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Synthesis, anti-cholinesterease, α-glucosidase inhibitory, antioxidant and DNA nuclease properties of non-peripheral triclosan substituted metal-free, copper(II), and nickel(II) phthalocyanines
Journal of Organometallic Chemistry ( IF 2.1 ) Pub Date : 2020-07-16 , DOI: 10.1016/j.jorganchem.2020.121423
Burak Barut , Ümit Demirbaş

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 (36) 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 (36) were investigated using spectrophotometric method. The supercoiled plasmid pBR322 DNA hydrolytic nuclease effects of the compounds (36) 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.



中文翻译:

非外围三氯生取代的金属酞菁,铜(II)和镍(II)的合成,抗胆碱酯酶,α-葡萄糖苷酶抑制,抗氧化剂和DNA核酸酶特性

本文制备了邻苯二甲腈(3)和非外围四三氯生(5-氯-2-(2,4-二氯苯氧基)苯酚)取代的酞菁(4)及其金属酞菁衍生物(56)。分光光度法测定了新型化合物(36)的结构。从乙酰胆碱酯酶电盘electricus,从马血清,α葡糖苷酶,丁酰胆碱酯酶(BuChE的)酿酒酵母,2,2-二苯基-1-苦基苯肼(DPPH)(化合物的自由基清除性质3 - 6用分光光度法研究。化合物(的超螺旋质粒pBR322 DNA水解核酸酶作用3 - 6)对琼脂糖凝胶进行了调查。化合物5表现出最强的AChE和BuChE抑制特性,IC 50值分别为0.86±0.01和20.46±2.47μM,SI值为5为23.79。同样,5显示出最高的α-葡萄糖苷酶抑制作用和DPPH自由基清除作用,IC 50值分别为25.12±0.62μM和1.11±0.02μM。化合物对超螺旋质粒DNA浓度升高时,没有显示出水解核酸酶的作用。这些结果表明5 可能是进一步研究开发用于治疗阿尔茨海默氏病和糖尿病的新型抑制剂的先导化合物。

更新日期:2020-07-24
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