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

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 K value of (2.4 ± 0.3) × 10 M in pH 7.4, served to increase the water solubility by 4.3-fold, cause a 2.02 shift in...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2017, Vol.53 (53), p.7381-7384
Hauptverfasser:	Ping, Guchuan, Wang, Yiliang, Shen, Lingyun, Wang, Yuting, Hu, Xiaoshi, Chen, Junyi, Hu, Bingwen, Cui, Lei, Meng, Qingbin, Li, Chunju
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkaloids - chemistry Alkaloids - pharmacology Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Benzophenanthridines - chemistry Benzophenanthridines - pharmacology Dose-Response Relationship, Drug Hydrogen-Ion Concentration Isoquinolines - chemistry Isoquinolines - pharmacology Macrocyclic Compounds - chemistry Macrocyclic Compounds - pharmacology Microbial Sensitivity Tests Molecular Structure Solubility Staphylococcus aureus - drug effects Structure-Activity Relationship
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Zusammenfassung:	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 K value of (2.4 ± 0.3) × 10 M in pH 7.4, served to increase the water solubility by 4.3-fold, cause a 2.02 shift in pK , and enhance the antibacterial activity of SA.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c7cc02799k