Peripheral or nonperipheral tetra-[4-(9H-carbazol-9-yl)phenoxy] substituted cobalt(II), manganese(III) phthalocyanines: Synthesis, acetylcholinesterase, butyrylcholinesterase, and alpha-glucosidase inhibitory effects and anticancer activities

Abstract

In this work, peripheral or nonperipheral tetra-[4-(9H-carbazol-9-yl)phenoxy] substituted cobalt(II), manganese (III) phthalocyanines were synthesized for the first time. Their acetylcholinesterase fromElectrophorus electricus(AChE), butyrylcholinesterase equine serum (BuChE), and alpha-glucosidaseSaccharomyces cerevisiaeinhibition were investigated spectrophotometrically. Finally, in vitro cytotoxicities of the compounds were investigated on human neuroblastoma (SH-SY5Y) cell line using MTT cell viability assay. the compounds inhibited to enzymes in the range of 7.39 +/- 0.25-35.29 +/- 2.49 mu M with IC(50)values for AChE and 14.38 +/- 0.66-58.02 +/- 4.94 mu M for BuChE as compared with galantamine, which used as a positive control. For alpha-glucosidase, all compounds had stronger inhibition action than acarbose according to the IC(50)values. the IC(50)values of N-Co and N-Mn were found to be 3.05 +/- 0.10 and 15.82 +/- 1.85 mu M, respectively. the results of cytotoxicity showed that the IC(50)values were above 100 mu M showing the compounds had low cytotoxic action against SH-SY5Y cell line for 24 h. Overall, carbazole substituted nonperipheral compounds can be considered as a potential agent for the treatment of Alzheimer's diseases and diabetes mellitus.