Binding of Bisphenol-F, a bisphenol analogue, to calf thymus DNA by multi-spectroscopic and molecular docking studies.
Binding of Bisphenol-F, a bisphenol analogue, to calf thymus DNA by multi-spectroscopic and molecular docking studies.
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DOI：
10.1016/j.chemosphere.2017.04.115
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发表时间：
2017-08
期刊：
影响因子：
8.8
通讯作者：
Afia Usman;Masood Ahmad
中科院分区：
文献类型：
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作者：
Afia Usman;Masood Ahmad
BPF（双酚-F）是双酚家族的一员，具有广泛的工业应用，正逐渐取代双酚-A。它是一种公认的内分泌干扰化学物质（EDC）。除了糖尿病、肥胖和生育能力下降之外，EDC 还与乳腺癌、前列腺癌和睾丸癌的发病率增加有关。由于 EDC 对人类健康的不利影响，人们一直在尝试研究其毒性机制，特别是在分子水平上。因此，为了了解 DNA 水平的机制，采用多光谱、伏安和分子对接技术研究了 BPF 与小牛胸腺 DNA 的相互作用。 BPF 与 DNA 的荧光光谱、循环伏安法 (CV)、圆二色性 (CD) 和分子对接研究表明 BPF 存在小沟结合。紫外-可见吸收和荧光光谱表明由于 BPF 和 ctDNA 之间形成复合物而导致静态猝灭。 Hoechst 33258 (HO) 和溴化乙锭 (EB) 置换研究进一步证实了这种 BPF 相互作用模式。热力学和分子对接参数揭示了 BPF 与 ctDNA 的结合机制是有利且自发的，这是由于负 ΔG 以及通过氢键和范德华相互作用发生的。通过质粒切口测定在体外条件下 BPF 诱导 DNA 裂解表明它具有遗传毒性。
BPF (Bisphenol-F), a member of the bisphenol family, having a wide range of industrial applications is gradually replacing Bisphenol-A. It is a recognized endocrine disrupting chemical (EDC). EDCs have been implicated in increased incidences of breast, prostate and testis cancers besides diabetes, obesity and decreased fertility. Due to the adverse effects of EDCs on human health, attempts have been directed towards their mechanism of toxicity especially at the molecular level. Hence, to understand the mechanism at the DNA level, interaction of BPF with calf thymus DNA was studied employing multi-spectroscopic, voltammetric and molecular docking techniques. Fluorescence spectra, cyclic voltammetry (CV), circular dichroism (CD) and molecular docking studies of BPF with DNA were suggestive of minor groove binding of BPF. UV–visible absorption and fluorescence spectra suggested static quenching due to complex formation between BPF and ctDNA. Hoechst 33258 (HO) and ethidium bromide (EB) displacement studies further confirmed such mode of BPF interaction. Thermodynamic and molecular docking parameters revealed the mechanism of binding of BPF with ctDNA to be favorable and spontaneous due to negative ΔG and occurring through hydrogen bonds and van der waals interactions. BPF induced DNA cleavage underin vitroconditions by plasmid nicking assay suggested it to be genotoxic.