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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...

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Autores principales: Bourzikat, Otmane, El Abbouchi, Abdelmoula, Ghammaz, Hamza, El Brahmi, Nabil, El Fahime, Elmostfa, Paris, Arnaud, Daniellou, Richard, Suzenet, Franck, Guillaumet, Gérald, El Kazzouli, Saïd
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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