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New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives
In the present work, we report a new class of potent steroid sulphatase (STS) inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives. Within the set of new STS inhibitors, 6-(1-(1,2,3-trifluorophenyl)-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate 3L demonstra...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7744152/ https://www.ncbi.nlm.nih.gov/pubmed/33322953 http://dx.doi.org/10.1080/14756366.2020.1858820 |
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author | Ciupak, Olga Daśko, Mateusz Biernacki, Karol Rachon, Janusz Masłyk, Maciej Kubiński, Konrad Martyna, Aleksandra Demkowicz, Sebastian |
author_facet | Ciupak, Olga Daśko, Mateusz Biernacki, Karol Rachon, Janusz Masłyk, Maciej Kubiński, Konrad Martyna, Aleksandra Demkowicz, Sebastian |
author_sort | Ciupak, Olga |
collection | PubMed |
description | In the present work, we report a new class of potent steroid sulphatase (STS) inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives. Within the set of new STS inhibitors, 6-(1-(1,2,3-trifluorophenyl)-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate 3L demonstrated the highest activity in the enzymatic assay inhibiting the STS activity to 7.98% at 0.5 µM concentration. Furthermore, to verify whether the obtained STS inhibitors are able to pass through the cellular membrane effectively, cell line experiments have been carried out. We found that the lowest STS activities were measured in the presence of compound 3L (remaining STS activity of 5.22%, 27.48% and 99.0% at 100, 10 and 1 nM concentrations, respectively). The measured STS activities for Irosustat (used as a reference) were 5.72%, 12.93% and 16.83% in the same concentration range. Moreover, a determined IC(50) value of 15.97 nM for 3L showed that this compound is a very promising candidate for further preclinical investigations. |
format | Online Article Text |
id | pubmed-7744152 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-77441522021-01-04 New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives Ciupak, Olga Daśko, Mateusz Biernacki, Karol Rachon, Janusz Masłyk, Maciej Kubiński, Konrad Martyna, Aleksandra Demkowicz, Sebastian J Enzyme Inhib Med Chem Research Paper In the present work, we report a new class of potent steroid sulphatase (STS) inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives. Within the set of new STS inhibitors, 6-(1-(1,2,3-trifluorophenyl)-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate 3L demonstrated the highest activity in the enzymatic assay inhibiting the STS activity to 7.98% at 0.5 µM concentration. Furthermore, to verify whether the obtained STS inhibitors are able to pass through the cellular membrane effectively, cell line experiments have been carried out. We found that the lowest STS activities were measured in the presence of compound 3L (remaining STS activity of 5.22%, 27.48% and 99.0% at 100, 10 and 1 nM concentrations, respectively). The measured STS activities for Irosustat (used as a reference) were 5.72%, 12.93% and 16.83% in the same concentration range. Moreover, a determined IC(50) value of 15.97 nM for 3L showed that this compound is a very promising candidate for further preclinical investigations. Taylor & Francis 2020-12-15 /pmc/articles/PMC7744152/ /pubmed/33322953 http://dx.doi.org/10.1080/14756366.2020.1858820 Text en © 2020 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. https://creativecommons.org/licenses/by/4.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Paper Ciupak, Olga Daśko, Mateusz Biernacki, Karol Rachon, Janusz Masłyk, Maciej Kubiński, Konrad Martyna, Aleksandra Demkowicz, Sebastian New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
title | New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
title_full | New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
title_fullStr | New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
title_full_unstemmed | New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
title_short | New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
title_sort | new potent steroid sulphatase inhibitors based on 6-(1-phenyl-1h-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives |
topic | Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7744152/ https://www.ncbi.nlm.nih.gov/pubmed/33322953 http://dx.doi.org/10.1080/14756366.2020.1858820 |
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