title: Regioselective Ring-Opening Polymerization of a Polyhydroxycarboxylic Acid for the Synthesis of a Nanoscale Carrier Material with pH-Dependent Stability and Sustained Drug Release.
abstract: Synthetic polyesters are usually composed of monohydroxycarboxylic acids to avoid the problem of regioselectivity during ring-opening polymerization. In contrast, the linear polyester BICpoly contains four secondary OH groups and is nevertheless esterified regioselectively at only one of these positions. Neither the synthesis of the tricyclic monomers nor the ring-opening polymerization requires protecting groups, making BICpoly an attractive novel and biocompatible polymer. BICpoly nanoparticles can be loaded with low-molecular weight drugs or coated onto surfaces as thin films. The release of loaded compounds makes BICpoly an attractive depot for drug release, as shown herein by loading BICpoly with dyes or the cytostatic drug doxorubicin. BICpoly is distinguishable from other polymers by its characteristic pH-dependent degradation.
authors: Rudolf-Boehm-Institute for Pharmacology and Toxicology, Clinical Pharmacology, University of Leipzig, Härtelstrasse 16-18, 04107 Leipzig (Germany).
authors: Alexander
authors: A
authors: Ewe
authors: Faculty of Chemistry, Philipps University Marburg, Hans-Meerwein-Strasse 4, 35032 Marburg (Germany).
authors: Anita
authors: A
authors: Jansen de Salazar
authors: Institute for Medical Physics and Biophysics, University of Leipzig, Härtelstrasse 16-18, 04107 Leipzig (Germany).
authors: Katharina
authors: K
authors: Lemmnitzer
authors: Faculty of Chemistry, Philipps University Marburg, Hans-Meerwein-Strasse 4, 35032 Marburg (Germany).
authors: Michael
authors: M
authors: Marsch
authors: Rudolf-Boehm-Institute for Pharmacology and Toxicology, Clinical Pharmacology, University of Leipzig, Härtelstrasse 16-18, 04107 Leipzig (Germany). achim.aigner@medizin.uni-leipzig.de.
authors: Achim
authors: A
authors: Aigner
authors: Faculty of Chemistry, Philipps University Marburg, Hans-Meerwein-Strasse 4, 35032 Marburg (Germany). geyer@staff.uni-marburg.de.
authors: Armin
authors: A
authors: Geyer
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000008:administration & dosage* / Q000494:pharmacology; D045744:Cell Line, Tumor; D003692:Delayed-Action Preparations / Q000138:chemical synthesis / Q000737:chemistry*; D004317:Doxorubicin / Q000008:administration & dosage* / Q000494:pharmacology; D065546:Drug Liberation; D006801:Humans; D006863:Hydrogen-Ion Concentration; D008958:Models, Molecular; D053758:Nanoparticles / Q000737:chemistry; D009369:Neoplasms / Q000188:drug therapy; D011091:Polyesters / Q000138:chemical synthesis / Q000737:chemistry*; D058105:Polymerization; D013237:Stereoisomerism
chemical_list: D000903:Antibiotics, Antineoplastic; D003692:Delayed-Action Preparations; D011091:Polyesters; D004317:Doxorubicin
keywords: cysteine; drug transport; nanoparticles; polyesters; polyhydroxycarboxylic acids