去甲枞基和去脱氢枞基咪唑烷-2,4,5-三酮的合成及其对酪氨酸- dna磷酸二酯酶的活性

IF 0.6 Q4 CHEMISTRY, ORGANIC

Molbank Pub Date : 2023-11-09 DOI:10.3390/m1743

Kseniya S. Kovaleva, Olga I. Yarovaya, Irina A. Chernyshova, Alexandra L. Zakharenko, Sergey V. Cheresiz, Amirhossein Azimirad, Andrey G. Pokrovsky, Olga I. Lavrik, Nariman F. Salakhutdinov

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引用次数: 0

摘要

以草酰氯和相应的脲为原料，合成了具有去枞烷、去脱氢枞烷和金刚烷取代基的咪唑烷-2,4,5-三酮，收率较高。用对羟基苯甲酸片段替代脲基的生物等构使得增加化合物的溶解度和进行生物学研究成为可能。这些化合物在亚微摩尔浓度下抑制DNA修复酶酪氨酸-DNA磷酸二酯酶1。我们还研究了胶质母细胞瘤细胞系SNB19的细胞毒浓度。

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Synthesis of Norabietyl and Nordehydroabietyl Imidazolidine-2,4,5-Triones and Their Activity against Tyrosyl-DNA Phosphodiesterase 1

New imidazolidine-2,4,5-triones with norabietic, nordehydroabietic, and adamantane substituents were synthesized by reacting oxalyl chloride and the corresponding ureas, providing good yields. Bioisosteric replacement of the ureide group with a parabanic acid fragment made it possible to increase the solubility of compounds and conduct biological studies. The compounds inhibit the DNA repair enzyme tyrosyl-DNA phosphodiesterase 1 in submicromolar concentrations. Cytotoxic concentrations were also studied on the glioblastoma cell line SNB19.

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来源期刊

Molbank Chemistry-Physical and Theoretical Chemistry

CiteScore

0.70

自引率

33.30%

发文量

174

审稿时长

11 weeks

期刊介绍： •organic synthesis •biosynthesis •extraction and purification •natural product derivatives •structural elucidation (X-ray crystallography, NMR, etc.)