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Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents

Recently, a new generation of highly promising inhibitors bearing β-keto-enol functionality has emerged. Reported herein is the first synthesis and use of novel designed drugs based on the β-keto-enol group embedded with heterocyclic moieties such as pyrazole, pyridine, and furan, prepared in a one-...

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Autores principales: Radi, Smaail, Tighadouini, Said, Feron, Olivier, Riant, Olivier, Bouakka, Mohammed, Benabbes, Redouane, Mabkhot, Yahia N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332371/
https://www.ncbi.nlm.nih.gov/pubmed/26569202
http://dx.doi.org/10.3390/molecules201119684
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author Radi, Smaail
Tighadouini, Said
Feron, Olivier
Riant, Olivier
Bouakka, Mohammed
Benabbes, Redouane
Mabkhot, Yahia N.
author_facet Radi, Smaail
Tighadouini, Said
Feron, Olivier
Riant, Olivier
Bouakka, Mohammed
Benabbes, Redouane
Mabkhot, Yahia N.
author_sort Radi, Smaail
collection PubMed
description Recently, a new generation of highly promising inhibitors bearing β-keto-enol functionality has emerged. Reported herein is the first synthesis and use of novel designed drugs based on the β-keto-enol group embedded with heterocyclic moieties such as pyrazole, pyridine, and furan, prepared in a one-step procedure by mixed Claisen condensation. All the newly synthesized compounds were characterized by FT-IR, (1)H-NMR, (13)C-NMR, ESI/LC-MS, elemental analysis, and evaluated for their in vitro antiproliferative activity against breast cancer (MDA-MB241) human cell lines and fungal strains (Fusarium oxysporum f.sp albedinis FAO). Three of the synthesized compounds showed potent activity against fungal strains with IC(50) values in the range of 0.055–0.092 µM. The results revealed that these compounds showed better IC(50) values while compared with positive controls.
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spelling pubmed-63323712019-01-24 Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents Radi, Smaail Tighadouini, Said Feron, Olivier Riant, Olivier Bouakka, Mohammed Benabbes, Redouane Mabkhot, Yahia N. Molecules Article Recently, a new generation of highly promising inhibitors bearing β-keto-enol functionality has emerged. Reported herein is the first synthesis and use of novel designed drugs based on the β-keto-enol group embedded with heterocyclic moieties such as pyrazole, pyridine, and furan, prepared in a one-step procedure by mixed Claisen condensation. All the newly synthesized compounds were characterized by FT-IR, (1)H-NMR, (13)C-NMR, ESI/LC-MS, elemental analysis, and evaluated for their in vitro antiproliferative activity against breast cancer (MDA-MB241) human cell lines and fungal strains (Fusarium oxysporum f.sp albedinis FAO). Three of the synthesized compounds showed potent activity against fungal strains with IC(50) values in the range of 0.055–0.092 µM. The results revealed that these compounds showed better IC(50) values while compared with positive controls. MDPI 2015-11-10 /pmc/articles/PMC6332371/ /pubmed/26569202 http://dx.doi.org/10.3390/molecules201119684 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Radi, Smaail
Tighadouini, Said
Feron, Olivier
Riant, Olivier
Bouakka, Mohammed
Benabbes, Redouane
Mabkhot, Yahia N.
Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
title Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
title_full Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
title_fullStr Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
title_full_unstemmed Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
title_short Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
title_sort synthesis of novel β-keto-enol derivatives tethered pyrazole, pyridine and furan as new potential antifungal and anti-breast cancer agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332371/
https://www.ncbi.nlm.nih.gov/pubmed/26569202
http://dx.doi.org/10.3390/molecules201119684
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