Synthesis, anticancer and molecular docking studies of benzofuran derivatives

Abstract

A series of novel benzofuran scaffolds of amino pyrimidines (5a-5s) and azetidinones (17a-17j) were synthesized as potent bi-heterocyclic molecules. All the newly synthesized compounds were confirmed by spectral studies. These synthesized compounds were screened for in vivo anticancer activity. Compounds 5s, 5r and 17b displayed the highest anticancer activity against Ehrlich ascites carcinoma cells, and docking study of all the synthesized title compounds was carried out using Molegro Virtual Docker on GABA receptor-associated protein-like 1 cancer receptor. These studies revealed the importance of benzofuran, amino pyrimidines and azetidinone nucleus for their anticancer activity.

Two closely related 2-(benzofuran-2-yl)-2-oxoethyl benzoates: structural differences and C—H...O hydrogen-bonded supramolecular assemblies

“…Those with substitution(s) at their C-2 and/or C-3 positions are important. Important biological activity such as anticancer (Swamy et al, 2015), anti-acetylcholinesterase (Zhou et al, 2010), antimicrobial (Ugale et al, 2012) and antioxidant (Naik et al, 2013) actions exhibited by this scaffold have attracted the attention of synthetic chemists. Some of the biological and medicinal significance of benzofuran derivatives (Nevagi et al, 2015) have been discussed in review reports.…”

Steric repulsion and supramolecular assemblies via a two-dimensional plate by C—H...O hydrogen bonds in two closely related 2-(benzofuran-2-yl)-2-oxoethyl benzoates

“…Benzofurans are an important class of heterocyclic compounds with fused benzene and furan rings. The benzofuran nucleus has been widely used as the building block for various biologically active compounds due to its broad range of pharmacological properties (Swamy et al, 2015;Zhou et al, 2010;Rangaswamy et al, 2012). Benzofuran derivatives, especially with substituents at their C-2 position, are commonly found in natural products and synthetic compounds.…”

Synthesis of Diiodo-Functionalized Benzo[b]furans via Electrophilic Iodocyclization

“…1 Accordingly, natural and synthetic heteroaromatic compounds have been employed as drugs. 2 Focusing on benzo[b]furans (1), we came across an important subclass of heterocyclic aromatic compounds, which comprises various biological activities, such as anticancer, [3][4][5][6] antiviral, 7-9 anti-inflammatory, [10][11][12] and immunosuppressive. 13,14 In this sense, we present the structures of the benzo[b]furans obovaten (2), a natural product with pronounced antitumor activity, 15,16 and amiodarone (3), a commercial antiarrhythmic drug 17 ( Figure 1).…”