Novel biologically active metallophthalocyanines as promising antioxidant-antibacterial agents: Synthesis, characterization and computational properties

Abstract

This study reports on the synthesis and characterization of non-peripherally tetrasubstituted zinc(II), copper(II) and cobalt(II) phthalocyanines with 4-(trifluoromethylthio)phenoxy substituents. Synthesized compounds were characterized by FT-IR, H-1 NMR, MALDI mass, elemental analysis and UV-Vis spectroscopic methods. By using some parameters obtained from quantum chemical calculations, the activity of the studied ligand (1) against metal atoms was investigated. Based on the obtained results, the NMR, IR and UV-Vis spectra of the ligand (1) in different phases were compared with experimental results. Also, theorical and experimental UV-Vis spectrum values of metallophthalocyanines (2-4) were investigated. Additionally, the possible use of all synthesized metallophthalocyanines for antioxidant and antibacterial agents were investigated. The obtained results showed that CoPc (4) had very good antioxidant activities among others. Although all of the tested metallophthalocyanines (2-4) had some antibacterial activities, ZnPc (2) had the best antibacterial effect against five different bacteria among other metallophthalocyanines tested. (C) 2019 Elsevier B.V. All rights reserved.