Synthesis and cytotoxicity of thieno[2,3-b]pyridine derivatives toward sensitive and multidrug-resistant leukemia cells
Al-Trawneh S.A. Tarawneh A.H. Gadetskaya A.V. Seo E.-J. Al-TaAni M.R. Al-Taweel S.A. El-Abadelah M.M.
2021Slovensko Kemijsko Drustvo
Acta Chimica Slovenica
2021#68Issue 2458 - 465 pp.
A new series of substituted ethyl 7-cyclopropyl-2-(2-aryloxo)-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-car-boxylates 3a-e were prepared by utilizing ethyl 2-chloro-7-cyclopropyl-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyri-dine-5-carboxylate (1) and replacing of the 2-chlorine with anions obtained from phenol (2a), salicylaldehyde derivatives 2b-d or thiophenol (2e), leading to the respective ethyl 7-cyclopropyl-2-(2-aryloxo)-3-nitro-4-oxo-4,7-dihydroth-ieno[2,3-b]pyridine-5-carboxylates 3a-e. The new compounds were evaluated for their in vitro cytotoxicity towards sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells. The screening revealed that compounds 3a, 3b, and 3e inhibited the growth of both cell lines. Compound 3b, with a phenol moiety, exhibited the highest growth inhibitory activity against CEM/ADR5000 and CCRF-CEM cells with IC50 values 4.486 ± 0.286 and 2.580 ± 0.550 µM, respectively. Collectively, the presented results demonstrate that the synthesized thieno[2,3-b]pyridines warrant further exploration for potential use as anti-cancer agents.
Cytotoxicity , Multidrug resistance , Thieno[2,3-b]pyridine
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Chemistry Department, Faculty of Science, Mutah University, Karak, 61710, Jordan
Chemistry and Chemical Technology Department, Faculty of Science, Tafila Technical University, Tafila, 61610, Jordan
School of Chemistry and Chemical Technology, Al-Farabi Kazakh National University, Almaty, 050040, Kazakhstan
Department of Pharmaceutical Biology, Institute of Pharmaceutical and Biomedical Sciences, Johannes Gutenberg University, Staudinger Weg 5, Mainz, 55128, Germany
Chemistry Department, Faculty of Science, The University of Jordan, Amman, 11942, Jordan
Chemistry Department
Chemistry and Chemical Technology Department
School of Chemistry and Chemical Technology
Department of Pharmaceutical Biology
Chemistry Department
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