阴离子和取代基对螺吡喃盐光谱动力学和生物特性的影响

IF 2.6 4区 生物学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
ChemBioChem Pub Date : 2024-11-12 DOI:10.1002/cbic.202400800
Artem D Pugachev, Anastasiia S Kozlenko, Marina A Sazykina, Ivan S Sazykin, Irina A Rostovtseva, Nadezhda I Makarova, Gennady S Borodkin, Valery V Tkachev, Andrei N Utenyshev, Oleg P Demidov, Alexey E Matukhno, Arina M Ponyatovskaya, Tatiana N Azhogina, Shorena K Karchava, Maria V Klimova, Sergey M Aldoshin, Anatoly V Metelitsa, Ilya V Ozhogin
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引用次数: 0

摘要

含有阳离子乙烯基-3H-吲哚分子的螺吡喃盐具有近红外吸收和子午菁荧光的特点。这一特点使它们成为生物成像领域前景广阔的荧光探针和标记物。文章重点介绍了此类化合物的合成,并研究了其光谱、动力学和毒性特征与不同分子中的各种取代基和阴离子类型的关系。通过对获得的数据进行详细分析,可以得出一些有关结构因素影响的重要结论,这对进一步合理设计此类衍生物非常有用。特别是,研究表明,反离子对染料的光谱和动力学特性影响极小,但对化合物的毒性影响极大。选出最合适的化合物后,进行了生物成像实验,以观察浮游细菌以及大肠杆菌和钙化蚁的细菌生物膜。生物膜的可视化能力对于慢性疾病的诊断至关重要。根据分子对接的结果,提出了螺吡喃分子与 DNA 之间的理论相互作用模式。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts.

Spiropyran salts containing a cationic vinyl-3H-indolium moiety are characterized by NIR absorption and fluorescence of their merocyanine forms. This feature makes them promising fluorescent probes and markers for bioimaging. The article focuses on the synthesis and study of the spectral, kinetic and toxic characteristics of such compounds with respect to various substituents in different moieties and the type of anion. A detailed analysis of the acquired data made it possible to draw some important conclusions regarding the influence of structural factors, which will be very useful for the further rational design of such derivatives. In particular, it was shown that the counterion has minimal effect on the spectral and kinetic characteristics of the dyes but dramatically affects the toxicity of the compounds. Following selection of the most appropriate compounds, bioimaging experiments were carried out to visualize planktonic bacteria and bacterial biofilms of E. coli and A. calcoaceticus. The ability to visualize biofilms is critical for the diagnosis of chronic diseases. By the results of molecular docking a theoretical interaction pattern between spiropyran molecules and DNA was proposed.

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来源期刊
ChemBioChem
ChemBioChem 生物-生化与分子生物学
CiteScore
6.10
自引率
3.10%
发文量
407
审稿时长
1 months
期刊介绍: ChemBioChem (Impact Factor 2018: 2.641) publishes important breakthroughs across all areas at the interface of chemistry and biology, including the fields of chemical biology, bioorganic chemistry, bioinorganic chemistry, synthetic biology, biocatalysis, bionanotechnology, and biomaterials. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies, and supported by the Asian Chemical Editorial Society (ACES).
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