某些基因毒性偶氮染料与不同双链DNA构象相互作用的初步硅片研究

Colorants Pub Date : 2022-06-14 DOI:10.3390/colorants1020015
E. Istifli
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引用次数: 2

摘要

有机偶氮染料广泛应用于工业、卫生和化妆品领域,由于其化学结构存在遗传毒性风险;然而,这些染料对DNA的不良影响的分子细节已经很少或不充分澄清。在这项计算分子对接研究中,使用2种不同的双链DNA (dsDNA)构象(完整的dsDNA和带有插层间隙的dsDNA)表征了14种偶氮染料的DNA结合模式和结合亲和力,这些染料先前被确定为具有DNA致裂性。本研究确定14种基因毒性偶氮染料中有10种为强dsDNA小沟槽结合物,其余均通过插层或穿线插层方式与dsDNA形成紧密结合配合物。偶氮、硝基、羟基、铵、磺酸、萘、甲氧基苯基、溴、硝基苯基、咪唑、氨基苯基乙醇和氯基硝基苯基是这些染料在dsDNA上最有利的结合构象的主要作用基团,其亲和力范围为−6.35 kcal/mol至−9.42 kcal/mol。结果表明,含有GT二核苷酸的dsDNA序列通常更倾向于与这些染料结合,而环和极性基团是与dsDNA紧密结合的重要特征。因此,为了人类和子孙后代的遗传健康,可以禁用这些染料,或通过适当的分子优化生产无遗传毒性的同系物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Preliminary in Silico Studies of the Interactions of Certain Genotoxic Azo Dyes with Different Double-Stranded DNA Conformations
Organic azo dyes, which are widely used in industrial, health and cosmetic fields, pose genotoxic risks due to their chemical structures; however, the molecular details of the undesirable effects of these dyes on DNA have been poorly or insufficiently clarified. In this computational molecular docking study, the DNA binding modes and binding affinities of 14 azo dyes, previously determined to show DNA clastogenicity, were characterized using 2 different double-stranded DNA (dsDNA) conformations (an intact dsDNA and dsDNA with an intercalation gap). In this study, it was determined that 10 out of the 14 genotoxic azo dyes were strong dsDNA minor groove binders, while the remaining ones formed tight binding complexes with dsDNA through intercalation or threading intercalation modes. The azo, nitro, hydroxyl, ammonium, sulfonate, naphthalene, methoxyphenyl, bromine, nitrophenyl, imidazole, amino-phenylethanol and chloro-nitrophenyl groups were found to play primary role in the most favorable binding conformations of these dyes on dsDNA with an affinity ranging from −6.35 kcal/mol to −9.42 kcal/mol. It was determined that dsDNA sequences containing GT dinucleotides are frequently preferred in binding by these dyes, and that rings and polar groups are important features for tight binding with dsDNA. It was concluded that these dyes may be banned, or non-genotoxic congeners should be manufactured with appropriate molecular optimization for the genetic health of the human population and for future generations.
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