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Highly efficient complexation of sanguinarine alkaloid by carboxylatopillar[6]arene: pKa shift, increased solubility and enhanced antibacterial activity

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Abstract

Encapsulation of a physiologically active substance, sanguinarine (SA), by a water soluble carboxylatopillar[6]arene (CP6A), is described. The efficient complexation by CP6A, giving a Ka value of (2.4 ± 0.3) × 105 M−1 in pH 7.4, served to increase the water solubility by 4.3-fold, cause a 2.02 shift in pKa, and enhance the antibacterial activity of SA.

Graphical abstract: Highly efficient complexation of sanguinarine alkaloid by carboxylatopillar[6]arene: pKa shift, increased solubility and enhanced antibacterial activity

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Publication details

The article was received on 11 Apr 2017, accepted on 30 May 2017 and first published on 30 May 2017


Article type: Communication
DOI: 10.1039/C7CC02799K
Citation: Chem. Commun., 2017, Advance Article
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    Highly efficient complexation of sanguinarine alkaloid by carboxylatopillar[6]arene: pKa shift, increased solubility and enhanced antibacterial activity

    G. Ping, Y. Wang, L. Shen, Y. Wang, X. Hu, J. Chen, B. Hu, L. Cui, Q. Meng and C. Li, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC02799K

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