Bioinorganic interest on Co(II) and Zn(II) complexes of pyrrole-based surfactant ligand: Synthesis, characterization, and in silico-ADME study

Abstract

This study aimed to design and develop surfactant-incorporated drugs to address the issues related to their antibacterial properties and drug delivery systems. Herein, a Schiff base ligand (HL), (E)-N-((1H-pyrrol-3yl)methylene)dodecan-1-amine, and its two metal complexes [[Co(HL)2.2H2O] Cl2.H2O]] (1) and [[Zn(HL)2.Cl] Cl.3H2O]] (2) was synthesized from the seed compounds laurylamine (LA) and pyrrole-3-carboxaldehyde (P3C) by a wet chemical method. They were fully characterized by elemental microanalysis, FT-IR, 1H, 13C NMR, ESI-MS, MALDI-TOF-MS, and UV-visible spectroscopy. Characterization was further accomplished by magnetic moment measurements, powder X-ray diffraction (PXRD), and thermo gravimetric (TGA/DTA) analyses. Based on the executed data, an octahedral geometry was proposed for complex 1 and distorted trigonal bipyramidal geometry for complex 2. This was further authenticated by running the MM2 function in the CsChemOffice Ultra 16 programs to achieve minimum energy. The electrolytic nature of the prepared compounds was evaluated using conductivity measurements. The critical micelle concentration (CMC) values of the complexes were obtained from a graphical plot of concentration versus specific conductivity. The Kirby-Bauer paper disk diffusion technique was used to explore the antibacterial activity of the synthesized compounds. Moreover, the metal complexes exhibited remarkable antibacterial activities. These were further quantified using minimum inhibitory concentration (MIC) tests. An in silico ADME study was conducted to predict the drug-likeliness properties of all synthesized compounds.