Supramolecular Vector/Drug Coassemblies of Polyglycerol Dendrons and Rutin Enhance the pH Response.

A coassembly strategy for a supramolecular vector/drug was proposed with a biocompatible ternary dodecyl-bi(third-generation polyglycerol (PG) dendrons) (C 12 -(G3) 2 ) amphiphile, dodecyl sulfobetaine (SB3-12) surfactant, and poorly water-soluble drug rutin. C 12 -(G3) 2 and rutin will mutually enhance their pH response by protonation and deprotonation of dendritic PG and rutin's ionization as the pH changes from the acidic gastric lumen to the weakly alkaline intestine. SB3-12 may increase the payload and bring about sustained release for rutin by intermolecular interactions. Self-assembling behaviors of C 12 -(G3) 2 , SB3-12, sodium dodecyl sulfate (SDS), and dodecyl trimethylammonium bromide (DTAB) and their hybrids with rutin were characterized by UV-vis spectroscopy, a fluorescence probe, and 1 H NMR. UV-vis and 1 H NMR were used to identify the position and orientation of rutin in the vectors. The functions of the vector/drug were confirmed by measuring the solubility and in vitro release of rutin. The ternary coassembling vector/drug easily imparted functions of pH-responsive and sustained release without complex synthetic processes. The nanocaves framed by PG dendrons in the micelles provide pH-responsive compartments for rutin and SB3-12 in the supramolecular vector/drug anchors that accommodate rutin by weak interactions. The finely matched supramolecular vector/drug coassemblies exhibit the pH-responsive function for a potential application in the treatment of inflammatory bowel disease.