Synergistic interaction of paclitaxel and curcumin with cyclodextrin polymer complexation in human cancer cells

Molecular Pharmaceutics

Volumn 10, Issue 7, 2013, Pages 2676-2683

  Boztas, Ali O ^a,b   Karakuzu, Ozgur ^a   Galante, Gabriela ^a   Ugur, Zafer ^a   Kocabas, Fatih ^a   Altuntas, Cengiz Z ^a   Yazaydin, A Ozgur ^b  

^a Texas Institute of Biotechnology Education and Research (TIBER)   (United States)

^b UNIVERSITY OF SURREY   (United Kingdom)

Author keywords

cancer therapy; combination therapy; curcumin; cyclodextrin; inclusion complex; paclitaxel; polymer

Indexed keywords

CURCUMIN; LIPOCORTIN 5; NANOCARRIER; PACLITAXEL; POLY(BETA CYCLODEXTRIN TRIZINE); UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; BREAST CANCER; CANCER CELL; CELL VIABILITY; COLONY FORMATION; COMPLEX FORMATION; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG POTENTIATION; DRUG SOLUBILITY; FEMALE; HUMAN; HUMAN CELL; IC 50; LUNG CARCINOMA; MALE; OVARY CANCER; PRIORITY JOURNAL; PROSTATE CANCER;

APOPTOSIS; CELL LINE, TUMOR; CELL SURVIVAL; CELLULOSE; CURCUMIN; CYCLODEXTRINS; DRUG SYNERGISM; FLOW CYTOMETRY; HUMANS; PACLITAXEL; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 84879707211     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp400101k     Document Type: Article

References (37)

1. Bae, Y.; Diezi, T. A.; Zhao, A.; Kwon, G. S. Mixed polymeric micelles for combination cancer chemotherapy through the concurrent delivery of multiple chemotherapeutic agents J. Controlled Release 2007, 122 (3) 324-330
2. Khdair, A.; Patil, Y.; Ma, L.; Dou, Q. P.; Shekhar, M. P. V.; Panyam, J. Nanoparticle-mediated combination chemotherapy and photodynamic therapy overcomes tumor drug resistance J. Controlled Release 2010, 141, 137-144
3. Yallapu, M. M.; Jaggi, M.; Chauhan, S. C. Curcumin nanoformulations: a future nanomedicine for cancer Drug Discovery Today 2012, 17, 71-80
4. Tang, B.; Ma, L.; Wang, H. Y.; Zhang, G. Study on the supramolecular interaction of curcumin and β-cyclodextrin by spectrophotometry and its analytical application J. Agric. Food Chem. 2002, 50, 1355-1361
5. Duarte, V. M.; Han, E.; Veena, M. S.; Salvado, A.; Suh, J. D.; Liang, L.-J.; Faull, K. F.; Srivatsan, E. S.; Wang, M. B. Curcumin enhances the effect of cisplatin in suppression of head and neck squamous cell carcinoma via inhibition of IKKβ protein of the NFκB pathway Mol. Cancer Ther. 2010, 9, 2665-2675
6. Yallapu, M. M.; Ebeling, M. C.; Chauhan, N.; Jaggi, M.; Chauhan, S. C. Interaction of curcumin nanoformulations with human plasma proteins and erythrocytes Int. J. Nanomed. 2011, 6, 2779
7. Singh, R.; Tønnesen, H. H.; Vogensen, S. B.; Loftsson, T.; Másson, M. Studies of curcumin and curcuminoids. XXXVI. The stoichiometry and complexation constants of cyclodextrin complexes as determined by the phase-solubility method and UV-Vis titration J. Inclusion Phenom. Macrocyclic Chem. 2010, 66, 335-348
8. Yadav, V. R.; Prasad, S.; Kannappan, R.; Ravindran, J.; Chaturvedi, M. M.; Vaahtera, L.; Parkkinen, J.; Aggarwal, B. B. Cyclodextrin-complexed curcumin exhibits anti-inflammatory and antiproliferative activities superior to those of curcumin through higher cellular uptake Biochem. Pharmacol. 2010, 80, 1021-1032
9. Basnet, P.; Skalko-Basnet, N. Curcumin: an anti-inflammatory molecule from a curry spice on the path to cancer treatment Molecules 2011, 16, 4567-4598
10. Paramera, E. I.; Konteles, S. J.; Karathanos, V. T. Stability and release properties of curcumin encapsulated in Saccharomyces cerevisiae, β-cyclodextrin and modified starch Food Chem. 2011, 125, 913-922
11. Wani, M. C.; Taylor, H. L.; Wall, M. E.; Coggon, P.; McPhail, A. T. Plant antitumor agents. VI. Isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia J. Am. Chem. Soc. 1971, 93, 2325-2327
12. Panchagnula, R. Pharmaceutical aspects of paclitaxel Int. J. Pharmaceutics 1998, 172, 1-15
13. Singla, A. K.; Garg, A.; Aggarwal, D. Paclitaxel and its formulations Int. J. Pharmaceutics 2002, 235, 179-192
14. Jarho, P.; Urtti, A.; Järvinen, K.; Pate, D. W.; Järvinen, T. Hydroxypropyl-β-cyclodextrin increases aqueous solubility and stability of anandamide Life Sci. 1996, 58, 181-185
15. Szejtli, J. Introduction and general overview of cyclodextrin chemistry ChemInform 1998, 29, 1743-1753
16. Stella, V. J.; Rajewski, R. A. Cyclodextrins: their future in drug formulation and delivery Pharm. Res. 1997, 14, 556-567
17. Horvath, G.; Premkumar, T.; Boztas, A.; Lee, E.; Jon, S.; Geckeler, K. E. Supramolecular Nanoencapsulation as a Tool: Solubilization of the Anticancer Drug trans-Dichloro (dipyridine) platinum (II) by Complexation with β-Cyclodextrin Mol. Pharmaceutics 2008, 5, 358-363
18. Wenz, G. Cyclodextrins as building blocks for supramolecular structures and functional units Angew. Chem., Int. Ed. 2003, 33, 803-822
19. Hapiot, F.; Tilloy, S.; Monflier, E. Cyclodextrins as supramolecular hosts for organometallic complexes ChemInform 2006, 37, 1522-2667
20. Sharma, U. S.; Balasubramanian, S. V.; Straubinger, R. M. Pharmaceutical and physical properties of paclitaxel (Taxol) complexes with cyclodextrins J. Pharm. Sci. 1995, 84, 1223-1230
21. Tsai, M.-S.; Weng, S.-H.; Kuo, Y.-H.; Chiu, Y.-F.; Lin, Y.-W. Synergistic effect of curcumin and cisplatin via down-regulation of thymidine phosphorylase and excision repair cross-complementary 1 (ERCC1) Mol. Pharmacol. 2011, 80, 136-146
22. Higuchi, T.; Connors, K. A. Phase-solubility techniques Adv. Anal. Chem. Instr. 1965, 4, 117-212
23. Li, J.; Xiao, H.; Li, J.; Zhong, Y. P. Drug carrier systems based on water-soluble cationic β-cyclodextrin polymers Int. J. Pharmaceutics 2004, 278, 329-342
24. Tsoli, M.; Kuhn, H.; Brandau, W.; Esche, H.; Schmid, G. Cellular uptake and toxicity of Au55 clusters Small 2005, 1, 841-844
25. Chou, T. C.; Talalay, P. Quantitative analysis of dose-effect relationships: the combined effects of multiple drugs or enzyme inhibitors Adv. Enzyme Regul. 1984, 22, 27-55
26. Chou, T. C.; Motzer, R. J.; Tong, Y.; Bosl, G. J. Computerized quantitation of synergism and antagonism of taxol, topotecan, and cisplatin against human teratocarcinoma cell growth: a rational approach to clinical protocol design J. Natl. Cancer Inst. 1994, 86, 1517-1524
27. Franken, N. A. P.; Rodermond, H. M.; Stap, J.; Haveman, J.; Van Bree, C. Clonogenic assay of cells in vitro Nat. Protocols 2006, 1, 2315-2319
28. Stuart, B. H. Infrared spectroscopy: fundamentals and applications; John Wiley & Sons, Ltd.: Chichester, U.K., 2004; p 115.
29. Choi, S.; Geckeler, K. A novel polycondensate containing cyclodextrin and lactose: Synthesis, metal-complexing properties, and degradation Polymer 2007, 48, 1445-1449
30. Khopde, S. M.; Indira Priyadarsini, K.; Mukherjee, T. Effect of Solvent on the Excited-state Photophysical Properties of Curcumin Photochem. Photobiol. 2000, 72, 625-631
31. Hirayama, F.; Uekama, K. Cyclodextrin-based controlled drug release system Adv. Drug Delivery Rev. 1999, 36, 125-141
32. Boztas, A. O.; Guiseppi-Elie, A. Immobilization and release of the redox mediator ferrocene monocarboxylic acid from within cross-linked p (HEMA-co-PEGMA-co-HMMA) hydrogels Biomacromolecules 2009, 10, 2135-2143
33. Yallapu, M. M.; Jaggi, M.; Chauhan, S. C. Poly(β-cyclodextrin)/ Curcumin Self-Assembly: A Novel Approach to Improve Curcumin Delivery and its Therapeutic Efficacy in Prostate Cancer Cells Macromol. Biosci. 2010, 10, 1141-1151
34. Yadav, V. R.; Suresh, S.; Devi, K.; Yadav, S. Effect of cyclodextrin complexation of curcumin on its solubility and antiangiogenic and anti-inflammatory activity in rat colitis model AAPS PharmSciTech 2009, 10, 752-762
35. Patel, R.; Patel, M. Preparation and Evaluation of Inclusion Complex of the Lipid Lowering Drug Lovastatin with Cyclodextrin Dhaka Univ. J. Pharm. Sci. 2007, 6, 25-36
36. Yallapu, M. M.; Jaggi, M.; Chauhan, S. β-Cyclodextrin-curcumin self-assembly enhances curcumin delivery in prostate cancer cells Colloids Surf., B 2010, 79, 113-125
37. Ganta, S.; Amiji, M. Coadministration of Paclitaxel and Curcumin in Nanoemulsion Formulations To Overcome Multidrug Resistance in Tumor Cells Mol. Pharmaceutics 2009, 6, 928-939