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用于硼中子俘获疗法潜在应用的含碳硼烷基β-芳基脂肪酸的合成

Synthesis of Carboranyl-Containing β-Arylaliphatic Acids for Potential Application in BNCT.

作者信息

Lissovskaya Lana I, Korolkov Ilya V

机构信息

The Institute of Nuclear Physics, Ibragimov Str. 1, Almaty 050032, Kazakhstan.

L.N. Gumilyov Eurasian National University, Satbaev Str. 5, Astana 010008, Kazakhstan.

出版信息

Molecules. 2025 Aug 2;30(15):3250. doi: 10.3390/molecules30153250.

Abstract

One of the promising research areas involving carborane derivatives is boron neutron capture therapy (BNCT). Due to the high boron atom content in carborane molecules, these compounds are considered potential candidates for BNCT-based cancer treatment. Despite ongoing studies on various biologically active carboranyl-containing compounds, the search continues for substances that meet the stringent requirements of effective BNCT agents. In this study, the synthesis of carboranyl-containing derivatives of β-arylaliphatic acids is described, along with the investigation of their reactivity with primary and secondary amines, as well as with metals and their hydroxides. The molecular structures of the synthesized compounds were confirmed using Fourier-transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, elemental analysis, and mass spectrometry (LC-MS). Cytotoxicity of the water-soluble compound potassium 3-(2-isopropyl-1,2-dicarba-closo-dodecaboran-1-yl)-3-phenylpropanoate was evaluated using several cell lines, including HdFn and MCF-7.

摘要

涉及碳硼烷衍生物的一个有前景的研究领域是硼中子俘获疗法(BNCT)。由于碳硼烷分子中硼原子含量高,这些化合物被认为是基于BNCT的癌症治疗的潜在候选物。尽管对各种具有生物活性的含碳硼烷基化合物的研究仍在进行,但仍在寻找符合有效BNCT药物严格要求的物质。在本研究中,描述了β-芳基脂肪酸含碳硼烷基衍生物的合成,以及它们与伯胺和仲胺、金属及其氢氧化物反应性的研究。使用傅里叶变换红外(FTIR)光谱、核磁共振(NMR)光谱、元素分析和质谱(LC-MS)确认了合成化合物的分子结构。使用包括HdFn和MCF-7在内的几种细胞系评估了水溶性化合物3-(2-异丙基-1,2-二碳-闭式-十二硼烷-1-基)-3-苯基丙酸钾的细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1960/12348761/3b9654e72a76/molecules-30-03250-sch001.jpg

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