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Peripheral or nonperipheral tetra‐[4‐(9H‐carbazol‐9‐yl)phenoxy] substituted cobalt(II), manganese(III) phthalocyanines: Synthesis, acetylcholinesterase, butyrylcholinesterase, and α‐glucosidase inhibitory effects and anticancer activities
Applied Organometallic Chemistry ( IF 3.9 ) Pub Date : 2020-09-10 , DOI: 10.1002/aoc.6021
Burak Barut 1 , Turgut Keleş 2 , Zekeriya Biyiklioglu 3 , Can Özgür Yalçın 4, 5
Affiliation  

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 from Electrophorus electricus (AChE), butyrylcholinesterase equine serum (BuChE), and α‐glucosidase Saccharomyces cerevisiae inhibition 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 μM with IC50 values for AChE and 14.38 ± 0.66–58.02 ± 4.94 μM for BuChE as compared with galantamine, which used as a positive control. For α‐glucosidase, all compounds had stronger inhibition action than acarbose according to the IC50 values. The IC50 values of NCo and NMn were found to be 3.05 ± 0.10 and 15.82 ± 1.85 μM, respectively. The results of cytotoxicity showed that the IC50 values were above 100 μM 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.

中文翻译:

外围或非外围的四[4-(9H-咔唑-9-基)苯氧基]取代的钴(II),锰(III)酞菁类化合物:合成,乙酰胆碱酯酶,丁酰胆碱酯酶和α-葡萄糖苷酶抑制作用和抗癌活性

在这项工作中,首次合成了外围或非外围的四[4-(9 H-咔唑-9-基)苯氧基]取代的钴(II),锰(III)酞菁。用分光光度法研究了它们对来自电泳(AChE)的乙酰胆碱酯酶,丁酰胆碱酯酶马血清(BuChE)和α-葡萄糖苷酶酿酒酵母的抑制作用。最后,使用MTT细胞活力测定法研究了化合物对人成神经细胞瘤(SH-SY5Y)细胞系的体外细胞毒性。使用IC 50时,化合物对酶的抑制作用范围为7.39±0.25–35.29±2.49μM与加兰他敏相比,AChE的AChE值为14.38±0.66-58.02±4.94μM,而加兰他敏用作阳性对照。对于α-葡萄糖苷酶,根据IC 50值,所有化合物均比阿卡波糖具有更强的抑制作用。发现NCoNMn的IC 50值分别为3.05±0.10和15.82±1.85μM。细胞毒性的结果表明,IC 50值高于100μM,表明该化合物对SH‐SY5Y细胞系24小时的细胞毒作用较低。总体而言,咔唑取代的非外围化合物可被视为治疗阿尔茨海默氏病和糖尿病的潜在药物。
更新日期:2020-09-10
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