A Polyphenylene Dendrimer Drug Transporter with Precisely Positioned 
Amphiphilic Surface Patches

Stangenberg, Rene; Wu, Yuzhou; Hedrich, Jana; Kurzbach, Dennis; Wehner, Daniel; Weidinger, Gilbert; Kuan, Seah Ling; Jansen, Malin Insa; Jelezko, Fedor; Luhmann, Heiko J.; Hinderberger, Dariush; Weil, Tanja; Muellen, Klaus

doi:10.1002/adhm.201400291

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A Polyphenylene Dendrimer Drug Transporter with Precisely Positioned Amphiphilic Surface Patches

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Stangenberg, R., Wu, Y., Hedrich, J., Kurzbach, D., Wehner, D., Weidinger, G., et al. (2015). A Polyphenylene Dendrimer Drug Transporter with Precisely Positioned Amphiphilic Surface Patches. Advanced Healthcare Materials, 4(3). doi:10.1002/adhm.201400291.

Cite as: https://hdl.handle.net/21.11116/0000-0009-ACD7-3

Abstract

The design and synthesis of a polyphenylene dendrimer (PPD 3) with discrete binding sites for lipophilic guest molecules and characteristic surface patterns is presented. Its semi-rigidity in combination with a precise positioning of hydrophilic and hydrophobic groups at the periphery yields a refined architecture with lipophilic binding pockets that accommodate defined numbers of biologically relevant guest molecules such as fatty acids or the drug doxorubicin. The size, architecture, and surface textures allow to even penetrate brain endothelial cells that are a major component of the extremely tight blood-brain barrier. In addition, low to no toxicity is observed in in vivo studies using zebrafish embryos. The unique PPD scaffold allows the precise placement of functional groups in a given environment and offers a universal platform for designing drug transporters that closely mimic many features of proteins.