Design, synthesis and anticancer activity of amide derivatives of substituted 3-methyl-benzofuran-2-carboxylic acid

• Published in: Synthetic communications Vol. 53; no. 3; pp. 217 - 233
• Main Authors: Patil, Jayashree V., Umar, Shweta, Soni, Rina, Soman, Shubhangi S., Balakrishnan, Suresh
• Format: Journal Article
• Language: English
• Published: PHILADELPHIA Taylor & Francis 01.02.2023; Taylor & Francis Ltd
• Subjects: Anticancer activity; Anticancer properties; Aromatic compounds; aryl sulfonamide piperazine; Assaying; benzofuran derivatives; benzofuran-2-carboxylic acid; Carboxylic acids; Chemistry; Chemistry, Organic; Hydrazides; Hydrazines; Lungs; Physical Sciences; Science & Technology; Substitutes; Sulfonamides; Synthesis; Toxicity; CELLS; benzofuran derivatives; aryl sulfonamide piperazine; Anticancer activity; ROS; hydrazides; benzofuran-2-carboxylic acid; AGENTS
• ISSN: 0039-7911; 1532-2432
• DOI: 10.1080/00397911.2022.2160648

We have designed and synthesized amide derivatives of substituted 3-methyl-benzofuran-2-carboxylic acid with aryl sulfonamide piperazines, aryl hydrazides and aryl hydrazines. All the synthesized compounds were screened for their anticancer activity against lungs cancer cell line (A549) and breast cancer cell line (MCF7) using MTT assay. Compound 12b showed excellent activity against lungs cancer cell line (A549) with IC 50 value of 0.858 µM and compound 10d showed good activity against breast cancer cell line (MCF7) with IC 50 value of 2.07 µM. Hence, compounds 10d and 12b were studied further for their mechanism of cytotoxicity by using EtBr/AO and LDH assay in respective cell lines. The cytostatic potential of compound 10d and 12b was uncurtail by Trypan blue exclusion assay and active involvement of ROS was quantified using DCFH-DA dye. The drug-likeliness and toxicity predictions were done using in-silico-based SwissADME and ProTox-II webserver, which confirmed negligible toxicity (Class IV).