Song L X, Xu P, Wang H M, Yang Y
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, China.
Nat Prod Res. 2009;23(9):789-800. doi: 10.1080/14786410801937105.
Inclusion interactions of alpha-, beta-, gamma- and heptakis (2,6-di-O-methyl)-beta-cyclodextrin (DMbeta-CD) as hosts with clove oil (an impure eugenol, I-Eug) as guest in aqueous solution were investigated by fluorescence emission spectra. The binding constants of different hosts to I-Eug in aqueous solution decreased in the order: gamma- > beta- > DMbeta- > alpha-CD. Two solid supramolecular inclusion complexes, I-Eug-beta-CD and I-Eug-gamma-CD, were prepared and characterised by nuclear magnetic resonance, powder X-ray diffraction, infrared spectroscopy, and thermogravimetric analysis. All the results proved the formation of I-Eug-CD. The inclusion differences between I-Eug and pure eugenol were discussed. The relative contents of the main component eugenol (Eug), second component (eugenol acetate, Eua) and others in I-Eug were found to be fairly different before and after being included by beta-CD, according to the data obtained from high performance liquid chromatography. This could be a practical method to extract the effective components (Eug and Eua) from I-Eug.
通过荧光发射光谱研究了α-、β-、γ-和七（2,6-二-O-甲基）-β-环糊精（DMβ-CD）作为主体与丁香酚（一种不纯的丁香酚，I-Eug）作为客体在水溶液中的包合相互作用。不同主体与I-Eug在水溶液中的结合常数按以下顺序降低：γ-CD＞β-CD＞DMβ-CD＞α-CD。制备了两种固体超分子包合物I-Eug-β-CD和I-Eug-γ-CD，并通过核磁共振、粉末X射线衍射、红外光谱和热重分析进行了表征。所有结果都证明了I-Eug-CD的形成。讨论了I-Eug和纯丁香酚之间的包合差异。根据高效液相色谱获得的数据，发现I-Eug中主要成分丁香酚（Eug）、第二成分（乙酸丁香酚酯，Eua）和其他成分在被β-CD包合前后的相对含量有很大差异。这可能是从I-Eug中提取有效成分（Eug和Eua）的一种实用方法。
