Premium
The solvent‐free synthesis of polysubstituted pyrroles by a reusable copper Schiff base complex immobilized on silica coated Fe 3 O 4 , and DNA binding study of one resulting derivative as a potential anticancer drug
Author(s) -
Rakhtshah Jamshid,
Shaabani Behrooz,
Salehzadeh Sadegh,
Hosseinpour Moghadam Neda
Publication year - 2019
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4754
Subject(s) - chemistry , schiff base , pyrrole , copper , fourier transform infrared spectroscopy , nuclear chemistry , infrared spectroscopy , carboxylate , polymer chemistry , organic chemistry , chemical engineering , engineering
We demonstrate herein the synthesis of a new copper Schiff base complex immobilized on silica‐coated Fe 3 O 4 nanoparticles. The structure and composition of this magnetic nanocatalyst were analyzed using Fourier transform infrared (FT‐IR), X‐ray powder diffraction (XRD), vibrating sample magnetometry (VSM), scanning electron microscopy (SEM), energy dispersive X‐ray (EDX) and inductively coupled plasma atomic emission spectroscopy (ICP‐AES). This nanocomposite was found to be an efficient nanocatalyst for the synthesis of polysubstituted pyrrole derivatives and the products were isolated with high turnover number (TON) and high to excellent yields. Among the new synthesized polysubstituted pyrrole derivatives, we explored the first computational and experimental binding study of methyl 1‐benzyl‐4‐(furan‐2‐yl)‐2‐methyl‐1H‐pyrrole‐3‐carboxylate (SP‐10) with calf thymus deoxyribonucleic acid (ct‐DNA), suggesting their application as potential anticancer activity. In addition, the binding modes of SP‐10 with DNA and human serum albumin (HSA) were verified by molecular docking technique.