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含查尔酮的金属酞菁化合物的 DNA 结合、酶抑制和光化学性质。

DNA-binding, enzyme inhibition, and photochemical properties of chalcone-containing metallophthalocyanine compounds.

机构信息

Akdeniz University, Faculty of Education, Antalya 07058, Turkey.

Ahi Evran University, Faculty of Arts and Sciences, Chemistry Department, 40100 Kırşehir, Turkey.

出版信息

Bioorg Chem. 2018 Dec;81:71-78. doi: 10.1016/j.bioorg.2018.08.002. Epub 2018 Aug 4.

DOI:10.1016/j.bioorg.2018.08.002
PMID:30118987
Abstract

In this study, two novel phthalocyanine complexes were synthesized using their corresponding metal salts and 4-(4-(3-(2,4,5-trimethoxyphenyl)acryloyl)phenoxy)phthalo-nitrile as chalcone ligand (4), which was prepared from the reaction of 4-nitrophthalonitrile with 4-hydroxyphenyl-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (3). These metallophthalocyanines showed good solubility in organic solvents such as CDCl, DCM, THF, DMF, and DMSO. The novel phthalocyanine compounds 4a (Pc-Zn) and 4b (Pc-Co) were characterized using their UV-vis, FT-IR, H NMR, C NMR, and MALDI-TOF mass spectra and elemental analysis. Then the DNA-binding and xanthine oxidase and carbonic anhydrase-I inhibition properties of compounds 4a and 4b were investigated. Photochemical properties (such as singlet oxygen generation and photodegradation) of this novel chalcone phthalocyanine (4a) were determined in dimethyl sulfoxide (DMSO).

摘要

在这项研究中,使用相应的金属盐和 4-(4-(3-(2,4,5-三甲氧基苯基)丙烯酰基)苯氧基)酞菁腈(4)作为查耳酮配体合成了两种新型酞菁配合物,4 是由 4-硝基酞菁腈与 4-羟基-3-(2,4,5-三甲氧基苯基)丙-2-烯-1-酮(3)反应得到的。这些金属酞菁在 CDCl、DCM、THF、DMF 和 DMSO 等有机溶剂中具有良好的溶解性。新型酞菁化合物 4a(Pc-Zn)和 4b(Pc-Co)通过其 UV-vis、FT-IR、H NMR、C NMR 和 MALDI-TOF 质谱和元素分析进行了表征。然后研究了化合物 4a 和 4b 的 DNA 结合以及黄嘌呤氧化酶和碳酸酐酶-I 抑制特性。在二甲基亚砜(DMSO)中测定了这种新型查耳酮酞菁(4a)的光化学性质(如单线态氧生成和光降解)。

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