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Reduction-Sensitive Reversibly Crosslinked Biodegradable Micelles for Triggered Release of Doxorubicin

Author: XuYanMin
Tutor: MengFengHua
School: Suzhou University
Course: Polymer Chemistry and Physics
Keywords: Restore sensitive Interface reversible cross-linking Biodegradable Micelles
CLC: TQ460.1
Type: Master's thesis
Year: 2010
Downloads: 185
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Abstract


This thesis design, preparation restore sensitive reversible crosslinked biodegradable polymeric micelle . By the introduction of a cross-linkable group between the polyethylene glycol (PEG) and polycaprolactone (PCL) , lipoic acid, catalyzed in a small amount of DTT , can occur in the interface of the micelle formed crosslinked to give stable micelles, but in the simulated in vivo environment is restored it will soon dissociation , caused the trigger release of the drug . (1) Michael addition reaction of the PEG - SH and PCL- acrylic acid ester , synthetic intermediate containing DTT PEG - DTT - PCL . Then, the esterification reaction of the lipoic acid connected to the two hydroxyl groups on the DTT , thereby obtaining two lipoic acid functional groups of the block polymer of PEG - L2- PCL PEG and PCL interface . H NMR and gel chromatography tests show that PEG - L2 - PCL block polymer having a particle size of 20 -150 nm of controlled composition and molecular weight distribution of 1.36. Micelles in an aqueous solution of PEG - L2- PCL between the critical micelle concentration of 16 mg / l . Lipoic acid functional group of 7.6% DTT , diluted Add a physiological concentration of salt and an organic solvent polymeric micelles remained very stable , but when 10mM DTT was added quickly , the polymeric micelle solution crosslinked . Release in vitro studies have shown that cross-linked micelles 10h doxorubicin release only 15% of non-crosslinked micelles within 0.5h release of about 80% , cross-linked micelles in the addition of 10mM DTT , 9h release 75 % ( 2) by the sequential RAFT polymerization reaction of the the intermediate oligomer containing HEMA , a triblock copolymer of polyethylene glycol ( PEG ) - P ( HEMA ) - P ( HEMA - g - PLA ) were synthesized . Then, using the same esterification reaction of lipoic acid to the intermediate PHEMA segments on the different degree of substitution of the polymer PEG - PHEMA - LX - ( PHEMA -g -PLA ) . Change lipoic acid on the intermediate segment PHEMA degree of substitution , change the degree of crosslinking on the stability of the micelle . H NMR and gel permeation chromatography tests show that PEG - PHEMA - LX - ( PHEMA - g - PLA ) block polymer having a controlled composition and the polymer molecular weight distribution is narrow . PEG - PHEMA - LX - ( PHEMA - g - PLA ) in an aqueous solution to form a micelle particle diameter in the range of 50 -150 nm , lipoic acid functional group , 10 % DTT , diluted , and an organic solvent after the crosslinked polymer adhesive beam remains very stable , but when the addition of 10mM DTT , the crosslinked polymeric micelles 3h solution .

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