Design and synthesis of an osteotropic polyrotaxane for the treatment of skeletal diseases

POLY 247

Christopher Donald Hein, cdhein@unmc.edu, Dong Wang, dwang@unmc.edu, and Xin-Ming Liu, xliu@unmc.edu. Department of Pharmaceutical Sciences, University of Nebraska Medical Center, Omaha, NE 68198-6025
Skeletal diseases, such as osteoporosis and bone metastasis, are among the most common and costly diseases known. However, limited research has been conducted for their improved treatment. Described in this report is the synthesis of a novel bone-targeting delivery system based on a polyrotaxane design. Using click chemistry, a bone-targeting moiety, alendronate, was first conjugated to á-cyclodextrin. The resulting molecule was mixed with acetylene-terminated poly(ethylene glycol) to form a pseudopolyrotaxane. Using click chemistry once again, the pseudopolyrotaxane was copolymerized with a bulky diazide monomer to form the polyrotaxane, as verified by size-exclusion chromatography. An in vitro binding study showed that the polyrotaxane can bind strongly to hydroxyapatite, the major mineral component of bones. Conjugation of anticancer drugs to the delivery system is currently under investigation.
 

Excellence in Graduate Polymer Science Research
8:25 AM-11:40 AM, Monday, April 7, 2008 Hilton New Orleans Riverside -- Grand Salon 18, Oral

Division of Polymer Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008