Abstract

New tetrazole-containing derivatives of morpholin-4-yl-1,3,5-triazine and 4-methylpiperidin-1-yl-1,3,5-triazine were synthesized. The cytotoxic activity of the obtained compounds against human liver Huh-7 and human lung A549 tumor cell lines was tested by MTT assay. It was demonstrated that these substances do not show pronounced cytotoxic effects. The most significant antitumor activity was exhibited by 1,3,5-triazine containing a 5-phenyltetrazol-2-ylacetohydrazide moiety and a 4-methylpiperidine ring as substituents, as well as by 1,3,5-triazine bearing a 5-methyl-1H-tetrazol-1-ylacetohydrazide moiety and two morpholine rings. For these compounds, the interaction with DNA was studied by UV spectroscopy. Also, for N'-(4,6-dimorpholino-1,3,5-triazin-2-yl)-2-(5-methyl-1H-tetrazol-1-yl)acetohydrazide, the DNA binding constant was determined (K_bin 9.02×10⁴ M⁻¹), and the ability to inhibit the tyrosine kinase domain of the cell-surface receptors was evaluated. It was shown that the studied tetrazole-containing 1,3,5-triazine derivatives do not exhibit antioxidant activity against NO radicals and do not cause photoinduced hemolysis.

中文翻译：

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吗啉-4-基-1,3,5-三嗪和4-甲基哌啶-1-基-1,3,5-三嗪新型四唑衍生物的合成及部分性能研究

摘要

合成了新型吗啉-4-基-1,3,5-三嗪和4-甲基哌啶-1-基-1,3,5-三嗪的四唑衍生物。采用MTT法检测所得化合物对人肝Huh-7和人肺A549肿瘤细胞系的细胞毒活性。已证明这些物质没有表现出明显的细胞毒性作用。含有5-苯基四唑-2-基乙酰肼部分和4-甲基哌啶环作为取代基的1,3,5-三嗪以及带有5-甲基哌啶环的1,3,5-三嗪表现出最显着的抗肿瘤活性。 -1 H-四唑-1-基乙酰肼部分和两个吗啉环。对于这些化合物，通过紫外光谱研究了与 DNA 的相互作用。另外，对于N' -(4,6-二吗啉基-1,3,5-三嗪-2-基)-2-(5-甲基-1 H-四唑-1-基)乙酰肼，测定DNA结合常数( K _bin 9.02×10 ⁴ M ^-1 )，评价抑制细胞表面受体酪氨酸激酶结构域的能力。结果表明，所研究的含四唑的1,3,5-三嗪衍生物不表现出针对NO自由基的抗氧化活性，并且不会引起光致溶血。