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Synthesis, Biological Evaluation and Structure–Activity Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors
[Image: see text] A series of derivatives of the potent dual soluble epoxide hydrolase (sEH)/5-lipoxygenase-activating protein (FLAP) inhibitor diflapolin was designed, synthesized, and characterized by (1)H NMR, (13)C NMR, and elemental analysis. These novel compounds were biologically evaluated fo...
| Autores principales: | , , , , , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical
Society
2018
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331193/ https://www.ncbi.nlm.nih.gov/pubmed/30655948 http://dx.doi.org/10.1021/acsmedchemlett.8b00415 |
| _version_ | 1783387103110889472 |
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| author | Vieider, Lisa Romp, Erik Temml, Veronika Fischer, Jana Kretzer, Christian Schoenthaler, Martin Taha, Abdulla Hernández-Olmos, Victor Sturm, Sonja Schuster, Daniela Werz, Oliver Garscha, Ulrike Matuszczak, Barbara |
| author_facet | Vieider, Lisa Romp, Erik Temml, Veronika Fischer, Jana Kretzer, Christian Schoenthaler, Martin Taha, Abdulla Hernández-Olmos, Victor Sturm, Sonja Schuster, Daniela Werz, Oliver Garscha, Ulrike Matuszczak, Barbara |
| author_sort | Vieider, Lisa |
| collection | PubMed |
| description | [Image: see text] A series of derivatives of the potent dual soluble epoxide hydrolase (sEH)/5-lipoxygenase-activating protein (FLAP) inhibitor diflapolin was designed, synthesized, and characterized by (1)H NMR, (13)C NMR, and elemental analysis. These novel compounds were biologically evaluated for their inhibitory activity against sEH and FLAP. Molecular modeling tools were applied to analyze structure–activity relationships (SAR) on both targets. Results show that even small modifications on the lead compound diflapolin markedly influence the inhibitory potential, especially on FLAP, suggesting very narrow SAR. |
| format | Online Article Text |
| id | pubmed-6331193 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | American Chemical
Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-63311932019-01-17 Synthesis, Biological Evaluation and Structure–Activity Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors Vieider, Lisa Romp, Erik Temml, Veronika Fischer, Jana Kretzer, Christian Schoenthaler, Martin Taha, Abdulla Hernández-Olmos, Victor Sturm, Sonja Schuster, Daniela Werz, Oliver Garscha, Ulrike Matuszczak, Barbara ACS Med Chem Lett [Image: see text] A series of derivatives of the potent dual soluble epoxide hydrolase (sEH)/5-lipoxygenase-activating protein (FLAP) inhibitor diflapolin was designed, synthesized, and characterized by (1)H NMR, (13)C NMR, and elemental analysis. These novel compounds were biologically evaluated for their inhibitory activity against sEH and FLAP. Molecular modeling tools were applied to analyze structure–activity relationships (SAR) on both targets. Results show that even small modifications on the lead compound diflapolin markedly influence the inhibitory potential, especially on FLAP, suggesting very narrow SAR. American Chemical Society 2018-11-29 /pmc/articles/PMC6331193/ /pubmed/30655948 http://dx.doi.org/10.1021/acsmedchemlett.8b00415 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited. |
| spellingShingle | Vieider, Lisa Romp, Erik Temml, Veronika Fischer, Jana Kretzer, Christian Schoenthaler, Martin Taha, Abdulla Hernández-Olmos, Victor Sturm, Sonja Schuster, Daniela Werz, Oliver Garscha, Ulrike Matuszczak, Barbara Synthesis, Biological Evaluation and Structure–Activity Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors |
| title | Synthesis, Biological Evaluation and Structure–Activity
Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors |
| title_full | Synthesis, Biological Evaluation and Structure–Activity
Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors |
| title_fullStr | Synthesis, Biological Evaluation and Structure–Activity
Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors |
| title_full_unstemmed | Synthesis, Biological Evaluation and Structure–Activity
Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors |
| title_short | Synthesis, Biological Evaluation and Structure–Activity
Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors |
| title_sort | synthesis, biological evaluation and structure–activity
relationships of diflapolin analogues as dual seh/flap inhibitors |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331193/ https://www.ncbi.nlm.nih.gov/pubmed/30655948 http://dx.doi.org/10.1021/acsmedchemlett.8b00415 |
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