Synthesis, Characterization and Biological Evaluation of Boronated Ionic Liquids for Potential BNCT Agents

Abstract

최근 homogeneous 와 biphasic 과정에서 유기용매에 대한 친환경적인 훌륭한 대안으로 상온이온성액체에 대한 관심이 높아지고 있습니다. 상온이온성액체는 알킬 사슬 길이에 크게 영향을 받는 항균활성을 나타내는 것으로 알려졌다. 이번 연구에서, imidazolium과 N,N-dimethylaminopyridinium에 기반을 둔 이온성 액체를 다양한 보론음이온 (BF4−, BOB−, BMLB−, and dicarbollide와 같은)과 합성하였고, FT-IR, 1H, 11B, and 13C NMR을 통해 구조를 확인했다. 30μM와 다른 농도에서 이들의 생물학적평가를 진행하였다. 생체 외 연구는 붕소 이온성액체 유도체는 dicarbollide > BMLB− ≃ BOB− > BF4− 와 같은 순으로 독성이 나타났다. 다양한 이온성액체 중, 1-butyl-3-methylimidazolium tetrafluoroborate [C4MIM]BF4 이 다른 이온성액체에 비해 가장 낮은 독성을 보였다.|Room temperature ionic liquids (RTILs), a class of neoteric solvent have attracted increasing interest over recent years as environmentally benign excellent alternatives to organic solvents in homogeneous and biphasic processes. RTILs are also found to display anti-microbial activities being greatly affected by alkyl chain lengths. In the present investigation, certain imidazolium and N,N-dimethylaminopyridinium based ionic liquids with various boronated anions (such as BF4−, BOB−, BMLB−, and dicarbollide) were synthesized and the structures were confirmed by elemental and spectral studies such as FT-IR, 1H, 11B, and 13C NMR and they were screened for their biological evaluation against 30μM at different concentrations. In vitro studies of boronated ionic liquids derivatives could be summarized as decreasing in the order dicarbollide > BMLB− ≃ BOB− > BF4−. Among the various ionic liquids, 1-butyl-3-methylimidazolium tetrafluoroborate [C4MIM]BF4 was found to be less toxic than others.