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Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides
In the present study, new 2-phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazines bearing sulfonamides were synthesized, characterized and evaluated for their anticancer activities. The structures of these derivatives were elucidated by (1)H NMR, (13)C NMR, infrared and high-resolution mass spectromet...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9416205/ https://www.ncbi.nlm.nih.gov/pubmed/36014478 http://dx.doi.org/10.3390/molecules27165238 |
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author | Bourzikat, Otmane El Abbouchi, Abdelmoula Ghammaz, Hamza El Brahmi, Nabil El Fahime, Elmostfa Paris, Arnaud Daniellou, Richard Suzenet, Franck Guillaumet, Gérald El Kazzouli, Saïd |
author_facet | Bourzikat, Otmane El Abbouchi, Abdelmoula Ghammaz, Hamza El Brahmi, Nabil El Fahime, Elmostfa Paris, Arnaud Daniellou, Richard Suzenet, Franck Guillaumet, Gérald El Kazzouli, Saïd |
author_sort | Bourzikat, Otmane |
collection | PubMed |
description | In the present study, new 2-phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazines bearing sulfonamides were synthesized, characterized and evaluated for their anticancer activities. The structures of these derivatives were elucidated by (1)H NMR, (13)C NMR, infrared and high-resolution mass spectrometry for further validation of the target compound structures. The anticancer activities of the new molecules were evaluated against five human cancer cell lines, including A-549, Hs-683, MCF-7, SK-MEL-28 and B16-F10 cell lines using 5-fluorouracil and etoposide as the reference drugs. Among the tested compounds, 4e and 4f exhibited excellent activities in the same range of the positive controls, 5-fluorouracil and etoposide, against MCF-7 and SK-MEL-28 cancer cell lines, with IC(50) values ranging from 1 to 10 μM. The molecular docking studies of 4e and 4f showed a strong binding with some kinases, which are linked to MCF-7 and SK-MEL-28 cancer cell lines. |
format | Online Article Text |
id | pubmed-9416205 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-94162052022-08-27 Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides Bourzikat, Otmane El Abbouchi, Abdelmoula Ghammaz, Hamza El Brahmi, Nabil El Fahime, Elmostfa Paris, Arnaud Daniellou, Richard Suzenet, Franck Guillaumet, Gérald El Kazzouli, Saïd Molecules Article In the present study, new 2-phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazines bearing sulfonamides were synthesized, characterized and evaluated for their anticancer activities. The structures of these derivatives were elucidated by (1)H NMR, (13)C NMR, infrared and high-resolution mass spectrometry for further validation of the target compound structures. The anticancer activities of the new molecules were evaluated against five human cancer cell lines, including A-549, Hs-683, MCF-7, SK-MEL-28 and B16-F10 cell lines using 5-fluorouracil and etoposide as the reference drugs. Among the tested compounds, 4e and 4f exhibited excellent activities in the same range of the positive controls, 5-fluorouracil and etoposide, against MCF-7 and SK-MEL-28 cancer cell lines, with IC(50) values ranging from 1 to 10 μM. The molecular docking studies of 4e and 4f showed a strong binding with some kinases, which are linked to MCF-7 and SK-MEL-28 cancer cell lines. MDPI 2022-08-17 /pmc/articles/PMC9416205/ /pubmed/36014478 http://dx.doi.org/10.3390/molecules27165238 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Bourzikat, Otmane El Abbouchi, Abdelmoula Ghammaz, Hamza El Brahmi, Nabil El Fahime, Elmostfa Paris, Arnaud Daniellou, Richard Suzenet, Franck Guillaumet, Gérald El Kazzouli, Saïd Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides |
title | Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides |
title_full | Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides |
title_fullStr | Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides |
title_full_unstemmed | Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides |
title_short | Synthesis, Anticancer Activities and Molecular Docking Studies of a Novel Class of 2-Phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine Derivatives Bearing Sulfonamides |
title_sort | synthesis, anticancer activities and molecular docking studies of a novel class of 2-phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazine derivatives bearing sulfonamides |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9416205/ https://www.ncbi.nlm.nih.gov/pubmed/36014478 http://dx.doi.org/10.3390/molecules27165238 |
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