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

Molecules

Smaail Radi¹  Said Tighadouini¹  Olivier Feron⁴  Olivier Riant²  Mohammed Bouakka⁵  Redouane Benabbes⁵  Yahia N. Mabkhot³ 

[1] Department of Chemistry, Faculty of Sciences, University Mohamed I, Oujda-60000, Morocco;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;Department of Chemistry, Faculty of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia;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;Department of Biologie, Faculty of Sciences, University Mohamed I, Oujda-60000, Morocco;

关键词: keto-enols;    heterocycles;    breast cancer;    fungal strains;   

DOI  :  10.3390/molecules201119684

来源: mdpi

【 摘 要 】

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, ¹³C-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.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.