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由双(齿)2-吡啶基-1,2,3-三唑“点击”配体衍生的[Fe₂L₃]⁴⁺ 圆柱:合成、结构和生物活性研究。

[Fe₂L₃]⁴⁺ cylinders derived from bis(bidentate) 2-pyridyl-1,2,3-triazole "click" ligands: synthesis, structures and exploration of biological activity.

机构信息

Department of Chemistry, University of Otago, P. O. Box 56, Dunedin 9054, New Zealand.

出版信息

Molecules. 2013 May 29;18(6):6383-407. doi: 10.3390/molecules18066383.

Abstract

A series of metallosupramolecular Fe₂L₃₄ "click" cylinders have been synthesized in excellent yields (90%-95%) from Fe(H₂O)₆₂ and bis(bidentate) pyridyl-1,2,3-triazole ligands. All complexes were characterized by elemental analysis, IR, UV-vis, ¹H-, ¹³C- and DOSY-NMR spectroscopies and, in four cases, the structures confirmed by X-ray crystallography. Molecular modeling indicated that some of these "click" complexes were of similar size and shape to related biologically active pyridylimine-based iron(II) helicates and suggested that the "click" complexes may bind both duplex and triplex DNA. Cell-based agarose diffusion assays showed that the metallosupramolecular Fe₂L₃₄ "click" cylinders display no antifungal activity against S. cerevisiae. This observed lack of antifungal activity appears to be due to the poor stability of the "click" complexes in DMSO and biological media.

摘要

一系列金属超分子 Fe₂L₃₄“点击”圆柱体已从Fe(H₂O)₆₂和双(双齿)吡啶-1,2,3-三唑配体以优异的产率(90%-95%)合成。所有配合物均通过元素分析、IR、UV-vis、 ¹H-、 ¹³C- 和 DOSY-NMR 光谱学进行了表征,在四种情况下,通过 X 射线晶体学确证了结构。分子建模表明,这些“点击”配合物中的一些在大小和形状上与相关的生物活性吡啶亚胺基铁(II)螺旋体相似,并表明“点击”配合物可能与双链和三链 DNA 结合。基于细胞的琼脂扩散测定表明,金属超分子 Fe₂L₃₄“点击”圆柱体对 S. cerevisiae 没有抗真菌活性。这种观察到的缺乏抗真菌活性似乎是由于“点击”配合物在 DMSO 和生物介质中的稳定性差。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4775/6290563/f04409ee91d5/molecules-18-06383-g001.jpg

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