title: Synthesis and properties of a star-shaped poly(ϵ-caprolactone)-ibuprofen conjugate.
abstract: A series of novel star-shaped poly(ϵ-caprolactone) (PCL) biodegradable polyesters were synthesized through ring-opening polymerization of ϵ-caprolactone in the presence of a poly(amidoamine) (PAMAM) dendrimer initiator. The polymers (PAMAM/PCLs) were obtained with a high yield (92%) and a number-average molecular weight of up to 14 000 g/mol. The nonlinear structure of PAMAM/PCLs was confirmed by nuclear magnetic resonance, gel-permeation chromatography, thermogravimetric analysis and differential scanning calorimetry. Thermal analysis indicated that the star-shaped PAMAM/PCLs had a melting point, degree of crystallinity, glass transition temperature and maximum decomposition temperature all lower than those of linear PCL. Ibuprofen (IBU), a popular non-steroidal anti-inflammatory drug, was co-valently (ester) bonded to the PAMAM/PCL molecules using the DCC/DMAP coupling method (DCC, N,N'-dicyclohexylcarbodiimide; DMAP, 4-(dimethylamino)pyridine). A high drug content (33.1 mol%) in the conjugate was obtained. The in-vitro drug-release profiles of IBU from the PAMAM/PCL/IBU conjugate were examined and found adequate for drug-carrier applications of our star-shaped polymers.
authors: a Department of Inorganic and Analytical Chemistry , Faculty of Pharmacy, Medical University of Warsaw , Banacha 1 , Warsaw , 02-097 , Poland.
authors: Ewa
authors: E
authors: Oledzka
authors: Dorota
authors: D
authors: Kaliszewska
authors: Marcin
authors: M
authors: Sobczak
authors: Anna
authors: A
authors: Raczak
authors: Patrycja
authors: P
authors: Nickel
authors: Waclaw
authors: W
authors: Kolodziejski
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000008:administration & dosage / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics; D050091:Dendrimers / Q000737:chemistry; D004337:Drug Carriers / Q000138:chemical synthesis / Q000737:chemistry*; D065546:Drug Liberation; D006863:Hydrogen-Ion Concentration; D007052:Ibuprofen / Q000008:administration & dosage / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics; D015394:Molecular Structure; D008970:Molecular Weight; D011091:Polyesters / Q000138:chemical synthesis / Q000737:chemistry*; D058105:Polymerization; D066244:Proton Magnetic Resonance Spectroscopy; D013817:Thermography; D044366:Transition Temperature
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D050091:Dendrimers; D004337:Drug Carriers; C104700:PAMAM Starburst; D011091:Polyesters; C016240:polycaprolactone; D007052:Ibuprofen