Salicylic acid (SA) bioaccessibility from SA-based poly(anhydride-ester)

Biomacromolecules

Volumn 15, Issue 9, 2014, Pages 3406-3411

  Rogers, Michael A ^a,b   Yan, Yim Fan ^a   Ben Elazar, Karen ^a   Lan, Yaqi ^a   Faig, Jonathan ^a   Smith, Kervin ^a   Uhrich, Kathryn E ^a  

^a RUTGERS UNIVERSITY   (United States)

^b the State University of New Jersey   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ESTERIFICATION; ESTERS; POLYMERS;

BIOACCESSIBILITY; DIGLYCOLIC ACIDS; HYDROLYTIC CLEAVAGE; POLYMER PRECURSORS; SIMULATED DIGESTION; SOLUBILIZATION RATE; SUBSEQUENT HYDROLYSIS; ZERO-ORDER RELEASE;

SALICYLIC ACID;

ACETYLSALICYLIC ACID; GLYCOLIC ACID; POLY(ANHYDRIDE ESTER); POLYANHYDRIDE; SALICYLIC ACID; UNCLASSIFIED DRUG; AMYLOID; GOLD; METAL NANOPARTICLE; PEPTIDE; POLYESTER;

ARTICLE; DRUG RELEASE; HYDROLYSIS; SOLUBILIZATION; THERMOGRAVIMETRY; BIOAVAILABILITY; CHEMISTRY; SYNTHESIS;

AMYLOID; BIOLOGICAL AVAILABILITY; GOLD; METAL NANOPARTICLES; PEPTIDES; POLYESTERS; SALICYLIC ACID;

EID: 84907479065     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm500927r     Document Type: Article

References (29)

1. Hersh, E. V.; Moore, P. A.; Ross, G. L. Over-the-counter analgesics and antipyretics: a critical assessment Clin. Ther. 2000, 22, 500-548
2. ONeil, M. J.; Heckelman, P. E.; Koch, C. B.; Roman, K. J. The Merck Index; Merck: Whitehouse Station, NJ, 2006.
3. Erdmann, L. a.; U, K. E. Synthesis and degradation characteristics of salicylic acid-derived poly(anhydride-esters) Biomaterials 2000, 21, 1941-1946
4. Schmeltzer, R. C. A.; T, J.; Uhrich, K. E. Optimized synthesis of salicylate-based poly(anhydride-esters) Polym. Bull. 2003, 49, 441-448
5. Prudencio, A. S.; RC; Uhrich, K. E. Effect of linker structure on salicylic acid-derived poly(anhydride-esters) Macromolecules 2005, 38 (16) 6895-6900
6. Rosario-Melendez, R.; Lavelle, L.; Bodnar, S.; Halperin, F.; Harper, I.; Griffin, J.; Uhrich, K. E. Stability of a salicylate-based poly(anhydride-ester) to electron beam and gamma radiation Polym. Degrad. Stab. 2011, 96 (9) 1625-1630
7. Carbone, A. L.; Uhrich, K. E. Design and synthesis of fast-degrading poly(anhydride-esters) Macromol. Rapid Commun. 2009, 30 (12) 1021
8. Bryers, J. D.; Jarvis, R. A.; Lebo, J.; Prudencio, A.; Kyriakides, T. R.; Uhrich, K. Biodegradation of poly (anhydride-esters) into non-steroidal anti-inflammatory drugs and their effect on Pseudomonas aeruginosa biofilms in vitro and on the foreign-body response in vivo Biomaterials 2006, 27, 5039-5048
9. Whitaker-Brothers, K.; Uhrich, K. Poly(anhydride-ester) fibers: role of copolymer composition on hydrolytic degradation and mechanical properties J. Biomed. Mater. Res., Part A 2004, 70 (2) 309-18
10. Yeagy, B. A.; Prudencio, A.; Schmeltzer, R. C.; Uhrich, K. E.; Cook, T. J. Characterization and in vitro degradation of salicylate-derived poly(anhydride-ester microspheres) J. Microencapsulation 2006, 23 (6) 643-53
11. Rosario-Melendez, R.; Ouimet, M. A.; Uhrich, K. E. Formulation of salicylate-based poly(anhydride-ester) microspheres for short- and long-term salicylic acid delivery Polym. Bull. 2013, 70 (1) 343-351
12. Johnson, M. L.; Uhrich, K. E. Concurrent release of admixed antimicrobials and salicylic acid from salicylate-based poly(anhydride-esters) J. Biomed. Mater. Res., Part A 2009, 91 (3) 671-8
13. Delgado-Rivera, R.; Rosario-Melendez, R.; Yu, W.; Uhrich, K. E. Biodegradable salicylate-based poly(anhydride-ester) microspheres for controlled insulin delivery J. Biomed. Mater. Res., Part A 2014, 102, 2736-42
14. Whitaker-Brothers, K.; Uhrich, K. Investigation into the erosion mechanism of salicylate-based poly(anhydride-esters) J. Biomed. Mater. Res., Part A 2006, 76 (3) 470-9
15. Bel-Rhlid, R.; Crespy, V.; Pagé-Zoerkler, N.; Nagy, K.; Raab, T.; Hansen, C.-E. Hydrolysis of rosmaric acid from rosemary extract with esterases and Lactobacillus johnsonii in vitro and in a gastrointestinal model J. Agric. Food Chem. 2009, 57, 7700-7705
16. Rosario-Melendez, R.; Harris, C. L.; Delgado-Rivera, R.; Yu, L.; Uhrich, K. E. PolyMorphine: an innovative biodegradable polymer drug for extended pain relief J. Controlled Release 2012, 162 (3) 538-44
17. Ouimet, M. A.; Snyder, S. S.; Uhrich, K. E. Tunable drug release profiles from salicylate-based poly(anhydride-ester) matrices using small molecule admixtures J. Bioact. Compat. Polym. 2012, 27 (6) 540-549
18. Chandorkar, Y.; Bhagat, R. K.; Madras, G.; Basu, B. Cross-linked, biodegradable, cytocompatible salicylic acid based polyesters for localized, sustained delivery of salicylic acid: an in vitro study Biomacromolecules 2014, 15, 863-875
19. Schmeltzer, R. C. J. M.; Griffin, J.; Uhrich, K. E. Comparison of salicylate-based poly(anhydride-esters) formed via melt-condensation versus solution polymerization J. Biomater. Sci., Polym. Ed. 2008, 19 (10) 1295-1306
20. Speranza, A.; Corradini, M. G.; Hartman, T. G.; Ribnicky, D. M.; Oren, A.; Rogers, M. A. Influence of emulsifier structure on lipid bioaccessibility in oil-water nanoemulsions J. Agric. Food Chem. 2013, 61, 6505-6515
21. Minekus, M.; Jelier, M.; Xiao, J. Z.; Kondo, S.; Iwatsuki, K.; Kokubo, S.; Bos, M.; Dunnewind, B.; Havenaar, R. Effect of partially hydrolyzed guar gum (PHGG) on the bioaccessibility of fat and cholesterol Biosci. Biotechnol. Biochem. 2005, 69 (5) 932-8
22. Blanquet, S. Z. E.; Beyssac, E.; Meunier, J.-P.; Denis, S.; Havennar, R.; Alric, M. A dynamic artificial gastrointestinal system for studying the behavior of orally administered drug dosage forms under various physiological conditions Pharm. Res. 2004, 21, 585-591
23. Brouwers, J.; Anneveld, B.; Goudappel, G. J.; Duchateau, G.; Annaert, P.; Augustijns, P.; Zeijdner, E. Food-dependent disintegration of immediate release fosamprenavir tablets: in vitro evaluation using magnetic resonance imaging and a dynamic gastrointestinal system Eur. J. Pharm. Biopharm. 2011, 77 (2) 313-9
24. Naylor, T. A.; Connolly, P. C.; Martini, L. G.; Elder, D. P.; Minekus, M.; Havenaar, R.; Zeijdner, E. Use of a gastro-intestinal model and gastroplus for the prediction of in vivo performance Ind. Pharm. 2006, 12, 9-12
25. Santos, C. A.; Freedman, B. D.; Leach, K. J.; Press, D. L.; Scarpulla, M. A.; 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, 11-22
26. Jain, J. P.; Modi, S.; Domb, A. J.; Kumar, N. Role of polyanhydrides as localized drug carriers J. Controlled Release 2005, 103, 541-63
27. Goepferich, A. Mechanisms of polymer degradation and erosion Biomaterials 1996, 17, 103-14
28. Garbacz, G.; Klein, S. Dissolution testing of oral modified-release dosage forms J. Pharm. Pharmacol. 2012, 64, 944-68
29. Wang, Y.; Xu, P.-P.; Li, X.-X.; Nie, K.; Tuo, M. F.; Kong, J.; Chen, J. Monitoring the hydrolyzation of aspirin during the dissolution testing for aspirin delayed-release tablets with a fiber-optic dissolution system J. Pharm. Anal. 2012, 2, 386-89