Stable polyanhydride synthesized from sebacic acid and ricinoleic acid

Moran Haim-Zada; Arijit Basu; Tal Hagigit; Ron Schlinger; Michael Grishko; Alexander Kraminsky; Ezra Hanuka; Abraham J. Domb

doi:10.1016/j.jconrel.2016.04.036

Stable polyanhydride synthesized from sebacic acid and ricinoleic acid

Moran Haim-Zada, Arijit Basu, Tal Hagigit, Ron Schlinger, Michael Grishko, Alexander Kraminsky, Ezra Hanuka, Abraham J. Domb

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Poly(anhydride) are unstable and prone to hydrolytic degradation and depolymerisation via anhydride interchange. They are stored at − 20 °C, packed under inert atmosphere until use. We synthesized a new poly(anhydride) from ricinoleic (RA) and sebacic (SA) acid with alternating ester-anhydride structure that is stable at 25 °C for over 18 months. The copolymer is also stable in chloroform solution and under γ-irradiation. The polymer hydrolyses through anhydride cleavage lasting ~ 7 days to form oligoesters, which are stable for > 30 days. The release of gentamycin from the synthesized alternate polymer matrix is sustained compared to the random copolymer.

Original language	English
Pages (from-to)	156-162
Number of pages	7
Journal	Journal of Controlled Release
Volume	257
DOIs	https://doi.org/10.1016/j.jconrel.2016.04.036
State	Published - 10 Jul 2017
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 Elsevier B.V.

Keywords

Alternating polymers
Anhydride interchange
Drug release
Poly anhydrides
Ricinoleic acid
Sebacic acid

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10.1016/j.jconrel.2016.04.036

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title = "Stable polyanhydride synthesized from sebacic acid and ricinoleic acid",

abstract = "Poly(anhydride) are unstable and prone to hydrolytic degradation and depolymerisation via anhydride interchange. They are stored at − 20 °C, packed under inert atmosphere until use. We synthesized a new poly(anhydride) from ricinoleic (RA) and sebacic (SA) acid with alternating ester-anhydride structure that is stable at 25 °C for over 18 months. The copolymer is also stable in chloroform solution and under γ-irradiation. The polymer hydrolyses through anhydride cleavage lasting ~ 7 days to form oligoesters, which are stable for > 30 days. The release of gentamycin from the synthesized alternate polymer matrix is sustained compared to the random copolymer.",

keywords = "Alternating polymers, Anhydride interchange, Drug release, Poly anhydrides, Ricinoleic acid, Sebacic acid",

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AU - Haim-Zada, Moran

AU - Basu, Arijit

AU - Hagigit, Tal

AU - Schlinger, Ron

AU - Grishko, Michael

AU - Kraminsky, Alexander

AU - Hanuka, Ezra

AU - Domb, Abraham J.

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AB - Poly(anhydride) are unstable and prone to hydrolytic degradation and depolymerisation via anhydride interchange. They are stored at − 20 °C, packed under inert atmosphere until use. We synthesized a new poly(anhydride) from ricinoleic (RA) and sebacic (SA) acid with alternating ester-anhydride structure that is stable at 25 °C for over 18 months. The copolymer is also stable in chloroform solution and under γ-irradiation. The polymer hydrolyses through anhydride cleavage lasting ~ 7 days to form oligoesters, which are stable for > 30 days. The release of gentamycin from the synthesized alternate polymer matrix is sustained compared to the random copolymer.

KW - Alternating polymers

KW - Anhydride interchange

KW - Drug release

KW - Poly anhydrides

KW - Ricinoleic acid

KW - Sebacic acid

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Stable polyanhydride synthesized from sebacic acid and ricinoleic acid

Abstract

Bibliographical note

Keywords

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