Synthesis, Molecular Docking Study, and Cytotoxic Activity against MCF Cells of New Thiazole–Thiophene Scaffolds

Abstract

Investigating novel compounds that may be useful in designing new, less toxic, selective, and potent breast anticancer agents is still the main challenge for medicinal chemists. Thus, in the present work, acetylthiophene was used as a building block to synthesize a novel series of thiazole-bearing thiophene derivatives. The structures of the synthesized compounds were elucidated based on elemental analysis and spectral measurements. The cytotoxic activities of the synthesized compounds were evaluated against MCF-7 tumor cells and compared to a cisplatin reference drug, and against the LLC-Mk2 normal cell line using the MTT assay, and the results revealed promising activities for compounds 4b and 13a. The active compounds were subjected to molecular modeling using MOE 2019, the pharmacokinetics were studied using SwissADME, and a toxicity radar was obtained from the biological screening data. The results obtained from the computational studies supported the results obtained from the anticancer biological studies.

Synthesis and Molecular Docking of Some Novel 3-Thiazolyl-Coumarins as Inhibitors of VEGFR-2 Kinase

“…On the other hand, thiazoles are considered to be important chemical synthons found in a variety of pharmacologically active compounds [ 24 ]. They possess a wide range of biological activities as anticancer, antimicrobial and anti-inflammatory agents [ 25 , 26 , 27 ]. Some thiazole derivatives were reported as type II VEGFR-2 inhibitors with similar activity compared with the Sorafenib reference drug ( Figure 2 ) [ 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 ].…”

Fluorenone–thiazolidine-4-one scaffolds as antidiabetic and antioxidant agents: design, synthesis, X-ray crystal structures, and binding and computational studies

“…1) have been found to be powerful PPARd agonists and a-glucosidase inhibitors for the treatment of T2DM. The widespread use of the thiazolidine-4-one ring, on the other hand, has exhibited a wide range of biological activities including anticancer, [9][10][11][12][13] antituberculosis, 14 antiviral, 15 antimicrobial, 16 antimycobacterial, 17 and anti-HIV. 18,19 Furthermore, biologically active molecule hybridization is a potent drug discovery approach that has been used to treat a number of ailments.…”

Synthesis, Molecular Docking Study, and Cytotoxicity Evaluation of Some Novel 1,3,4-Thiadiazole as Well as 1,3-Thiazole Derivatives Bearing a Pyridine Moiety

“…Under the influence of the findings mentioned above, continuous efforts were performed to synthesize innovative anticancer compounds [ 13 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 ]. The present report aims to elaborate on the new series of thiadiazole-pyridines as well as thiazole-pyridines that might have cytotoxic effects via the inhibition of protein Epidermal Growth Factor Tyrosine Kinase receptor (EGFR TK), which plays an essential mediating role in cell proliferation, angiogenesis, apoptosis, and metastatic spread compared with reference drugs.…”