State Key Laboratory of Natural Medicines, Department of TCMs Pharmaceuticals, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, PR China.
State Key Laboratory of Natural Medicines, Department of TCMs Pharmaceuticals, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, PR China.
Ultrason Sonochem. 2021 May;73:105539. doi: 10.1016/j.ultsonch.2021.105539. Epub 2021 Mar 25.
Recently, efficient extraction of natural products from traditional Chinese medicines (TCMs) by green solvents is deemed an essential area of green technology and attracts extensive attentions. In this work, a green protocol for simultaneous ultrasonic-extraction of the native compounds with different polarities of TCMs by using a hybrid ionic liquids (HILs)-water system was reported for the first time. As a case study, three superior ILs (1-ethyl-3-methylimidazolium tetrafluoroborate ([EMIM][BF4]), 1-ethyl-3-methylimidazolium acetate ([EMIM][OAc]), and 1-allyl-3-methylimidazolium chloride ([AMIM]Cl)) were chosen as the compositions of the HILs system, and the TCMs Suhuang antitussive capsule (SH) containing different-polarity lignans was selected. Primarily, an ultra-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry (UPLC-QqQ-MS/MS) method in the multiple reaction monitoring (MRM) mode was established for qualitative and quantitative analysis of 18 lignans. After majorization by uniform design experiment, the HILs prepared with [AMIM]Cl, [EMIM][BF4], and [EMIM][OAc] at a volume ratio of 1:5:5 could simultaneously extract multi-polarity lignans compared to single IL. Subsequently, the conditions of ultrasonic extraction employing with HILs and traditional organic solvent were optimized by the response surface methodology, respectively. The results indicated that the extract efficiency of the HILs system for target compounds was significantly improved compared with the traditional organic solvent-extraction, i.e. the content of total lignans in ethanol system was up to 47 mg/g, while that in the HILs system was up to 69 mg/g, with an increasing of 47%. Additionally, H-NMR and C-NMR spectra were used to characterize the hydrogen-bond interactions in the HILs-lignan mixtures. Extraction with the HILs in TCMs is a new application schema of ILs, which not only avoids the use of volatile toxic organic solvents, but also shows the potential to be comprehensively applied for the extraction of bioactive compounds from TCMs.
最近,绿色溶剂从中药中高效提取天然产物被认为是绿色技术的一个重要领域,引起了广泛关注。在这项工作中,首次报道了一种绿色的方法,即通过使用混合离子液体(HILs)-水体系同时超声提取中药中不同极性的天然化合物。作为一个案例研究,选择了三种优异的离子液体(1-乙基-3-甲基咪唑四氟硼酸盐([EMIM][BF4])、1-乙基-3-甲基咪唑乙酸盐([EMIM][OAc])和 1-烯丙基-3-甲基咪唑氯盐([AMIM]Cl))作为 HILs 体系的组成部分,选择含有不同极性木脂素的中药苏黄止咳胶囊(SH)作为研究对象。首先,建立了一种超高效液相色谱-串联三重四极杆质谱(UPLC-QqQ-MS/MS)在多重反应监测(MRM)模式下的定性和定量分析方法,用于分析 18 种木脂素。通过均匀设计实验优化后,与单一离子液体相比,由[AMIM]Cl、[EMIM][BF4]和[EMIM][OAc]以 1:5:5 的体积比制备的 HILs 可以同时提取多极性木脂素。随后,分别采用响应面法优化了使用 HILs 和传统有机溶剂进行超声提取的条件。结果表明,与传统有机溶剂提取相比,HILs 体系对目标化合物的提取效率显著提高,即乙醇体系中总木脂素的含量高达 47mg/g,而 HILs 体系中总木脂素的含量高达 69mg/g,增加了 47%。此外,还利用 H-NMR 和 C-NMR 谱对 HILs-木脂素混合物中的氢键相互作用进行了表征。在中药中使用 HILs 提取是离子液体的一种新应用方案,不仅避免了使用挥发性有毒有机溶剂,而且显示出了从中药中提取生物活性化合物的综合应用潜力。