Synthesis, anti-cholinesterease, α-glucosidase inhibitory, antioxidant and DNA nuclease properties of non-peripheral triclosan substituted metal-free, copper(II), and nickel(II) phthalocyanines

摘要

<br/>In this paper, phthalonitrile (3) and non-peripherally tetra triclosan (5-chloro-2-(2,4-dichlorophenoxy)phenol) substituted phthalocyanine (4) and its metallo-phthalocyanine derivatives (5 and 6) were prepared. The structures of novel compounds (3–6) were characterized by spectrophotometric measurements. The acetylcholinesterase (AChE) from Electrophorus electricus, butyrylcholinesterase (BuChE) from equine serum, α-glucosidase from Saccharomyces cerevisiae, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging properties of the compounds (3–6) were investigated using spectrophotometric method. The supercoiled plasmid pBR322 DNA hydrolytic nuclease effects of the compounds (3–6) were investigated on the agarose gel. The compound 5 showed the strongest AChE and BuChE inhibitory properties with IC50 values of 0.86 ± 0.01 and 20.46 ± 2.47 μM, respectively and the SI value of 5 was 23.79. Also, 5 showed the highest α-glucosidase inhibitory and DPPH radical scavenging actions with IC50 values of 25.12 ± 0.62 μM and 1.11 ± 0.02 μM, respectively. The compounds showed no hydrolytic nuclease effects at increasing concentrations against supercoiled plasmid DNA. These results showed that 5 may be a lead compound for further research to develop a novel inhibitor for the treatments of Alzheimer's diseases and Diabetes mellitus.

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