.1002/open.201600158.
FISCHER, Thomas und Rainer RIEDL, 2017. Targeted fluoro positioning for the discovery of a potent and highly selective matrix metalloproteinase inhibitor. ChemistryOpen. 2017. Bd. 6, Nr. 2, S. 192–195. DOI 10.1002/open.201600158
Fischer, Thomas, and Rainer Riedl. 2017. “Targeted Fluoro Positioning for the Discovery of a Potent and Highly Selective Matrix Metalloproteinase Inhibitor.” ChemistryOpen 6 (2): 192–95. https://doi.org/10.1002/open.201600158.
Fischer, Thomas, and Rainer Riedl. “Targeted Fluoro Positioning for the Discovery of a Potent and Highly Selective Matrix Metalloproteinase Inhibitor.” ChemistryOpen, vol. 6, no. 2, 2017, pp. 192–95, https://doi.org/10.1002/open.201600158.
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