Issue 53, 2017

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

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

Supplementary files

Article information

Article type
Communication
Submitted
11 Apr 2017
Accepted
30 May 2017
First published
30 May 2017

Chem. Commun., 2017,53, 7381-7384

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, 53, 7381 DOI: 10.1039/C7CC02799K

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