Synthesis and molecular modeling of novel bio-functional moieties derived from 2-cyanoacetamide-3,4,5-substituted thiophene as human carcinoma growth inhibitors

Abstract

Synthesis of novel bio-functional substituted-thiophene scaffolds (3−15) employing the previously obtainable 2-cyanoacetamide-3, 4, 5-substitued thiophene compound (1) is described through its tandem nucleophilic and cyclization reactions. The structures of the novel compounds are confirmed by micro and spectroscopic analyses. The reactive chemical and biological sites in the molecules are illustrated by computational assay based on their frontier molecular orbitals (FMO’s) study. The synthesized compounds are examined in vitro against selected human cell lines of primary liver cancer (HEPG-2) and mammary gland carcinoma (MCF-7). The preliminary bioassay results indicate that the tested compounds exhibit variable degrees of inhibiting tumors growth respected to their structures.