Document Detail

Stereocomplexes of enantiomeric lactic acid and sebacic acid ester-anhydride triblock copolymers.
MedLine Citation:
PMID:  12099819     Owner:  NLM     Status:  MEDLINE    
A systematic study on the synthesis, characterization, degradation, and drug release of d-, l-, and dl-poly(lactic acid) (PLA)-terminated poly(sebacic acid) (PSA) and their stereocomplexes is reported. PLA-terminated sebacic acid polymers were synthesized by melt condensation of the acetate anhydride derivatives of PLA oligomers and sebacic anhydride oligomers to yield ABA triblock copolymers of molecular weights between 3000 and 9000 that melt at temperatures between 35 and 80 degrees C. Pairs of the corresponding enantiomeric ABA copolymers composed of l-PLA-PSA-l-PLA and d-PLA-PSA-d-PLA were solvent mixed to form stereocomplexes. The formed stereocomplexes exhibited higher crystalline melting temperature than the enantiomeric polymers, which indicate stereocomplex formulation. The PLA terminals had a significant effect on the polymer degradation and drug release rate. PSA with up to 20% w/w of PLA terminals degraded and released the incorporated drug for more than 3 weeks as compared with 10 days for PSA homopolymer.
Raia Slivniak; Abraham J Domb
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Biomacromolecules     Volume:  3     ISSN:  1525-7797     ISO Abbreviation:  Biomacromolecules     Publication Date:    2002 Jul-Aug
Date Detail:
Created Date:  2002-07-08     Completed Date:  2003-08-26     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  100892849     Medline TA:  Biomacromolecules     Country:  United States    
Other Details:
Languages:  eng     Pagination:  754-60     Citation Subset:  IM    
Department of Medicinal Chemistry and Natural Products, School of Pharmacy, Faculty of Medicine, The Hebrew University of Jerusalem, Jerusalem 91120, Israel.
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MeSH Terms
Anti-Inflammatory Agents / administration & dosage,  pharmacokinetics
Biodegradation, Environmental
Decanoic Acids / chemistry
Delayed-Action Preparations / chemical synthesis*
Dicarboxylic Acids*
Drug Compounding / methods
Lactic Acid / chemistry
Polymers / chemical synthesis*
Triamcinolone / administration & dosage,  pharmacokinetics
Reg. No./Substance:
0/Anti-Inflammatory Agents; 0/Decanoic Acids; 0/Delayed-Action Preparations; 0/Dicarboxylic Acids; 0/Polymers; 111-20-6/sebacic acid; 124-94-7/Triamcinolone; 50-21-5/Lactic Acid

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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