Synthesis, structure, cytotoxicity, and antioxidant activity of 2-hydroxy-3-nitro-5-ethylphenylphosphonic acid and its complex with copper(ii)

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2025-05-15 DOI:10.1007/s11172-025-4592-8

V. E. Baulin, G. S. Tsebrikova, Yu. I. Rogacheva, M. A. Lapshina, I. S. Ivanova, E. N. Pyatova, V. P. Solov’ev, A. Yu. Tsivadze

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引用次数: 0

Abstract

2-Hydroxy-3-nitro-5-ethylphenylphosphonic acid (H₃L⁴) and its diethyl (HL⁵) and monoethyl (H₂L⁶) esters were synthesized as part of our continuing research on physicochemical and biological properties of coordination compounds of bioactive metal ions with 2-hydroxyphenylphosphonic acid derivatives. The protonation constants of the compounds H₃L⁴ and H₂L⁶ and the stability constants of copper(ii) complexes with the acid H₃L⁴ were determined by potentiometric titration in water. The complex [Cu(H₂L⁴)₂(H₂O)₂] was synthesized and its structure was suggested based on the elemental analysis data, IR spectra, electronic absorption spectra, and DFT calculations. The toxicity of the acid H₃L⁴ and the complex [Cu(H₂L⁴)₂(H₂O)₂] was evaluated against the HeLa cancer cells (human cervical adenocarcinoma) and the protective effect of these compounds was studied under oxidative stress induced by hydrogen peroxide in HeLa cells.

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2-羟基-3-硝基-5-乙基苯基膦酸及其铜配合物的合成、结构、细胞毒性和抗氧化活性（ⅱ）

合成了2-羟基-3-硝基-5-乙基苯基膦酸（H3L4）及其二乙基酯（HL5）和单乙基酯（H2L6），这是我们继续研究2-羟基苯基膦酸衍生物与生物活性金属离子配位化合物的物理化学和生物学性质的一部分。用电位滴定法测定了化合物H3L4和H2L6的质子化常数以及铜（ii）与酸H3L4配合物在水中的稳定性常数。合成了配合物[Cu(H2L4)2(H2O)2]，并根据元素分析数据、红外光谱、电子吸收光谱和DFT计算对其结构进行了推测。研究了酸H3L4和络合物[Cu(H2L4)2(H2O)2]对人宫颈癌HeLa细胞的毒性，以及过氧化氢诱导HeLa细胞氧化应激的保护作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.