García-Rubiño María Eugenia, Matilla-Hernández Antonio, Frontera Antonio, Lezama Luis, Niclós-Gutiérrez Juan, Choquesillo-Lazarte Duane
Departamento Fisicoquímica, Facultad de Farmacia, Universidad de Granada, 18071 Granada, Spain.
Department of Inorganic Chemistry, Faculty of Pharmacy, University of Granada, 18071 Granada, Spain.
Pharmaceuticals (Basel). 2021 May 2;14(5):426. doi: 10.3390/ph14050426.
In the extensive field of metal ions, their interactions with nucleic acids, and their constituents, the main aim of this work is to develop a metal chelate suitable to recognize two molecules of an adenine nucleoside. For this purpose, the dinuclear chelate Cu (µ-EDTA) (ethylenediaminetetraacetate(4-) ion (EDTA)) is chosen as a bicephalic receptor model for N9-(2-hydroxyethyl)adenine (9heade). A one-pot synthesis is reported to obtain the compound [Cu(µ-EDTA)(9heade)(HO)]·3HO, which has been characterized by single-crystal X-ray diffraction and various spectral, thermal, and magnetic methods. The complex unit is a centro-symmetric molecule, where each Cu (II) center is chelated by a half-EDTA, and is further surrounded by an N7-dentate 9heade nucleoside and two non-equivalent trans-O-aqua molecules. The metal chelate-nucleoside molecular recognition is referred to as an efficient cooperation between the Cu-N7(9heade) coordination bond and a (9heade)N6-H···O(carboxyl, EDTA) interligand interaction. Theoretical calculations are also made to account for the relevance of this interaction. The extreme weakness with which each water molecule binds to the metal center disturbs the thermal stability and the infrared (FT-IR) and electron spin resonance (ESR) spectra of the compound.
在金属离子这一广阔领域、它们与核酸及其组成成分的相互作用方面，本研究的主要目标是开发一种适合识别两个腺嘌呤核苷分子的金属螯合物。为此，选择双核螯合物Cu(µ-EDTA)（乙二胺四乙酸根离子（EDTA））作为N9-(2-羟乙基)腺嘌呤（9heade）的双齿受体模型。报道了一种一锅法合成来获得化合物[Cu(µ-EDTA)(9heade)(HO)]·3HO，它已通过单晶X射线衍射以及各种光谱、热学和磁学方法进行了表征。配合物单元是一个中心对称分子，其中每个Cu(II)中心由半个EDTA螯合，并进一步被一个N7齿合的9heade核苷和两个不等价的反式-O-水合分子包围。金属螯合物-核苷分子识别被认为是Cu-N7(9heade)配位键与(9heade)N6-H···O（羧基，EDTA）配体间相互作用之间的有效协同作用。还进行了理论计算以解释这种相互作用的相关性。每个水分子与金属中心结合的极端微弱性扰乱了该化合物的热稳定性以及红外（FT-IR）和电子自旋共振（ESR）光谱。
