Hydroxyethyl starch conjugates for improving the stability, pharmacokinetic behavior and antitumor activity of 10-hydroxy camptothecin

International Journal of Pharmaceutics

Volumn 471, Issue 1-2, 2014, Pages 234-244

  Li, Guofei ^a   Li, Yan ^a   Tang, Yilin ^b   Zhang, Yu ^a   Zhang, Yan ^a   Yin, Tian ^a   Xu, Hui ^a   Cai, Cuifang ^a   Tang, Xing ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

^b XI'AN JIAOTONG UNIVERSITY   (China)

Author keywords

10 Hydroxy camptothecin; Antitumor efficacy; Conjugates; Cytotoxicity; Hydroxyethyl starch; Pharmacokinetics

Indexed keywords

10 HYDROXYCAMPTOTHECIN; HETASTARCH; PHOSPHATE BUFFERED SALINE; 10-HYDROXYCAMPTOTHECIN; ANTINEOPLASTIC AGENT; CAMPTOTHECIN; DRUG CARRIER; HETASTARCH DERIVATIVE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CYTOTOXICITY; DRUG CONJUGATION; DRUG DELIVERY SYSTEM; DRUG EFFICACY; DRUG SOLUBILITY; DRUG STABILITY; GASTRIC CANCER CELL LINE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; INFRARED SPECTROSCOPY; LIVER CANCER CELL LINE; MALE; NONHUMAN; PLASMA HALF LIFE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RAT; SUSTAINED DRUG RELEASE; TIME OF FLIGHT MASS SPECTROMETRY; ANALOGS AND DERIVATIVES; ANIMAL; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; DRUG RELEASE; DRUG SCREENING; NUDE MOUSE; TUMOR CELL LINE; WISTAR RAT;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CAMPTOTHECIN; CELL LINE, TUMOR; CELL SURVIVAL; DRUG CARRIERS; DRUG LIBERATION; DRUG STABILITY; HUMANS; HYDROXYETHYL STARCH DERIVATIVES; MALE; MICE, NUDE; MOLECULAR STRUCTURE; RATS, WISTAR; XENOGRAFT MODEL ANTITUMOR ASSAYS;

EID: 84901840232     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2014.05.038     Document Type: Article

References (35)

1. P. Botella, I. Abasolo, Y. Fernandez, C. Muniesa, S. Miranda, M. Quesada, J. Ruiz, S. Schwartz Jr., and A. Corma Surface-modified silica nanoparticles for tumor-targeted delivery of camptothecin and its biological evaluation J. Control. Release 156 2011 246 257
2. N. Cao, and S.S. Feng Doxorubicin conjugated to D-alpha-tocopheryl polyethylene glycol 1000 succinate (TPGS): conjugation chemistry, characterization, in vitro and in vivo evaluation Biomaterials 29 2008 3856 3865
3. T. Etrych, L. Kovar, J. Strohalm, P. Chytil, B. Rihova, and K. Ulbrich Biodegradable star HPMA polymer-drug conjugates: biodegradability, distribution and anti-tumor efficacy J. Control. Release 154 2011 241 248
4. S.-S. Feng, and S. Chien Chemotherapeutic engineering: application and further development of chemical engineering principles for chemotherapy of cancer and other diseases Chem. Eng. Sci. 58 2003 4087 4114 (Pubitemid 37164365)
5. X. Feng, J. Liu, M. Yu, S. Zhu, and J. Xu Protective roles of hydroxyethyl starch 130/0.4 in intestinal inflammatory response and survival in rats challenged with polymicrobial sepsis Clin. Chim. Acta 376 2007 60 67 (Pubitemid 44880979)
6. F. Grillet, C. Sabot, R. Anderson, M. Babjak, A.E. Greene, and A. Kanazawa Intramolecular isomünchnone cycloaddition approach to the antitumor agent camptothecin Tetrahedron 67 2011 2579 2584
7. X. He, W. Lu, X. Jiang, J. Cai, X. Zhang, and J. Ding Synthesis and biological evaluation of bis and monocarbonate prodrugs of 10- hydroxycamptothecins Bioorg. Med. Chem. 12 2004 4003 4008 (Pubitemid 38891363)
8. M. Hong, S. Zhu, Y. Jiang, G. Tang, C. Sun, C. Fang, B. Shi, and Y. Pei Novel anti-tumor strategy: PEG-hydroxycamptothecin conjugate loaded transferrin-PEG-nanoparticles J. Control. Release 141 2010 22 29
9. M.L. Huan, S.Y. Zhou, Z.H. Teng, B.L. Zhang, X.Y. Liu, J.P. Wang, and Q.B. Mei Conjugation with alpha-linolenic acid improves cancer cell uptake and cytotoxicity of doxorubicin Bioorg. Med. Chem. 19 2009 2579 2584
10. B.S. Lee, A.K. Nalla, I.R. Stock, T.C. Shear, K.L. Black, and J.S. Yu Oxidative stimuli-responsive nanoprodrug of camptothecin kills glioblastoma cells Bioorg. Med. Chem. 20 2010 5262 5268
11. C. Li, and S. Wallace Polymer-drug conjugates: recent development in clinical oncology Adv. Drug Deliv. Rev. 60 2008 886 898
12. N. Li, Y. Deng, D. Wang, Y. Qiao, and F. Li Determination of glibenclamide and puerarin in rat plasma by UPLC-MS/MS: application to their pharmacokinetic interaction study Talanta 104 2013 109 115
13. A. Lorence, and C.L. Nessler Camptothecin, over four decades of surprising findings Phytochemistry 65 2004 2735 2749 (Pubitemid 39330172)
14. H. Maeda, G.Y. Bharate, and J. Daruwalla Polymeric drugs for efficient tumor-targeted drug delivery based on EPR-effect Eur. J. Pharm. Biopharm. 71 2009 409 419
15. S. Manju, and K. Sreenivasan Conjugation of curcumin onto hyaluronic acid enhances its aqueous solubility and stability J. Colloid Interface Sci. 359 2011 318 325
16. Y. Matsumura Preclinical and clinical studies of NK012, an SN-38-incorporating polymeric micelles, which is designed based on EPR effect Adv. Drug Deliv. Rev. 63 2011 184 192
17. I. Nakase, H. Lai, N.P. Singh, and T. Sasaki Anticancer properties of artemisinin derivatives and their targeted delivery by transferrin conjugation Int. J. Pharm. 354 2008 28 33 (Pubitemid 351400327)
18. S.G. Nanaki, I.A. Koutsidis, I. Koutri, E. Karavas, and D. Bikiaris Miscibility study of chitosan/2-hydroxyethyl starch blends and evaluation of their effectiveness as drug sustained release hydrogels Carbohydr. Polym. 87 2012 1286 1294
19. M. Noga, D. Edinger, R. Klager, S.V. Wegner, J.P. Spatz, E. Wagner, G. Winter, and A. Besheer The effect of molar mass and degree of hydroxyethylation on the controlled shielding and deshielding of hydroxyethyl starch-coated polyplexes Biomaterials 34 2013 2530 2538
20. M. Noga, D. Edinger, W. Rodl, E. Wagner, G. Winter, and A. Besheer Controlled shielding and deshielding of gene delivery polyplexes using hydroxyethyl starch (HES) and alpha-amylase J. Control. Release 159 2012 92 103
21. P.V. Paranjpe, Y. Chen, V. Kholodovych, W. Welsh, S. Stein, and P.J. Sinko Tumor-targeted bioconjugate based delivery of camptothecin: design, synthesis and in vitro evaluation J. Control. Release 100 2004 275 292 (Pubitemid 39491279)
22. G. Pasut, and F.M. Veronese Polymer-drug conjugation, recent achievements and general strategies Prog. Polym. Sci. 32 2007 933 961 (Pubitemid 47198290)
23. G. Pasut, and F.M. Veronese PEG conjugates in clinical development or use as anticancer agents: an overview Adv. Drug Deliv. Rev. 61 2009 1177 1188
24. Y. Patil, T. Sadhukha, L. Ma, and J. Panyam Nanoparticle-mediated simultaneous and targeted delivery of paclitaxel and tariquidar overcomes tumor drug resistance J. Control. Release 136 2009 21 29
25. M.A. Phillips, M.L. Gran, and N.A. Peppas Targeted nanodelivery of drugs and diagnostics Nano today 5 2010 143 159
26. G. Shahnaz, G. Perera, D. Sakloetsakun, D. Rahmat, and A. Bernkop-Schnurch Synthesis, characterization, mucoadhesion and biocompatibility of thiolated carboxymethyl dextran-cysteine conjugate J. Control. Release 144 2010 32 38
27. A.K. Shakya, H. Sami, A. Srivastava, and A. Kumar Stability of responsive polymer-protein bioconjugates Prog. Polym. Sci. 35 2010 459 486
28. N. Subramanian, N. Sundaraganesan, S. Sudha, V. Aroulmoji, G.D. Sockalingam, and M. Bergamin Experimental and theoretical investigation of the molecular and electronic structure of anticancer drug camptothecin Spectrochim. Acta A Mol. Biomol. Spectrosc. 78 2011 1058 1067
29. V. Torchilin Tumor delivery of macromolecular drugs based on the EPR effect Adv. Drug Deliv. Rev. 63 2011 131 135
30. M.J. Vicent, and R. Duncan Polymer conjugates: nanosized medicines for treating cancer Trends biotechnol. 24 2006 39 47 (Pubitemid 43017749)
31. S. Wohl-Bruhn, A. Bertz, S. Harling, H. Menzel, and H. Bunjes Hydroxyethyl starch-based polymers for the controlled release of biomacromolecules from hydrogel microspheres Eur. J. Pharm. Biopharm. 81 2012 573 581
32. Z. Xie, H. Guan, X. Chen, C. Lu, L. Chen, X. Hu, Q. Shi, and X. Jing A novel polymer-paclitaxel conjugate based on amphiphilic triblock copolymer J. Control. Release 117 2007 210 216 (Pubitemid 46161883)
33. L. Zhang, M. Yang, Q. Wang, Y. Li, R. Guo, X. Jiang, C. Yang, and B. Liu 10-Hydroxycamptothecin loaded nanoparticles: preparation and antitumor activity in mice J. Control. Release 119 2007 153 162 (Pubitemid 46754506)
34. H. Zhao, B. Rubio, P. Sapra, D. Wu, P. Reddy, P. Sai, A. Martinez, Y. Gao, Y. Lozanguiez, C. Longley, L.M. Greenberger, and I.D. Horak Novel prodrugs of SN38 using multiarm poly(ethylene glycol) linkers Bioconjugate Chem. 19 2008 849 859 (Pubitemid 351614540)
35. L. Zhao, Y. Zhao, Q. Li, X. Chen, F. Xiao, B. He, J. Wang, and K. Bi A fast, sensitive, and high throughput method for the determination of cefuroxime lysine in dog plasma by UPLC-MS/MS Talanta 89 2012 84 90