A new class of isobenzofuran-5-carboxamide derivatives: synthesis, studies on induction of apoptosis and inhibition of cancer cell proliferation

Abstract

Keeping in view that carboxamides have a wide array of biological activities, 1-(4-fluorophenyl)- 1,3 dihydroisobenzofuran-5-carboxylic acid was coupled with aromatic and aliphatic amines to obtain a new series of isobenzofuran-5-carboxamide derivatives. These derivatives were analyzed for their antiproliferative efficacy against human breast cancer cells and prostate cancer cells. All the compounds showed antiproliferative activity against LNCaP prostate cancer cell lines. The compound 4b showed antiproliferative activity against MDA-MB 231 (IC50 =40±1.1 ìM), MCF-7(IC50 =36±1.4ìM), PC3 (IC50=42±1.7 ìM ) and LNCaP (IC50 =20±1.1 ìM ) cancer cells. Compound 4b showing a promising antiproliferative effect induced apoptosis in LNCaP prostate cancer cells. In-silico molecular docking reveals the interaction of the 4b with caspase 7. Additionally, the in-silico pharmacokinetic parameters reflect the drug like properties of the all the synthesized isobenzofuran carboxamides