Ricinoleic acid-based biopolymers

Doron Teomim, Abraham Nyska, Abraham J. Domb

Research output: Contribution to journalArticlepeer-review

118 Scopus citations


Polyanhydrides synthesized from pure ricinoleic acid half-esters with maleic and succinic arthydrides possess desired physicochemical and mechanical properties for use as drug carriers. Ricinoleic acid maleate or succinate diacid half-esters were prepared from the reaction of crude ricinoleic acid (85% content) with succinic or maleic anhydride. The pure diacid monomers were obtained by chromatography purification through silica gel using petroleum ether/ethyl acetate/acetic acid (80/30/1 v/v/v) mixture as eluent. The pure diacid monomers (>99%) were polymerized by melt condensation to yield film-forming polymers with molecular weights exceeding 40,000 with a polydispersity of 2. Extensive biocompatibility study demonstrated their toxicological inertness and biodegradability. Their rate of elimination from rats in the course of about 4-6 weeks was faster than that found for similar fatty acid-based polyanhydrides previously tested. In vitro studies showed that these polymers underwent rapid hydrolytic degradation in 10 days. Methotrexate release from the polymers was not affected by the initial polymer molecular weight in the range of 10,00035,000. The in vitro drug release correlated with the degradation of the polymers. The fatty acid ester monomers were further degraded to its counterparts, ricinoleic acid and succinic or maleic acid.

Original languageEnglish
Pages (from-to)258-267
Number of pages10
JournalJournal of Biomedical Materials Research
Issue number3
StatePublished - 1999
Externally publishedYes


  • Biocompatibility
  • Biodegradable polymers
  • Fatty acid ester
  • Polyanhydride
  • Ricinoleic acid


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