title: Synthesis, Photophysical, and Biological Evaluation of Sulfated Polyglycerol Dendronized Perylenebisimides (PBIs)--A Promising Platform for Anti-Inflammatory Theranostic Agents?
abstract: A set of four water-soluble perylene bisimides (PBI) based on sulfated polyglycerol (PGS) dendrons were developed, their photophysical properties determined via UV/vis and fluorescence spectroscopy, and their performance as possible anti-inflammatory agents evaluated via biological in vitro studies. It could be shown that in contrast to charge neutral PG-PBIs the introduction of the additional electrostatic repulsion forces leads to a decrease in the dendron generation necessary for aggregation suppression, allowing the preparation of PBIs with fluorescence quantum yields of >95% with a considerable decreased synthetic effort. Furthermore, the values determined for L-selectin binding down to the nanomolar range, their limited impact on blood coagulation, and their minor activation of the complement system renders these systems ideal for anti-inflammatory purposes.
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin , Takustraße 3, 14195 Berlin, Germany.
authors.forename: T
authors.initials: T
authors.lastname: Heek
authors.affiliation: Institute of Laboratory Medicine, Clinical Chemistry and Pathobiochemistry, Charité-Universitätsmedizin Berlin , Augustenburger Platz 1, 13353 Berlin, Germany.
authors.forename: C
authors.initials: C
authors.lastname: Kühne
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin , Takustraße 3, 14195 Berlin, Germany.
authors.forename: H
authors.initials: H
authors.lastname: Depner
authors.affiliation: Institute of Laboratory Medicine, Clinical Chemistry and Pathobiochemistry, Charité-Universitätsmedizin Berlin , Augustenburger Platz 1, 13353 Berlin, Germany.
authors.forename: K
authors.initials: K
authors.lastname: Achazi
authors.affiliation: Institute of Laboratory Medicine, Clinical Chemistry and Pathobiochemistry, Charité-Universitätsmedizin Berlin , Augustenburger Platz 1, 13353 Berlin, Germany.
authors.forename: J
authors.initials: J
authors.lastname: Dernedde
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin , Takustraße 3, 14195 Berlin, Germany.
authors.forename: R
authors.initials: R
authors.lastname: Haag
mesh_terms: D000893:Anti-Inflammatory Agents / Q000627:therapeutic use*; D005990:Glycerol / Q000737:chemistry*; D007094:Imides / Q000737:chemistry*; D010569:Perylene / Q000031:analogs & derivatives* / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*; D013431:Sulfates / Q000737:chemistry*; D000068936:Theranostic Nanomedicine
chemical_list: D000893:Anti-Inflammatory Agents; D007094:Imides; D011108:Polymers; D013431:Sulfates; C510697:perylene bisimide; C043941:polyglycerol; D010569:Perylene; D005990:Glycerol