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微波合成混合配体二亚胺-缩硫代氨基脲配合物钌(II):生物物理反应性和细胞毒性。

Microwave synthesis of mixed ligand diimine-thiosemicarbazone complexes of ruthenium(II): biophysical reactivity and cytotoxicity.

机构信息

Science Division, Lyon College, Batesville, AR 72501, USA.

出版信息

Dalton Trans. 2009 Dec 28(48):10757-64. doi: 10.1039/b915081a. Epub 2009 Sep 28.

Abstract

A novel microwave-assisted synthetic method has been used to synthesise a series of mixed ligand ruthenium(II) compounds containing diimine as well as bidentate thiosemicarbazone ligands. The compounds contain the diimine 1,10-phenanthroline (phen) or 2,2'-bipyridine (bpy) and the thiosemicarbazone is derived from 9-anthraldehyde. Based on elemental analyses and spectroscopic data, the compounds are best formulated as (phen)(2)Ru(thiosemicarbazone)(2) and (phen)(2)Ru(thiosemicarbazone)(2) where thiosemicarbazone = 9-anthraldehydethiosemicarbazone, 9-anthraldehyde-N(4)-methylthiosemicarbazone, and 9-anthraldehyde-N(4)-ethylthiosemicarbazone. Fluorescence competition studies with ethidium bromide, along with viscometric measurements suggests that the complexes bind calf thymus DNA (CTDNA) relatively strongly via an intercalative mode possibly involving the aromatic rings of the diimine ligands. The complexes show good cytotoxic profiles against MCF-7 and MDA-MB-231 (breast adenocarcinoma) as well as HCT 116 and HT-29 (colorectal carcinoma) cell lines.

摘要

一种新型的微波辅助合成方法已被用于合成一系列含有二亚胺和双齿硫代半卡巴腙配体的混合配体钌(II)配合物。这些化合物含有二亚胺 1,10-菲咯啉(phen)或 2,2'-联吡啶(bpy),而硫代半卡巴腙则来自 9-蒽醛。基于元素分析和光谱数据,这些化合物最好被表述为 (phen)(2)Ru(thiosemicarbazone)(2) 和 (phen)(2)Ru(thiosemicarbazone)(2),其中 thiosemicarbazone = 9-蒽醛缩硫代半卡巴腙、9-蒽醛-N(4)-甲基硫代半卡巴腙和 9-蒽醛-N(4)-乙基硫代半卡巴腙。与溴化乙锭的荧光竞争研究以及粘度测量表明,这些配合物通过可能涉及二亚胺配体的芳环的插入模式与小牛胸腺 DNA(CTDNA)相对强烈地结合。这些配合物对 MCF-7 和 MDA-MB-231(乳腺癌腺癌)以及 HCT 116 和 HT-29(结直肠癌)细胞系具有良好的细胞毒性谱。

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