Quercetin conjugated poly(β-amino esters) nanogels for the treatment of cellular oxidative stress

Acta Biomaterialia

Volumn 27, Issue , 2015, Pages 194-204

  Gupta, Prachi ^a   Authimoolam, Sundar P ^a   Hilt, J Zach ^a   Dziubla, Thomas D ^a  

^a UNIVERSITY OF KENTUCKY   (United States)

Author keywords

Antioxidants; Endothelial cells; Nanogels; Oxidative stress; Poly(b amino esters); Quercetin

Indexed keywords

BIOCOMPATIBILITY; BIODEGRADABLE POLYMERS; BIODEGRADATION; CONTROLLED DRUG DELIVERY; CROSSLINKING; DEGRADATION; EMULSIFICATION; ENDOTHELIAL CELLS; ESTERS; FLAVONOIDS; FREE RADICALS; FUNCTIONAL POLYMERS; NANOPARTICLES; NANOSTRUCTURED MATERIALS; OXIDATIVE STRESS; PARTICLE SIZE; PHENOLS; PRECIPITATION (CHEMICAL); SURFACE CHEMISTRY; TARGETED DRUG DELIVERY;

AMINO ESTERS; CELLULARS; DRUG DELIVERY APPLICATIONS; ENDOTHELIAL-CELLS; NANOGELS; PH SENSITIVE; POLY(B-AMINO ESTER); POLYPHENOLS; QUERCETIN; TUNABLES;

ANTIOXIDANTS;

ACETONITRILE; ACRYLIC ACID; DIAMINE; ESTER DERIVATIVE; NANOGEL; NANOPARTICLE; POLY(BETA AMINO ESTER); QUERCETIN; UNCLASSIFIED DRUG; ANTIOXIDANT; GEL; NANOCAPSULE; NANOCONJUGATE; POLY(BETA-AMINO ESTER); POLYMER;

ANTIGEN BINDING; ANTIOXIDANT ACTIVITY; ARTICLE; CELL STRESS; CHEMICAL REACTION; CONCENTRATION (PARAMETERS); CONJUGATION; CONTROLLED STUDY; CYTOTOXICITY; DRUG RELEASE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HYDRODYNAMICS; HYDROLYSIS; OXIDATIVE STRESS; PARTICLE SIZE; PRECIPITATION; PRIORITY JOURNAL; SINGLE PHASE REACTION PRECIPITATION; SUSPENSION; CELL CULTURE; CHEMISTRY; DIFFUSION; DRUG EFFECTS; ENDOTHELIUM CELL; GEL; PHYSIOLOGY; TREATMENT OUTCOME; ULTRASTRUCTURE;

ANTIOXIDANTS; CELLS, CULTURED; DIFFUSION; ENDOTHELIAL CELLS; GELS; HUMANS; NANOCAPSULES; NANOCONJUGATES; OXIDATIVE STRESS; PARTICLE SIZE; POLYMERS; QUERCETIN; TREATMENT OUTCOME;

EID: 84944277288     PISSN: 17427061     EISSN: 18787568     Source Type: Journal    
DOI: 10.1016/j.actbio.2015.08.039     Document Type: Article

References (41)

1. M.K. Shigenaga, T.M. Hagen, and B.N. Ames Oxidative damage and mitochondrial decay in aging Proc. Natl. Acad. Sci. U.S.A. 91 1994 10771 10778
2. C. Richter, V. Gogvadze, R. Laffranchi, R. Schlapbach, M. Schweizer, M. Suter, and et al. Oxidants in mitochondria: from physiology to diseases Biochim. Biophys. Acta 1271 1995 67 74
3. P.E. Canas The role of xanthine oxidase and the effects of antioxidants in ischemia reperfusion cell injury Acta Physiol. Pharmacol. Ther. Latinoam. 49 1999 13 20
4. R. Kohen, and A. Nyska Invited review: oxidation of biological systems: oxidative stress phenomena, antioxidants, redox reactions, and methods for their quantification Toxicol. Pathol. 30 2002 620 650
5. H. Jacobs, M. Moalin, M.W. van Gisbergen, A. Bast, W.J. van der Vijgh, and G.R. Haenen An essential difference in the reactivity of the glutathione adducts of the structurally closely related flavonoids monoHER and quercetin Free Radical Biol. Med. 51 2011 2118 2123
6. D.K. Bhalla Ozone-induced lung inflammation and mucosal barrier disruption: toxicology, mechanisms, and implications J. Toxicol. Environ. Health Part B 2 1999 31 86
7. A.P. Pentland Active oxygen mechanisms of UV inflammation Adv. Exp. Med. Biol. 366 1994 87 97
8. H.S. Koren Associations between criteria air pollutants and asthma Environ. Health Perspect. 103 1995 235 242
9. Y. Naito, T. Yoshikawa, N. Yoshida, and M. Kondo Role of oxygen radical and lipid peroxidation in indomethacin-induced gastric mucosal injury Dig. Dis. Sci. 43 1998 30s 34s
10. H.E. Poulsen Oxidative DNA modifications Exp. Toxicol. Pathol. 57 Suppl. 1 2005 161 169
11. S. Ghibu, S. Delemasure, C. Richard, J.C. Guilland, L. Martin, S. Gambert, and et al. General oxidative stress during doxorubicin-induced cardiotoxicity in rats: absence of cardioprotection and low antioxidant efficiency of alpha-lipoic acid Biochimie 94 2012 932 939
12. L.M. Magalhães, M.A. Segundo, S. Reis, and J.L.F.C. Lima Methodological aspects about in vitro evaluation of antioxidant properties Anal. Chim. Acta 613 2008 1 19
13. D. Huang, B. Ou, and R.L. Prior The chemistry behind antioxidant capacity assays J. Agric. Food Chem. 53 2005 1841 1856
14. B. Halliwell The antioxidant paradox: less paradoxical now? Br. J. Clin. Pharmacol. 75 2013 637 644
15. J.L. Rigg, E.P. Elovic, and B.D. Greenwald A review of the effectiveness of antioxidant therapy to reduce neuronal damage in acute traumatic brain injury J. Head Trauma Rehabil. 20 2005 389 391
16. F. Perez-Vizcaino, J. Duarte, R. Jimenez, C. Santos-Buelga, and A. Osuna Antihypertensive effects of the flavonoid quercetin Pharmacol. Rep. 61 2009 67 75
17. M. Galisteo, M.F. Garcia-Saura, R. Jimenez, I.C. Villar, A. Zarzuelo, F. Vargas, and et al. Effects of chronic quercetin treatment on antioxidant defence system and oxidative status of deoxycorticosterone acetate-salt-hypertensive rats Mol. Cell. Biochem. 259 2004 91 99
18. R. Bucki, J.J. Pastore, F. Giraud, J.C. Sulpice, and P.A. Janmey Flavonoid inhibition of platelet procoagulant activity and phosphoinositide synthesis Journal of thrombosis and haemostasis: JTH 1 2003 1820 1828
19. E.S. Lee, H.E. Lee, J.Y. Shin, S. Yoon, and J.O. Moon The flavonoid quercetin inhibits dimethylnitrosamine-induced liver damage in rats J. Pharm. Pharmacol. 55 2003 1169 1174
20. R. Fang, H. Jing, Z. Chai, G. Zhao, S. Stoll, F. Ren, and et al. Design and characterization of protein-quercetin bioactive nanoparticles J. Nanobiotechnol. 9 2011 19
21. R. Gugler, M. Leschik, and H.J. Dengler Disposition of quercetin in man after single oral and intravenous doses Eur. J. Clin. Pharmacol. 9 1975 229 234
22. P. Anand, A.B. Kunnumakkara, R.A. Newman, and B.B. Aggarwal Bioavailability of curcumin: problems and promises Mol. Pharm. 4 2007 807 818
23. D.W. Lamson, and M.S. Brignall Antioxidants and cancer, part 3: quercetin Altern. Med. Rev. 5 2000 196 208
24. P.C. Hollman, M. vd Gaag, M.J. Mengelers, J.M. van Trijp, J.H. de Vries, and M.B. Katan Absorption and disposition kinetics of the dietary antioxidant quercetin in man Free Radic. Biol. Med. 21 1996 703 707
25. A.Z. Wilczewska, K. Niemirowicz, K.H. Markiewicz, and H. Car Nanoparticles as drug delivery systems Pharmacol. Rep. 64 2012 1020 1037
26. A.K. Jain, K. Thanki, and S. Jain Co-encapsulation of tamoxifen and quercetin in polymeric nanoparticles: implications on oral bioavailability, antitumor efficacy, and drug-induced toxicity Mol. Pharm. 10 2013 3459 3474
27. P.P. Wattamwar, Y. Mo, R. Wan, R. Palli, Q. Zhang, and T.D. Dziubla Antioxidant activity of degradable polymer poly(trolox ester) to suppress oxidative stress injury in the cells Adv. Funct. Mater. 20 2010 147 154
28. D.M. Brey, J.L. Ifkovits, R.I. Mozia, J.S. Katz, and J.A. Burdick Controlling poly(β-amino ester) network properties through macromer branching Acta Biomater. 4 2008 207 217
29. D.M. Lynn, and R. Langer Degradable poly(β-amino esters): synthesis, characterization, and self-assembly with plasmid DNA J. Am. Chem. Soc. 122 2000 10761 10768
30. S. Bose, and B. Michniak-Kohn Preparation and characterization of lipid based nanosystems for topical delivery of quercetin Eur. J. Pharm. Sci. 48 2013 442 452
31. P.P. Wattamwar, D. Biswal, D.B. Cochran, A.C. Lyvers, R.E. Eitel, K.W. Anderson, and et al. Synthesis and characterization of poly(antioxidant beta-amino esters) for controlled release of polyphenolic antioxidants Acta Biomater. 8 2012 2529 2537
32. P.L. Ritger, and N.A. Peppas A simple equation for description of solute release I. Fickian and non-fickian release from non-swellable devices in the form of slabs, spheres, cylinders or discs J. Control. Release 5 1987 23 36
33. L.L. Lao, N.A. Peppas, F.Y.C. Boey, and S.S. Venkatraman Modeling of drug release from bulk-degrading polymers Int. J. Pharm. 418 2011 28 41
34. E. Simone, T. Dziubla, V. Shuvaev, and V.R. Muzykantov Synthesis and characterization of polymer nanocarriers for the targeted delivery of therapeutic enzymes Methods Mol. Biol. 610 2010 145 164
35. D. Steinberg, and J.L. Witztum Is the oxidative modification hypothesis relevant to human atherosclerosis?: do the antioxidant trials conducted to date refute the hypothesis? Circulation 105 2002 2107 2111
36. C. Kerksick, and D. Willoughby The antioxidant role of glutathione and N-acetyl-cysteine supplements and exercise-induced oxidative stress J. Int. Soc. Sports Nutr. 2 2005 38 44
37. M.R. Holdiness Clinical pharmacokinetics of N-acetylcysteine Clin. Pharmacokinet. 20 1991 123 134
38. A. Elms, K. Owen, T. Albertson, and M. Sutter Fatal myocardial infarction associated with intravenous N-acetylcysteine error Int. J. Emerg. Med. 4 2011 54
39. R.A. McBath, and D.A. Shipp Swelling and degradation of hydrogels synthesized with degradable poly([small beta]-amino ester) crosslinkers Polym. Chem. 1 2010 860 865
40. S.A. Meenach, C.G. Otu, K.W. Anderson, and J.Z. Hilt Controlled synergistic delivery of paclitaxel and heat from poly(beta-amino ester)/iron oxide-based hydrogel nanocomposites Int. J. Pharm. 427 2012 177 184
41. A. Zhou, and O.A. Sadik Comparative analysis of quercetin oxidation by electrochemical, enzymatic, autoxidation, and free radical generation techniques: a mechanistic study J. Agric. Food Chem. 56 2008 12081 12091