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离子液体诱导多聚体 DNA 解旋稳定的 dodine 杀菌剂。

Ionic Liquids-Induced Recovery of the G-Quadruplex DNA Destabilized by Dodine Fungicide.

机构信息

School of Chemical Science, Indian Association for the Cultivation of Science Jadavpur, Kolkata 700032, India.

出版信息

J Phys Chem B. 2024 Sep 26;128(38):9111-9119. doi: 10.1021/acs.jpcb.4c04278. Epub 2024 Sep 16.

DOI:10.1021/acs.jpcb.4c04278
PMID:39283898
Abstract

Dodine is an important surfactant-based chemical fungicide used widely to kill fungi associated with black spot and foliar diseases on several fruit plants, such as apples, pears, peaches, and strawberries. However, the extensive use of dodine depicts the genotoxic effect, which may cause gene-associated diseases. Dodine can destabilize G-quadruplex (G4) DNA, which is one of the key targets for cancer therapy. Hence, finding an eco-friendly medium that can reduce or reverse the destabilization effect of dodine on G4 is important. This study investigates the efficacy of ionic liquids (ILs) containing a 1,1,3,3-tetramethyl guanidinium (TMG) cation with various anions (chloride, acetate, trifluoroacetate, octanoate, and perfluorooctanoate) in restoring the structure and stability of G4 induced by dodine. Our findings demonstrate that all ILs effectively reverse dodine-induced destabilization of G4, with the required concentration varying based on the lipophilicity of IL's anions. Specifically, higher concentrations of TMG-chloride and TMG-acetate are needed compared to TMG-perfluorooctanoate for the same effect. The IL anions remove dodine from G4 binding sites, while the TMG cation's interaction with G4 mitigates the destabilizing effect of dodine. This study indicates that ILs can be an eco-friendly medium for the storage of dodine to reverse the effect of dodine on G4.

摘要

多杀菌素是一种重要的基于表面活性剂的化学杀真菌剂,广泛用于杀死与几种水果植物(如苹果、梨、桃和草莓)上的黑斑和叶部病害相关的真菌。然而,多杀菌素的广泛使用描绘了其遗传毒性效应,这可能导致与基因相关的疾病。多杀菌素可以使 G-四链体(G4)DNA 不稳定,G4 DNA 是癌症治疗的关键靶点之一。因此,寻找一种环保的介质来减少或逆转多杀菌素对 G4 的去稳定化效应非常重要。本研究调查了含有 1,1,3,3-四甲基胍(TMG)阳离子的离子液体(ILs)与各种阴离子(氯化物、醋酸盐、三氟醋酸盐、辛酸盐和全氟辛酸盐)在恢复多杀菌素诱导的 G4 结构和稳定性方面的功效。我们的研究结果表明,所有 ILs 都能有效地逆转多杀菌素诱导的 G4 去稳定化,所需浓度取决于 IL 阴离子的亲脂性。具体来说,与 TMG-全氟辛酸盐相比,需要更高浓度的 TMG-氯化物和 TMG-醋酸盐才能达到相同的效果。IL 阴离子从 G4 结合位点中去除多杀菌素,而 TMG 阳离子与 G4 的相互作用减轻了多杀菌素的去稳定化效应。本研究表明,ILs 可以作为一种环保的介质来储存多杀菌素,以逆转多杀菌素对 G4 的影响。

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J Phys Chem B. 2024 Sep 26;128(38):9111-9119. doi: 10.1021/acs.jpcb.4c04278. Epub 2024 Sep 16.
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