New heparin-indomethacin conjugate with an ester linkage: Synthesis, self aggregation and drug delivery behavior

Materials Science and Engineering C

Volumn 34, Issue 1, 2014, Pages 229-235

  Li, Nan Nan ^a   Zheng, Bing Na ^a   Lin, Jian Tao ^a,b   Zhang, Li Ming ^a  

^a SUN YAT SEN UNIVERSITY   (China)

^b GUANGDONG MEDICAL UNIVERSITY   (China)

Author keywords

Cellular uptake; Drug delivery; Heparin indomethacin conjugate; Prodrug nanoparticles; Self aggregation

Indexed keywords

AMPHIPHILIC CHARACTER; CELLULAR UPTAKE; DELIVERY BEHAVIORS; HEPARIN-INDOMETHACIN CONJUGATE; NASOPHARYNGEAL CARCINOMA; PRODRUGS; SELF AGGREGATION; SPHERICAL NANOPARTICLES;

CONDENSATION REACTIONS; DRUG DELIVERY; ESTERIFICATION; ESTERS; FLUORESCENCE MICROSCOPY; FLUORESCENCE SPECTROSCOPY; POLYSACCHARIDES; TRANSMISSION ELECTRON MICROSCOPY;

NANOPARTICLES;

ESTER; HEPARIN; INDOMETACIN; NANOPARTICLE;

ARTICLE; CELLULAR UPTAKE; CHEMISTRY; DRUG DELIVERY SYSTEM; FLUORESCENCE MICROSCOPY; HEPARIN-INDOMETHACIN CONJUGATE; HUMAN; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PARTICLE SIZE; PRODRUG NANOPARTICLES; SELF AGGREGATION; SYNTHESIS; TUMOR CELL LINE; ULTRASTRUCTURE;

CELLULAR UPTAKE; DRUG DELIVERY; HEPARIN-INDOMETHACIN CONJUGATE; PRODRUG NANOPARTICLES; SELF AGGREGATION;

CELL LINE, TUMOR; DRUG DELIVERY SYSTEMS; ESTERS; HEPARIN; HUMANS; INDOMETHACIN; MAGNETIC RESONANCE SPECTROSCOPY; MICROSCOPY, FLUORESCENCE; NANOPARTICLES; PARTICLE SIZE; SPECTROPHOTOMETRY, INFRARED;

EID: 84889097723     PISSN: 09284931     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.msec.2013.09.024     Document Type: Article

References (44)

1. M.J. Joralemon, S. McRae, and T. Emrick Chem. Commun. 46 2010 1377
2. S. Liu, R. Maheshwari, and K.L. Kiick Macromolecules 42 2009 3
3. G. Pasut, and F.M. Veronese Prog. Polym. Sci. 32 2007 933
4. A. Elgart, S. Farber, A.J. Domb, I. Polacheck, and A. Hoffman Biomacromolecules 11 2010 1972
5. Y. Cao, Y. Gu, H. Ma, J. Bai, L. Liu, P. Zhao, and H. He Int. J. Biol. Macromol. 46 2010 245
6. R.I. Pinhassi, Y.G. Assaraf, S. Farber, M. Stark, D. Ickowicz, S. Drori, A.J. Domb, and Y.D. Livney Biomacromolecules 11 2010 294
7. B. Bae, and K. Na Biomaterials 31 2010 6325
8. K.K. Nishi, M. Antony, and A. Jayakrishnan J. Pharm. Pharmacol. 59 2007 485
9. K.K. Nishi, M. Antony, P.V. Mohanan, T.V. Anilkumar, P.M. Loiseau, and A. Jayakrishnan Pharm. Res. 24 2007 971
10. K.H. Park, D. Kang, and K. Na J. Microbiol. Biotechnol. 16 2006 1369
11. X. Cai, L. Yang, L.M. Zhang, and Q. Wu Bioresour. Technol. 100 2009 4164
12. E.F. Craparo, D. Triolo, G. Pitarresi, G. Giammona, and G. Cavallaro Biomacromolecules 14 2013 1838
13. S. Faham, R.E. Hileman, J.R. Fromm, R.J. Linhardt, and D.C. Rees Science 271 1996 1116
14. J.A. Cifonelli, and A. Dorfman Biochem. Biophys. Res. Commun. 4 1961 328
15. W.L. Chuang, M.D. Christ, J. Peng, and D.L. Rabenstein Biochemistry 39 2000 3542
16. K.N. Sask, W.G. McClung, L.R. Berry, A.K.C. Chan, and J.L. Brash Acta Biomater. 7 2011 2029
17. N. Koshikawa, H. Mizushima, T. Minegishi, F. Eguchi, F. Yotsumoto, K. Nabeshima, S. Miyamoto, E. Mekada, and M. Seiki Cancer Sci. 102 2011 111
18. D. Ma, K. Tu, and L.M. Zhang Biomacromolecules 11 2010 2204
19. T. Nakagawa, S. Higashiyama, T. Mitamura, E. Mekada, and N. Taniguchi J. Biol. Chem. 271 1996 30858
20. S. Morecki, L. Yacovlev, and S. Slavin Int. J. Cancer 75 1998 894
21. M. Ogino, H. Hisatomi, M. Murata, and M. Hanazono Cancer Sci. 90 1999 758
22. A. Bernardi, M.C. Jacques-Silva, A. Delgado-Canedo, G. Lenz, and A.M.O. Battastini Eur. J. Pharmacol. 532 2006 214
23. A. Bernardi, L. Bavaresco, M.R. Wink, M.C. Jacques-Silva, A. Delgado-Canedo, G. Lenz, and A.M.O. Battastini Eur. J. Pharmacol. 569 2007 8
24. M.J. Thun, S.J. Henley, and C. Patrono J. Natl. Cancer Inst. 94 2002 252
25. A. Bernardi, E. Braganhol, E. Jäger, F. Figueiró, M.I. Edelweiss, A.R. Pohlmann, S.S. Guterres, and A.M. Battastini Cancer Lett. 281 2009 53
26. H.W. Lu, L.M. Zhang, C. Wang, and R.F. Chen Carbohydr. Polym. 83 2011 1499
27. M.A. Gebska, I. Titley, H.F. Paterson, R.M. Morilla, D.C. Davies, A.M. Gruszka-Westwood, V.V. Kakkar, S. Eccles, and M.F. Scully Blood 99 2002 2221
28. T. Bârzu, M. Pascal, M. Maman, C. Roque, F. Lafont, and A. Rousselet J. Cell. Physiol. 167 1996 8
29. L. Yang, B. Zhang, L. Wen, Q. Liang, and L.M. Zhang Carbohydr. Polym. 68 2007 218
30. X. Cai, L. Yang, L.M. Zhang, and Q. Wu Carbohydr. Res. 345 2010 922
31. J. Jin, W. Jiang, Q. Shi, J. Zhao, J. Yin, and P. Stagnaro Appl. Surf. Sci. 258 2012 5841
32. Z. Zhang, S.A. McCallum, J. Xie, L. Nieto, F. Corzana, J. Jimenez-Barbero, M. Chen, J. Liu, and R.J. Linhardt J. Am. Chem. Soc. 130 2008 12998
33. F.M. Winnik, and S.T.A. Regismond Colloids Surf. A: Physicochem. Eng. Aspects 118 1996 1
34. S. Prabha, W.Z. Zhou, J. Panyam, and V. Labhasetwar Int. J. Pharm. 244 2002 105
35. R. Xu Langmuir 14 1998 2593
36. Y. Shen, E. Jin, B. Zhang, C.J. Murphy, M. Sui, J. Zhao, J. Wang, J. Tang, M. Fan, E.V. Kirk, and W.J. Murdoch J. Am. Chem. Soc. 132 2010 4259
37. J. Siepmann, and N.A. Peppas Adv. Drug Deliv. Rev. 48 2001 139
38. N.A. Peppas Pharm. Acta Helv. 60 1985 110
39. P.L. Ritger, and N.A. Peppas J. Control. Release 5 1987 23
40. P. Dandekar, R. Jain, T. Stauner, B. Loretz, M. Koch, G. Wenz, and C.M. Lehr Macromol. Biosci. 12 2012 184
41. J. Rejman, V. Oberle, I. Zuhorn, and D. Hoekstra Biochem. J. 377 2004 159
42. J.W. Yoo, N. Doshi, and S. Mitragotri Adv. Drug Deliv. Rev. 63 2011 247
43. M. Ferrari Nat. Rev. Cancer 5 2005 161
44. J.S. Lee, J.W. Bae, Y.K. Joung, S.J. Lee, D.K. Han, and K.D. Park Int. J. Pharm. 346 2008 57