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离子液体阳离子的亲脂性参数及其与体外细胞毒性的相关性。

Lipophilicity parameters for ionic liquid cations and their correlation to in vitro cytotoxicity.

作者信息

Ranke Johannes, Müller Anja, Bottin-Weber Ulrike, Stock Frauke, Stolte Stefan, Arning Jürgen, Störmann Reinhold, Jastorff Bernd

机构信息

Department of Bioorganic Chemistry, UFT Center of Environmental Science and Technology, University of Bremen, Leobener Strasse, D-28359 Bremen, Germany.

出版信息

Ecotoxicol Environ Saf. 2007 Jul;67(3):430-8. doi: 10.1016/j.ecoenv.2006.08.008. Epub 2006 Oct 10.

Abstract

Regarding the great structural variability of the currently expanding group of ionic liquids, it is highly desirable to understand the basic factors affecting their toxicity in different biological systems. The present study of a set of 74 ionic liquids with imidazolium, pyrrolidinium, pyridinium, quinolinium, quaternary phosphonium and quaternary ammonium cations and the comparatively small anions Cl(-), Br(-), BF(4)(-), or PF(6)(-) demonstrates the influence of the cation lipophilicity on the cytotoxicity in IPC-81 leukemia cells from rats. The scope of this correlation is limited to ionic liquids with these or similarly small anions that are sufficiently nonreactive under physiological and chromatographic conditions and whose cation lipophilicity does not exceed a certain threshold.

摘要

鉴于当前不断扩展的离子液体组具有很大的结构变异性,非常有必要了解影响其在不同生物系统中毒性的基本因素。本研究针对一组74种离子液体展开,这些离子液体含有咪唑鎓、吡咯烷鎓、吡啶鎓、喹啉鎓、季鏻和季铵阳离子,以及相对较小的阴离子Cl(-)、Br(-)、BF(4)(-)或PF(6)(-),研究表明阳离子亲脂性对大鼠IPC - 81白血病细胞的细胞毒性有影响。这种相关性的范围仅限于含有这些或类似的较小阴离子的离子液体,这些阴离子在生理和色谱条件下具有足够的非反应性,且其阳离子亲脂性不超过一定阈值。

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