Enhanced oral delivery of paclitaxel using acetylcysteine functionalized chitosan-vitamin E succinate nanomicelles based on a mucus bioadhesion and penetration mechanism

Molecular Pharmaceutics

Volumn 10, Issue 9, 2013, Pages 3447-3458

  Lian, He ^a   Zhang, Tianhong ^a   Sun, Jin ^a,b   Liu, Xiaohong ^a   Ren, Guolian ^a   Kou, Longfa ^a   Zhang, Youxi ^a   Han, Xiaopeng ^a   Ding, Wenya ^a   Ai, Xiaoyu ^a   Wu, Chunnuan ^a   Li, Lin ^a   Wang, Yongjun ^a   Sun, Yinghua ^a   Wang, Siling ^a   He, Zhonggui ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

^b TIANJIN INSTITUTE OF PHARMACEUTICAL RESEARCH   (China)

Author keywords

Chitosan vitamin E succinate N acetyl l cysteine; mucoadhesion; oral absorption; paclitaxel; permeation enhancer

Indexed keywords

ACETYLCYSTEINE; ALPHA TOCOPHEROL SUCCINATE; CHITOSAN; NANOPARTICLE; PACLITAXEL;

ANIMAL EXPERIMENT; ANIMAL MODEL; AREA UNDER THE CURVE; ARTICLE; CONFOCAL LASER MICROSCOPY; CONTROLLED STUDY; DRUG ABSORPTION; DRUG PENETRATION; GASTROINTESTINAL MUCOSA; INTESTINE ABSORPTION; INTESTINE VILLUS; MICELLE; MUCOADHESION; NONHUMAN; PRIORITY JOURNAL; RAT;

ACETYLCYSTEINE; ANIMALS; CHITOSAN; DRUG CARRIERS; MICELLES; MUCUS; PACLITAXEL; RATS; RATS, SPRAGUE-DAWLEY; SPECTROMETRY, X-RAY EMISSION; THERMOGRAVIMETRY; VITAMIN E;

EID: 84883582500     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp400282r     Document Type: Article

References (35)

1. Kingston, D. G. The chemistry of taxol Pharmacol. Ther. 1991, 52, 1-34
2. Arbuck, S. G.; Christian, M. C.; Fisherman, J. S.; Cazenave, L. A.; Sarosy, G.; Suffness, M.; Adams, J.; Canetta, R.; Cole, K. E.; Friedman, M. A. Clinical development of Taxol J. Natl. Cancer Inst. Monogr. 1993, 11-24
3. Rowinsky, E. K.; Onetto, N.; Canetta, R. M.; Arbuck, S. G. Taxol: the first of the taxanes, an important new class of antitumor agents Semin. Oncol. 1992, 19, 646-662
4. 1 mice Cancer Chemother. Pharmacol. 1994, 34, 465-471
5. Fujita, H.; Okamoto, M.; Takao, A.; Mase, H.; Kojima, H. Pharmacokinetics of paclitaxel in experimental animals Gan to Kagaku Ryoho 1994, 21, 659-664
6. Kataoka, K.; Harada, A.; Nagasaki, Y. Block copolymer micelles for drug delivery: Design, characterization and biological significance Adv. Drug Delivery Rev. 2012, 64, 37-48
7. Kedar, U.; Phutane, P.; Shidhaye, S.; Kadam, V. Advances in polymeric micelles for drug delivery and tumor targeting Nanomedicine 2010, 6, 714-729
8. Convertine, A. J.; Diab, C.; Prieve, M.; Paschal, A.; Hoffman, A. S.; Johnson, P. H.; Stayton, P. S. pH-Responsive polymeric micelle carriers for siRNA drugs Biomacromolecules 2010, 11, 2904-2911
9. Zhang, Y.; Li, X.; Zhou, Y.; Fan, Y.; Wang, X.; Huang, Y.; Liu, Y. Cyclosporin A-loaded poly(ethylene glycol)-b-poly(d,l-lactic acid) micelles: preparation, in vitro and in vivo characterization and transport mechanism across the intestinal barrier Mol Pharmaceutics 2010, 7, 1169-1182
10. Ye, Y. Q.; Yang, F. L.; Hu, F. Q.; Du, Y. Z.; Yuan, H.; Yu, H. Y. Core-modified chitosan-based polymeric micelles for controlled release of doxorubicin Int. J. Pharm. 2008, 352, 294-301
11. Tang, Y.; Liu, S. Y.; Armes, S. P.; Billingham, N. C. Solubilization and controlled release of a hydrophobic drug using novel micelle-forming ABC tribock copolymers Biomacromolecules 2003, 4, 1636-1645
12. Jin, Q.; Mitschang, F.; Agarwal, S. Biocompatible drug delivery system for photo-triggered controlled release of 5-fluorouracil Biomacromolecules 2011, 12, 3684-3691
13. He, Z.; Lian, H.; Sun, J.; Yu, Y. P.; Liu, Y. H.; Cao, W.; Wang, Y. J.; Sun, Y. H.; Wang, S. L. Supramolecular micellar nanoaggregates based on a novel chitosan/vitamin E succinate copolymer for paclitaxel selective delivery Int. J. Nanomed. 2011, 6, 3323-3334
14. Barthelmes, J.; Dunnhaupt, S.; Unterhofer, S.; Perera, G.; Schlocker, W.; Bernkop-Schnurch, A. Thiolated particles as effective intravesical drug delivery systems for treatment of bladder-related diseases Nanomedicine (London, U.K.) 2013, 8, 65-75
15. Laffleur, F.; Bernkop-Schnurch, A. Thiomers: promising platform for macromolecular drug delivery Future Med. Chem. 2012, 4, 2205-2216
16. Roldo, M.; Hornof, M.; Caliceti, P.; Bernkop-Schnurch, A. Mucoadhesive thiolated chitosans as platforms for oral controlled drug delivery: synthesis and in vitro evaluation Eur. J. Pharm. Biopharm. 2004, 57, 115-121
17. Zhu, X.; Su, M.; Tang, S.; Wang, L.; Liang, X.; Meng, F.; Hong, Y.; Xu, Z. Synthesis of thiolated chitosan and preparation nanoparticles with sodium alginate for ocular drug delivery Mol. Vision 2012, 18, 1973-1982
18. Makhlof, A.; Werle, M.; Tozuka, Y.; Takeuchi, H. Nanoparticles of glycol chitosan and its thiolated derivative significantly improved the pulmonary delivery of calcitonin Int. J. Pharm. 2010, 397, 92-95
19. Yin, L.; Ding, J.; He, C.; Cui, L.; Tang, C.; Yin, C. Drug permeability and mucoadhesion properties of thiolated trimethyl chitosan nanoparticles in oral insulin delivery Biomaterials 2009, 30, 5691-5700
20. Kast, C. E.; Bernkop-Schnurch, A. Thiolated polymers - thiomers: development and in vitro evaluation of chitosan-thioglycolic acid conjugates Biomaterials 2001, 22, 2345-2352
21. Kafedjiiski, K.; Krauland, A. H.; Hoffer, M. H.; Bernkop-Schnurch, A. Synthesis and in vitro evaluation of a novel thiolated chitosan Biomaterials 2005, 26, 819-826
22. Bernkop-Schnurch, A.; Hornof, M.; Zoidl, T. Thiolated polymers - thiomers: synthesis and in vitro evaluation of chitosan-2-iminothiolane conjugates Int. J. Pharm. 2003, 260, 229-237
23. Hsu, L. W.; Ho, Y. C.; Chuang, E. Y.; Chen, C. T.; Juang, J. H.; Su, F. Y.; Hwang, S. M.; Sung, H. W. Effects of pH on molecular mechanisms of chitosan-integrin interactions and resulting tight-junction disruptions Biomaterials 2013, 34, 784-793
24. Sonaje, K.; Chuang, E. Y.; Lin, K. J.; Yen, T. C.; Su, F. Y.; Tseng, M. T.; Sung, H. W. Opening of epithelial tight junctions and enhancement of paracellular permeation by chitosan: microscopic, ultrastructural, and computed-tomographic observations Mol. Pharmaceutics 2012, 9, 1271-1279
25. Bernkop-Schnurch, A.; Kast, C. E.; Guggi, D. Permeation enhancing polymers in oral delivery of hydrophilic macromolecules: thiomer/GSH systems J. Controlled Release 2003, 93, 95-103
26. Werle, M.; Hoffer, M. Glutathione and thiolated chitosan inhibit multidrug resistance P-glycoprotein activity in excised small intestine J. Controlled Release 2006, 111, 41-46
27. Martins, R. C.; Bahia, M. G.; Buono, V. T. Surface analysis of ProFile instruments by scanning electron microscopy and X-ray energy-dispersive spectroscopy: a preliminary study Int. Endod. J. 2002, 35, 848-853
28. Marschutz, M. K.; Bernkop-Schnurch, A. Thiolated polymers: self-crosslinking properties of thiolated 450 kDa poly(acrylic acid) and their influence on mucoadhesion Eur. J. Pharm. Sci. 2002, 15, 387-394
29. Cinar, K.; Senol, N. Histological and histochemical characterization of the mucosa of the digestive tract in flower fish (Pseudophoxinus antalyae) Anat. Histol. Embryol. 2006, 35, 147-151
30. Cao, X. J.; Wang, W. M. Histology and mucin histochemistry of the digestive tract of yellow catfish, Pelteobagrus fulvidraco Anat. Histol. Embryol. 2009, 38, 254-261
31. Zhang, W.; Dutschman, G. E.; Li, X.; Cheng, Y. C. Quantitation of paclitaxel and its two major metabolites using a liquid chromatography- electrospray ionization tandem mass spectrometry J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 2011, 879, 2018-2022
32. Wang, T.; Ma, W.; Sun, Y.; Yang, Y.; Zhang, W.; Fawcett, J. P.; Du, H.; Gu, J. Ultra-sensitive assay for paclitaxel in intracellular compartments of A549 cells using liquid chromatography-tandem mass spectrometry J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 2013, 912, 93-97
33. Bernkop-Schnurch, A.; Steininger, S. Synthesis and characterisation of mucoadhesive thiolated polymers Int. J. Pharm. 2000, 194, 239-247
34. Neuzil, J. Vitamin E succinate and cancer treatment: a vitamin E prototype for selective antitumor activity Br. J. Cancer 2003, 89, 1822-1826
35. Neuzil, J.; Tomasetti, M.; Mellick, A. S.; Alleva, R.; Salvatore, B. A.; Birringer, M.; Fariss, M. W. Vitamin E analogures: a new class of inducers of apotosis with selective anti-cancer effects Curr. Cancer Drug Targets 2004, 4, 355-372