Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line
A new eight series of 3-(2-oxo-2H-chromen-3-yl)-5-(substituted phenyl)-1H-pyrazole-1-carbaldehyde derivatives (9–16) were designed and created from coumarin-chalcone derivatives (1–8). The structures of the derivatives were established by using melting point, mass spectrum, IR, 1HNMR, and 13C NMR sp...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Pensoft Publishers
2023-12-01
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| Series: | Pharmacia |
| Online Access: | https://pharmacia.pensoft.net/article/108670/download/pdf/ |
| _version_ | 1797398228104118272 |
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| author | Wafaa Yusuf Khalaf Rita Sabah Elias Leaqaa Abdulredha Raheem |
| author_facet | Wafaa Yusuf Khalaf Rita Sabah Elias Leaqaa Abdulredha Raheem |
| author_sort | Wafaa Yusuf Khalaf |
| collection | DOAJ |
| description | A new eight series of 3-(2-oxo-2H-chromen-3-yl)-5-(substituted phenyl)-1H-pyrazole-1-carbaldehyde derivatives (9–16) were designed and created from coumarin-chalcone derivatives (1–8). The structures of the derivatives were established by using melting point, mass spectrum, IR, 1HNMR, and 13C NMR spectroscopic methods. In vitro antiproliferative activities were evaluated against MCF-7 breast cancer cell line using Microculture Tetrazolium (MTT) assay. The results showed that the compounds 9, 12- 14 has a moderate activity against MCF-7 breast cancer cell line with IC50 61.44, 70.11, 22.6 and 25.99 µg/mL respectively, while the compounds 10,11, 15 and 16 were found to be inactive against studied cell line within IC50 > 100 µg/mL. The possible binding interaction between studied compounds (9–16) and human ER-α (PDB ID: 1ERR) were studied by molecular docking. The results revealed that only the compounds 11 and 16 form π -H interaction with ER-α (PDB ID: 1ERR) within the highest negative values of binding affinity -7.04260 and -7.17308 kcal.mol-1 respectively than the other compounds, while Raloxifene used here as a positive control form a strong ionic bonding with Asp 351 within the binding affinity -9.61928 kcal/mol which is more negative value than the studied compounds. |
| first_indexed | 2024-03-09T01:22:38Z |
| format | Article |
| id | doaj.art-89b060cd98404f578e77aba44c55b509 |
| institution | Directory Open Access Journal |
| issn | 2603-557X |
| language | English |
| last_indexed | 2024-03-09T01:22:38Z |
| publishDate | 2023-12-01 |
| publisher | Pensoft Publishers |
| record_format | Article |
| series | Pharmacia |
| spelling | doaj.art-89b060cd98404f578e77aba44c55b5092023-12-10T11:00:07ZengPensoft PublishersPharmacia2603-557X2023-12-017041487149210.3897/pharmacia.70.e108670108670Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell lineWafaa Yusuf Khalaf0Rita Sabah Elias1Leaqaa Abdulredha Raheem2University of BasrahUniversity of BasrahUniversity of BasrahA new eight series of 3-(2-oxo-2H-chromen-3-yl)-5-(substituted phenyl)-1H-pyrazole-1-carbaldehyde derivatives (9–16) were designed and created from coumarin-chalcone derivatives (1–8). The structures of the derivatives were established by using melting point, mass spectrum, IR, 1HNMR, and 13C NMR spectroscopic methods. In vitro antiproliferative activities were evaluated against MCF-7 breast cancer cell line using Microculture Tetrazolium (MTT) assay. The results showed that the compounds 9, 12- 14 has a moderate activity against MCF-7 breast cancer cell line with IC50 61.44, 70.11, 22.6 and 25.99 µg/mL respectively, while the compounds 10,11, 15 and 16 were found to be inactive against studied cell line within IC50 > 100 µg/mL. The possible binding interaction between studied compounds (9–16) and human ER-α (PDB ID: 1ERR) were studied by molecular docking. The results revealed that only the compounds 11 and 16 form π -H interaction with ER-α (PDB ID: 1ERR) within the highest negative values of binding affinity -7.04260 and -7.17308 kcal.mol-1 respectively than the other compounds, while Raloxifene used here as a positive control form a strong ionic bonding with Asp 351 within the binding affinity -9.61928 kcal/mol which is more negative value than the studied compounds.https://pharmacia.pensoft.net/article/108670/download/pdf/ |
| spellingShingle | Wafaa Yusuf Khalaf Rita Sabah Elias Leaqaa Abdulredha Raheem Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line Pharmacia |
| title | Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line |
| title_full | Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line |
| title_fullStr | Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line |
| title_full_unstemmed | Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line |
| title_short | Design, synthesis and molecular docking study of coumarin pyrazoline derivatives against MCF-7 breast cancer cell line |
| title_sort | design synthesis and molecular docking study of coumarin pyrazoline derivatives against mcf 7 breast cancer cell line |
| url | https://pharmacia.pensoft.net/article/108670/download/pdf/ |
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