In vivo degradation and elimination of injectable ricinoleic acid-based poly(ester-anhydride)

Biomacromolecules

Volumn 14, Issue 5, 2013, Pages 1465-1473

  Vaisman, Boris ^a   Ickowicz, Diana E ^a   Abtew, Ester ^a   Haim Zada, Moran ^a   Shikanov, Ariella ^a   Domb, Abraham J ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

BIODEGRADATION; ESTERIFICATION; ESTERS; HYDROLYSIS; OLIGOMERS; SPECTRUM ANALYSIS;

CHEMICAL CHANGE; HYDROLYTIC DEGRADATION; IN-VITRO; IN-VIVO; MATRIX COMPOSITION; POST-IMPLANTATION; RICINOLEIC ACID; WEIGHT LOSS;

FATTY ACIDS;

HYDROXYL GROUP; RICINOLEIC ACID; BIOMATERIAL; DECANOIC ACID DERIVATIVE; POLY(SEBACIC ACID-CO-RICINOLEIC ACID); POLYMER;

ACETYLATION; ANIMAL EXPERIMENT; ARTICLE; CHEMICAL STRUCTURE; DRUG DEGRADATION; FEMALE; HYDROGEN BOND; HYDROLYSIS; IN VITRO STUDY; IN VIVO STUDY; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; RAT; WATER TRANSPORT; ANIMAL; BIOTRANSFORMATION; CHEMISTRY; METABOLISM; SPRAGUE DAWLEY RAT; SUBCUTANEOUS DRUG ADMINISTRATION;

ANIMALS; BIOCOMPATIBLE MATERIALS; BIOTRANSFORMATION; DECANOIC ACIDS; FEMALE; HYDROLYSIS; INJECTIONS, SUBCUTANEOUS; MOLECULAR WEIGHT; POLYMERS; RATS; RATS, SPRAGUE-DAWLEY; RICINOLEIC ACIDS;

EID: 84877786929     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm4001475     Document Type: Article

References (32)

1. Katti, D. S.; Lakshmi, S.; Langer, R.; Laurencin, C. T. Toxicity, biodegradation and elimination of polyanhydrides Adv. Drug Delivery Rev. 2002, 54 (7) 933-61
2. Domb, A. J.; Amselem, S.; Langer, R.; Maniar, M., Polyanhydrides as carriers of drugs. In Biomedical Polymers; Shalaby, S, Ed.; Carl Hauser Verlag: Munchen, 1994; pp 69-96.
3. Fung, L. K.; Saltzman, W. M. Polymeric implants for cancer chemotherapy Adv. Drug Delivery Rev. 1997, 26 (2-3) 209-230
4. Jaszcz, K.; Lukaszczyk, J.; Smiga-Matuszowicz, M. Synthesis of functional poly(ester-andydride)s based on succinic acid React. Funct. Polym. 2008, 68 (1) 351-360
5. Göpferich, A. Mechanisms of polymer degradation and erosion Biomaterials 1996, 17 (2) 103-14
6. Göpferich, A., Mechanisms of polymer degradation and elimination. In Handbook of Biodegradable Polymers; Domb, A. J.; Kost, J; DM, W., Eds.; Hardwood Academic: Amsterdam, 1997; pp 451-471.
7. Maniar, M.; Domb, A.; Haffer, A.; Shah, J. Controlled-release of a local-anesthetic from fatty-acid dimer based polyanhydride J. Controlled Release 1994, 30 (3) 233-239
8. Teomim, D.; Nyska, A.; Domb, A. J. Ricinoleic acid-based biopolymers J. Biomed. Mater. Res. 1999, 45 (3) 258-67
9. Krasko, M. Y.; Shikanov, A.; Ezra, A.; Domb, A. J. Poly(ester anhydride)s prepared by the insertion of ricinoleic acid into poly(sebacic acid) J. Polym. Sci., Part A: Polym. Chem. 2003, 41 (8) 1059-1069
10. Shikanov, A.; Vaisman, B.; Krasko, M. Y.; Nyska, A.; Domb, A. J. Poly(sebacic acid- co -ricinoleic acid) biodegradable carrier for paclitaxel: In vitro release and in vivo toxicity J. Biomed. Mater. Res., Part A 2004, 69 (1) 47-54
11. Shikanov, A.; Shikanov, S.; Vaisman, B.; Golenser, J.; Domb, A. J. Paclitaxel tumor biodistribution and efficacy after intratumoral injection of a biodegradable extended release implant Int. J. Pharm. 2008, 358 (1-2) 114-120
12. Shikanov, S.; Shikanov, A.; Gofrit, O.; Nyska, A.; Corn, B.; Domb, A. J. Intratumoral delivery of paclitaxel for treatment of orthotopic prostate cancer J. Pharm. Sci. 2009, 98 (3) 1005-1014
13. Krasko, M. Y.; Golenser, J.; Nyska, A.; Nyska, M.; Brin, Y. S.; Domb, A. J. Gentamicin extended release from an injectable polymeric implant J. Controlled Release 2007, 117 (1) 90-96
14. Krasko, M. Y.; Kumar, N.; Domb, A. J. Protein and peptide release from in situ gelling polymer Biomacromolecules 2006, 7 (8) 2461-2463
15. Shikanov, A.; Domb, A. J.; Weiniger, C. F. Long acting local anesthetic-polymer formulation to prolong the effect of analgesia J. Controlled Release 2007, 117 (1) 97-103
16. Hayashi, T. Biodegradable polymers for biomedical uses Prog. Polym. Sci. 1994, 19 (4) 663-702
17. Zhang, J.; Liang, Y.; Li, N.; Li, X.; Hu, R.; Xing, J.; Deng, L.; Hu, F.; Dong, A. Thermosensitive hydrogel based on poly(ether-ester anhydride) nanoparticle as drug delivery system: Preparation, characterization and biocompatibility Colloids Surf., B 2012, 96 (0) 56-61
18. Shikanov, A.; Domb, A. J. Poly(sebacic acid- co -ricinoleic acid) biodegradable injectable in situ gelling polymer Biomacromolecules 2006, 7 (1) 288-296
19. Shieh, L.; Tamada, J.; Chen, I.; Pang, J.; Domb, A.; Langer, R. Erosion of a new family of biodegradable polyanhydrides J. Biomed. Mater. Res. 1994, 28 (12) 1465-1475
20. Soares, J. S.; Rajagopal, K. R.; Moore, J. E., Jr. Deformation-induced hydrolysis of a degradable polymeric cylindrical annulus Biomech. Model. Mechanobiol. 2010, 9 (2) 177-86
21. Lyu, S.; Untereker, D. Degradability of polymers for implantable biomedical devices Int. J. Mol. Sci. 2009, 10 (9) 4033-65
22. Göpferich, A.; Langer, R. Modeling monomer release from bioerodible polymers J. Controlled Release 1995, 33 (1) 55-69
23. Göpferich, A.; Tessmar, J. Polyanhydride degradation and erosion Adv. Drug Delivery Rev. 2002, 54 (7) 911-931
24. Liang, Y.; Xiao, L.; Zhai, Y.; Xie, C.; Deng, L.; Dong, A. Preparation and characterization of biodegradable poly(sebacic anhydride) chain extended by glycol as drug carrier J. Appl. Polym. Sci. 2012, 127 (5) 3948-3953
25. Krasko, M. Y.; Domb, A. J. Hydrolytic degradation of ricinoleic-sebacic- ester-anhydride copolymers Biomacromolecules 2005, 6 (4) 1877-1884
26. Santos, C. A.; Freedman, B. D.; Leach, K. J.; Press, D. L.; Scarpulla, M.; Mathiowitz, E. Poly(fumaric- co -sebacic anhydride): A degradation study as evaluated by FTIR, DSC, GPC and X-ray diffraction J. Controlled Release 1999, 60 (1) 11-22
27. Domb, A. J.; Rock, M.; Schwartz, J.; Perkin, C.; Yipchuk, G.; Broxup, B.; Villemure, J. G. Metabolic disposition and elimination studies of a radiolabeled biodegradable polymeric implant in the rat-brain Biomaterials 1994, 15 (9) 681-688
28. Domb, A. J.; Rock, M.; Perkin, C.; Yipchuck, G.; Broxup, B.; Villemure, J. G. Excretion of a radiolabeled anticancer biodegradable polymeric implant from the rabbit brain Biomaterials 1995, 16 (14) 1069-1072
29. Vaisman, B.; Shikanov, A.; Domb, A. J. The isolation of ricinoleic acid from castor oil by salt-solubility-based fractionation for the biopharmaceutical applications J. Am. Oil Chem. Soc. 2008, 85 (2) 169-184
30. Vaisman, B.; Motiei, M.; Nyska, A.; Domb, A. J. Biocompatibility and safety evaluation of a ricinoleic acid-based poly(ester-anhydride) copolymer after implantation in rats J. Biomed. Mater. Res., Part A 2010, 92 (2) 419-431
31. Fournier, E.; Passirani, C.; Montero-Menei, C. N.; Benoit, J. P. Biocompatibility of implantable synthetic polymeric drug carriers: focus on brain biocompatibility Biomaterials 2003, 24 (19) 3311-3331
32. Howes, D.; Wilson, R.; James, C. T. The fate of ingested glyceran esters of condensed castor oil fatty acids [polyglycerol polyricinoleate (PGPR)] in the rat Food Chem. Toxicol. 1998, 36 (9-10) 719-738