Synthesis and Bioactivity Evaluation of Indole-Thiophene polymer with Molecular Docking Studies

Abstract

Emulsion polymerization of 2-amino-4-(1-benzyl-1H-indol-3-yl) thiophene-3-carbonitrile (ABITC) using ammonium persulfate (APS) afforded two isomers of (PABITC) with high molecular weight. Chemical structure and morphology of the synthesized polymers were investigated by IR, 1HNMR, SEM, and GPC. Nano-capsulation of ABITC, PABITC, and PABITC/Doxorubicin by polyethylene glycol (PEG) was achieved by the nanoprecipitation method. The anti-proliferative activity of the PABITC and nano-capsulation against HepG2, Huh7, and A549 cancer cell lines were investigated using MTT assay. The result obtained indicates that the encapsulation of ABITC inside PEG-NP led to an improvement in their anti-proliferative activity against cancer cell lines compared to ABITC. The PABITC revealed moderate anti-proliferative activity against tested cells and their encapsulation form with PEG-NP revealed no significant change in the activity. Furthermore, the anti-proliferative activity of PABITC-NP was improved after Doxorubicin (DOX) encapsulation against tested cells compared to PABITC -PEG-NP. In addition, PABITC exhibited potent antibacterial activity against tested microbes comparing to ABITC and amikacin. Moreover, the binding mode of the ABITC beside two repeated units inside the active site of the DNA gyrase B chain (PDB ID: 1KIJ) as promising bacterial target and CDK2 enzyme (PDB ID: 1PYE)] as promising cancer target was studied using molecular docking technique.