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取代基对蒽醌衍生物溶解度、药用、吸收、发射和阴阳离子检测性能的影响。

Effect of Substituents on Solubility, Medicinal, Absorption, Emission and Cationic/Anionic Detection Properties of Anthraquinone Derivatives.

机构信息

Department of Chemistry, Government College Women University, Faisalabad, Pakistan.

Department of Chemistry, Government College University, Faisalabad, Pakistan.

出版信息

J Fluoresc. 2024 Jul;34(4):1527-1544. doi: 10.1007/s10895-023-03410-0. Epub 2023 Aug 30.

DOI:10.1007/s10895-023-03410-0
PMID:37646872
Abstract

Anthraquinones constitute an important class of compounds with wide applications. The solubility of derivatives at 298.15 K was discussed in ethanol-water solution and at atmospheric pressure, the solubility of 1-amino-4-hydroxy-9,10-anthraquinone (AHAQ) in binary solvents (ethanol-water combinations) was determined. Colour strength and fastening properties depend upon the kind and position of a hydrophobic group connected to the phenoxy ring of Anthraquinone moiety. There is a continuing interest in the creation of novel anthraquinone derivatives with biological activities since they have demonstrated potential for treating multiple sclerosis. For this purpose, by utilizing voltammetric and absorption studies, interactions of various derivatives with calf thymus DNA (ct-DNA) and the cationic surfactant cetyltrimethylammoniumbromide (CTAB) were examined. Here prominent Hydrophobic interaction and electron transfer resulting in binding to CTAB micelles were observed. The polarity index of the media was assessed and associated with the electrochemical parameters. The medicinal behaviour of Anthraquinone derivatives was a result of electron transfer reactions with DNA. UV-Visible and fluorescence properties were due to the transitions between n* and π* orbitals. Large absorption band with low dichroic ratio was characteristic of various derivatives of Anthraquinone. Presence of -NH group proves various derivatives remarkable calorimetric and anionic sensors.

摘要

蒽醌类化合物是一类具有广泛应用的重要化合物。在 298.15 K 下讨论了衍生物在乙醇-水溶液中的溶解度,在大气压力下,测定了 1-氨基-4-羟基-9,10-蒽醌(AHAQ)在二元溶剂(乙醇-水混合物)中的溶解度。颜色强度和固色性能取决于连接到蒽醌部分的苯氧基环上的疏水性基团的种类和位置。由于它们具有治疗多发性硬化症的潜力,因此人们一直对具有生物活性的新型蒽醌衍生物的创造感兴趣。为此,通过利用伏安法和吸收研究,研究了各种衍生物与小牛胸腺 DNA(ct-DNA)和阳离子表面活性剂十六烷基三甲基溴化铵(CTAB)的相互作用。在这里,观察到显著的疏水相互作用和电子转移导致与 CTAB 胶束的结合。评估了介质的极性指数,并将其与电化学参数相关联。蒽醌衍生物的药用行为是与 DNA 发生电子转移反应的结果。紫外-可见和荧光性质是由于 n和π轨道之间的跃迁。蒽醌各种衍生物的大吸收带具有低双折射比,这是其特征。-NH 基团的存在证明了各种衍生物是出色的量热法和阴离子传感器。

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本文引用的文献

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A Co(III) Complex of 1-Amino-4-hydroxy-9,10-anthraquinone Exhibits Apoptotic Action against MCF-7 Human Breast Cancer Cells.1-氨基-4-羟基-9,10-蒽醌的钴(III)配合物对MCF-7人乳腺癌细胞具有凋亡作用。
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Activity of Co-Quinalizarin: A Novel Analogue of Anthracycline-Based Anticancer Agents Targets Human DNA Topoisomerase, Whereas Quinalizarin Itself Acts via Formation of Semiquinone on Acute Lymphoblastic Leukemia MOLT-4 and HCT 116 Cells.辅酶茜素的活性:一种新型蒽环类抗癌剂类似物靶向人类DNA拓扑异构酶,而茜素本身通过在急性淋巴细胞白血病MOLT-4细胞和HCT 116细胞上形成半醌发挥作用。
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