Synthesis, Characterization, and Anticancer Activity of New Benzofuran Substituted Chalcones

Abstract

Benzofuran derivatives are of great interest in medicinal chemistry and have drawn considerable attention due to their diverse pharmacological profiles including anticancer activity. Similarly, chalcones, which are common substructures of numerous natural products belonging to the flavonoid class, feature strong anticancer properties. A novel series of chalcones, 3-aryl-1-(5-bromo-1-benzofuran-2-yl)-2-propanones propenones (3a–f), were designed, synthesized, and characterized.In vitroantitumor activities of the newly synthesized (3a–f) and previously synthesized (3g–j) chalcone compounds were determined by using human breast (MCF-7) and prostate (PC-3) cancer cell lines. Antitumor properties of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Cell viability assay for the tested chalcone compounds was performed and thelog⁡IC50values of the compounds were calculated after 24-hour treatment. Our results indicate that the tested chalcone compounds show antitumor activity against MCF-7 and PC-3 cell lines (p<0.05).

Synthesis of Azide Functionalized Tetrahydrobenzofurans and their Antineoplastic Study

“…61 I No. 4 to the targeted nucleophiles/sites with appropriate selectivity. 3,4 It is widely known that benzo [b]furan derivatives substituted at C-2 (2 nd numbered carbon of five membered rings in benzofuran) position show cytostatic and/or cytotoxic activity.…”

“…4 to the targeted nucleophiles/sites with appropriate selectivity. 3,4 It is widely known that benzo [b]furan derivatives substituted at C-2 (2 nd numbered carbon of five membered rings in benzofuran) position show cytostatic and/or cytotoxic activity. 5 On scrutinizing the current research on tetrahydrobenzofurans, we can keep a record of the significant work carried out on it and can make a huge list on benzofuran derivatives (for example, ailanthoidol, a neolignan derivative) which makes it a "spectacular" in cancer therapy.…”

Synthesis, Evaluation for Cytotoxicity and Molecular Docking Studies of Benzo[c]furan-Chalcones for Potential to Inhibit Tubulin Polymerization and/or EGFR-Tyrosine Kinase Phosphorylation

“…We considered the anticancer properties of the 2-arylbenzofurans [ 8 , 11 , 12 ] and their photophysical properties as potential photosensitizing anticancer agents [ 11 ] and decided to link the two pharmacophores in order to comprise benzofuran-chalcone hybrids. The most common framework of benzofuran-chalcone hybrids, that we encountered in the literature, have the α,β-unsaturated carbonyl moiety attached to the C-2 or C-3 position of the heterocyclic ring–either through the carbonyl [ 13 , 14 , 15 ] or through the β-carbon [ 16 ]. Very few examples of the benzo[ b ]furan-chalcone hybrids, in which an α,β-unsaturated moiety is appended to the fused benzo ring, existed in the literature [ 17 , 18 , 19 ].…”

Structure-Based Drug Design Studies Toward the Discovery of Novel Chalcone Derivatives as Potential Epidermal Growth Factor Receptor (EGFR) Inhibitors

“…Clearly, as an anticancer agent it is necessary to find drugs with minimum adverse effects those provide more hope for patients. Hence, the use of chalcone derivatives was considered for minimizing unwanted side effects [22,23,24,25]. In addition, several studies revealed the ability of chalcone derivatives to become an important antimicrobial, antifungal, anti-mycobacterial, antimalarial, antiviral, anti-inflammatory, antioxidant, antileishmanial anti-tumor, and anticancer agents [26,27,28].…”