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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >The preparation and characterisation of cyclam/anthraquinone macrocyle/intercalator complexes and their interactions with DNA
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The preparation and characterisation of cyclam/anthraquinone macrocyle/intercalator complexes and their interactions with DNA

机译：Cyclam /蒽醌大环/嵌入剂复合物的制备，表征及其与DNA的相互作用

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摘要

A new series of macrocycle/intercalator adducts have been prepared from cyclam (1,4,8,11-tetraazacyclotetradecane) and the 1- and 2-substituted anthraquinones (1-(2-aminoethyl)amino]anthracene-9,10-dione (1C2mac), 1-[(3-aminopropy)amino]anthracene-9,10-dione (1C3amc), 2-[(3-aminopropy)amino]anthracene-9,10-dione (2C3mac)). The copper complexes of two of these adducts were prepared and the crystal structure of the complex of 1C2mac ([Cu(1C2mac)(CH_3CN)_2](PF_6)_20.2H_2O) was determined as the hexafluorophosphate salt. The equilibrium constants for the binding to DNA of 1C2-mac, with and without the copper added, were found by UV titrations to be 4.7 * 10~3 M~(-1) and 6.2 * 10~3 M~(-1), respectively. Reaction with plasmid DNA allowed comparison between the effects of the cyclam/anthraquinone adducts, their copper complexes and the intercalators alone. Addition of the macrocycle increased the extent and effect of DNA intercalation and addition of copper increased the effect still further. The adducts with the longer side chains caused substantially more unwinding of the DNA. None of the adducts inhibited cleavage at dGpG or dGpC sites by restriction enzymes. Molecular modelling was used to investigate the effects of the side chain for a number of possible DNA binding modes. These models reveal that intercalation is not significantly interfered with by the presence of the macrocycle, irrespective of the position of attachment. The increased unwinding caused by adducts with the longer side chain is therefore most likely to be due to specific interactions between the macrocycle and the DNA.
机译：从Cyclam（1,4,8,11-四氮杂环十四烷）和1-和2-取代的蒽醌（1-（2-氨基乙基）氨基]蒽-9,10-二酮制备了一系列新的大环/嵌入剂加合物（1C2mac），1-[（（3-氨基丙基）氨基]蒽-9,10-二酮（1C3amc），2-[（（3-氨基丙基）氨基]蒽-9,10-二酮（2C3mac））。制备了其中两个加合物的铜配合物，并确定了1C2mac（[Cu（1C2mac）（CH_3CN）_2]（PF_6）_20.2H_2O）的配合物的晶体结构为六氟磷酸盐。通过UV滴定法发现，添加和不添加铜时，1C2-mac与DNA结合的平衡常数分别为4.7 * 10〜3 M〜（-1）和6.2 * 10〜3 M〜（-1）。 ， 分别。与质粒DNA的反应可以比较cyclam /蒽醌加合物，它们的铜配合物和单独的嵌入剂的作用。大环化合物的加入增加了DNA嵌入的程度和作用，而铜的加入则进一步增加了作用。具有较长侧链的加合物导致DNA解旋更多。加合物均未抑制限制性内切酶在dGpG或dGpC位点的裂解。分子模型被用来研究侧链对许多可能的DNA结合模式的影响。这些模型表明，插入过程不会受到大环化合物的干扰，而与连接位置无关。因此，由具有较长侧链的加合物引起的退绕增加是最有可能的原因是大环与DNA之间的特定相互作用。

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