title: Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents.
abstract: 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, ¹H-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 IC50 values in the range of 0.055-0.092 µM. The results revealed that these compounds showed better IC50 values while compared with positive controls.
authors.affiliation: Department of Chemistry, Faculty of Sciences, University Mohamed I, Oujda-60000, Morocco. radi_smaail@yahoo.fr.
authors.forename: Smaail
authors.initials: S
authors.lastname: Radi
authors.affiliation: Department of Chemistry, Faculty of Sciences, University Mohamed I, Oujda-60000, Morocco. tighadouinis@gmail.com.
authors.forename: Said
authors.initials: S
authors.lastname: Tighadouini
authors.affiliation: Angiogenesis and Cancer Research Lab, Pole of Pharmacology and Therapeutics-FATH5349, Institute of Experimental and Clinical Research, Université catholique de Louvain (UCL), Brussels 1200, Belgium. olivier.feron@uclouvain.be.
authors.forename: Olivier
authors.initials: O
authors.lastname: Feron
authors.affiliation: Molecules, Solids and Reactivity (MOST), Institute of Condensed Mater and Nanosciences (IMCN), Université catholique de Louvain (UCL), Place Louis Pasteur 1, Louvain-la-Neuve 1348, Belgium. olivier.riant@uclouvain.be.
authors.forename: Olivier
authors.initials: O
authors.lastname: Riant
authors.affiliation: Department of Biologie, Faculty of Sciences, University Mohamed I, Oujda-60000, Morocco. bouakkam@yahoo.fr.
authors.forename: Mohammed
authors.initials: M
authors.lastname: Bouakka
authors.affiliation: Department of Biologie, Faculty of Sciences, University Mohamed I, Oujda-60000, Morocco. red.bes72@gmail.com.
authors.forename: Redouane
authors.initials: R
authors.lastname: Benabbes
authors.affiliation: Department of Chemistry, Faculty of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia. yahia@ksu.edu.sa.
authors.forename: Yahia N
authors.initials: YN
authors.lastname: Mabkhot
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D005260:Female; D005658:Fungi / Q000187:drug effects; D005663:Furans / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D000970:Antineoplastic Agents; D005663:Furans; D011720:Pyrazoles; D011725:Pyridines; C031280:pyrazole; C023666:pyridine; C039281:furan
keywords: breast cancer; fungal strains; heterocycles; keto-enols