Experimental and Theoretical Studies on the Inclusion Complexation of Syringic Acid with α-, β-, γ- and Heptakis(2,6-di-O-methyl)-β-cyclodextrin

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概要

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• Intermolecular interactions ofα-, β-, γ- and heptakis(2,6-di-O-methyl)-β-cyclodextrin (CD) with syringic acid (Syr) in aqueous solution are investigated by fluorescence spectroscopy. The fluorescence intensity of Syr gradually increases with the addition of the CDs. The formation constants (K) of the host-guest inclusion complexes are determined using a nonlinear analysis. The association abilities of Syr with the CDs decrease in the order γ->β->α-≈DMβ-CD. Both the intrinsic binding abilities of the CDs and the structural effect of Syr are taken into consideration when comparing the K values. Based on the results of NMR experimental and theoretical PM3 calculations both in vacuo and in water, it is found that Syr stays near the wider rim ofα-CD cavity. Both the number of substituted groups (NSG) in a guest and the molar volume ratio of the guest to host cavity (MVR) play an important role in forming the CD supramolecular complexes of a homologous series of phenol derivatives, such as 2-methoxylphenol (2-Mop), eugenol (Eug) and Syr, i.e., an appropriate NSG or MVR in an inclusion system, such as in 2-Mop-α-CD, Eug-β-CD and Syr-γ-CD systems, can maximize the intermolecular interaction between host and guest.

• 公益社団法人日本薬学会の論文
• 2008-04-01

著者

• Zhang Zi

  Department Of Chemistry University Of Science And Technology Of China

• SONG Le

  Department of Chemistry, University of Science and Technology of China

• WANG Hai

  Department of Chemistry, University of Science and Technology of China

• XU Peng

  Department of Chemistry, University of Science and Technology of China

• YANG Yan

  Department of Chemical Engineering, Anhui University of Science and Technology

• Xu Peng

  Department Of Chemistry University Of Science And Technology Of China

• Wang Hai

  Department Of Chemistry University Of Science And Technology Of China

• Song Le

  Department Of Chemistry University Of Science And Technology Of China

• Yang Yan

  Department Of Chemical Engineering Anhui University Of Science And Technology

関連論文

• Experimental and Theoretical Studies on the Inclusion Complexation of Syringic Acid with α-, β-, γ- and Heptakis(2,6-di-O-methyl)-β-cyclodextrin
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