Self-assembled drug delivery systems. Part 6: In vitro/in vivo studies of anticancer N-octadecanoyl gemcitabine nanoassemblies

International Journal of Pharmaceutics

Volumn 430, Issue 1-2, 2012, Pages 276-281

  Jin, Yiguang ^a,b   Lian, Yanju ^a,b   Du, Lina ^a   Wang, Shuangmiao ^a,c   Su, Chang ^a   Gao, Chunsheng ^d  

^a BEIJING INSTITUTE OF RADIATION MEDICINE   (China)

^b HENAN UNIVERSITY   (China)

^c ANHUI MEDICAL UNIVERSITY   (China)

^d Beijing Institute of Toxicology and Pharmacology   (China)

Author keywords

Anticancer; Gemcitabine; Nanoassemblies; Prodrug

Indexed keywords

AMPHOPHILE; CHOLESTERYL SUCCINYL MACROGOL 1500; GEMCITABINE; MACROGOL; N OCTADECANOYL GEMCITABINE; PRODRUG; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL MEMBRANE; CONTROLLED STUDY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG DESIGN; DRUG DISTRIBUTION; DRUG PENETRATION; DRUG STRUCTURE; FEMALE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; IN VIVO STUDY; LIVER; MOUSE; NANOTECHNOLOGY; NONHUMAN; PRIORITY JOURNAL; SELF ASSEMBLED DRUG DELIVERY SYSTEM; SPLEEN; SURFACE CHARGE; TUMOR XENOGRAFT;

ANIMALS; ANTIMETABOLITES, ANTINEOPLASTIC; CARCINOMA, HEPATOCELLULAR; CHEMISTRY, PHARMACEUTICAL; CHOLESTEROL ESTERS; DEOXYCYTIDINE; DRUG DELIVERY SYSTEMS; FEMALE; HEP G2 CELLS; HUMANS; INJECTIONS, INTRAVENOUS; LIVER NEOPLASMS; MICE; NANOMEDICINE; NANOSTRUCTURES; PARTICLE SIZE; POLYETHYLENE GLYCOLS; SURFACE PROPERTIES; TECHNOLOGY, PHARMACEUTICAL; TISSUE DISTRIBUTION; TUMOR BURDEN;

EID: 84860745111     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2012.03.046     Document Type: Article

References (33)

1. R.L. Alexander, B.T. Greene, S.V. Torti, and G.L. Kucera A novel phospholipid gemcitabine conjugate is able to bypass three drug-resistance mechanisms Cancer Chemother. Pharmacol. 56 2005 15 21 (Pubitemid 41201751)
2. F. Bekkara-Aounallah, R. Gref, M. Othman, L.H. Reddy, B. Pili, V. Allain, C. Bourgaux, H. Hillaireau, S. Lepetre-Mouelhi, D. Desmaele, J. Nicolas, N. Chafi, and P. Couvreur Novel pegylated nanoassemblies made of self-assembled squalenoyl nucleoside analogues Adv. Funct. Mater. 18 2008 3715 3725
3. A.J. Bradley, D.V. Devine, S.M. Ansell, J. Janzen, and D.E. Brooks Inhibition of liposome-induced complement activation by incorporated poly(ethylene glycol)-lipids Arch. Biochem. Biophys. 357 1998 185 194 (Pubitemid 28419200)
4. M. Caldorera-Moore, N. Guimard, L. Shi, and K. Roy Designer nanoparticles: incorporating size, shape and triggered release into nanoscale drug carriers Expert Opin. Drug Delivery 7 2010 479 495
5. M.G. Calvagno, C. Celia, D. Paolino, D. Cosco, M. Iannone, F. Castelli, P. Doldo, and M. Fresta Effects of lipid composition and preparation conditions on physical-chemical properties, technological parameters and in vitro biological activity of gemcitabine-loaded liposomes Curr. Drug Delivery 4 2007 89 101 (Pubitemid 46066418)
6. Carrion, C. Domingo, J.C. Madariaga, and M.A. d. Preparation of long-circulating immunoliposomes using PEG-cholesterol conjugates: effect of the spacer arm between PEG and cholesterol on liposomal characteristics Chem. Phys. Lipids 113 2001 97 110 (Pubitemid 33001479)
7. W.N. Charman, and C.J.H. Porter Lipophilic prodrugs designed for intestinal lymphatic transport Adv. Drug Delivery Rev. 19 1996 149 169 (Pubitemid 26192966)
8. P. Couvreur, L.H. Reddy, S. Mangenot, J.H. Poupaert, D. Desmaele, S. Lepetre-Mouelhi, B. Pili, C. Bourgaux, H. Amenitsch, and M. Ollivon Discovery of new hexagonal supramolecular nanostructures formed by squalenoylation of an anticancer nucleoside analogue Small 4 2008 247 253 (Pubitemid 351271158)
9. M.E. Fox, F.C. Szoka, and J.M.J. Frechet Soluble polymer carriers for the treatment of cancer: the importance of molecular architecture Acc. Chem. Res. 42 2009 1141 1151
10. A. Gabizon, H. Shmeeda, and Y. Barenholz Pharmacokinetics of pegylated liposomal doxorubicin review of animal and human studies Clin. Pharmacokinet. 42 2003 419 436 (Pubitemid 36649037)
11. I. Goto, M. Hozumi, and Y. Honma Selective effect of O-alkyl lysophospholipids on the growth of a human lung giant cell carcinoma cell line Anticancer Res. 14 1994 357 362 (Pubitemid 24176770)
12. L.W. Hertel, G.B. Boder, J.S. Kroin, S.M. Rinzel, G.A. Poore, G.C. Todd, and G.B. Grindey Evaluation of the antitumor activity of gemcitabine (2',2'-difluoro-2'-deoxycytidine) Cancer Res. 50 1990 4417 4422 (Pubitemid 20225688)
13. T. Ishida, H. Harashima, and H. Kiwada Liposome clearance Biosci. Rep. 22 2002 197 224 (Pubitemid 35222732)
14. A.K. Iyer, G. Khaled, J. Fang, and H. Maeda Exploiting the enhanced permeability and retention effect for tumor targeting Drug Discov. Today 11 2006 812 818 (Pubitemid 44280021)
15. Y. Jin Nanotechnology in pharmaceutical manufacturing S.C. Gad, Pharmaceutical Manufacturing Handbook: Production and Processes 2008 John Wiley & Sons, Inc. Hoboken, New Jersey 1249 1288
16. Y. Jin, P. Ai, R. Xin, Y. Tian, J. Dong, D. Chen, and W. Wang Self-assembled drug delivery systems. Part 3. In vitro/in vivo studies of the self-assembled nanoparticulates of cholesteryl acyl didanosine Int. J. Pharm. 368 2009 207 214
17. Y. Jin, Y. Lian, and L. Du Self-assembly of N-acyl derivatives of gemcitabine at the air/water interface and the formation of nanoscale structures in water Colloid Surf. A Phys. Eng. Asp. 393 2012 60 65
18. Y. Jin, N. Qi, L. Tong, and D. Chen Self-assembled drug delivery systems. Part 5: self-assemblies of a bolaamphiphilic prodrug containing dual zidovudine Int. J. Pharm. 386 2010 268 274
19. Y. Jin, L. Tong, P. Ai, M. Li, and X. Hou Self-assembled drug delivery systems. 1. Properties and in vitro/in vivo behavior of acyclovir self-assembled nanoparticles (SAN) Int. J. Pharm. 309 2006 199 207 (Pubitemid 43129483)
20. Y. Jin, R. Xin, P. Ai, and D. Chen Self-assembled drug delivery systems. 2. Cholesteryl derivatives of antiviral nucleoside analogues: synthesis, properties and the vesicle formation Int. J. Pharm. 350 2008 330 337
21. Y. Jin, L. Xing, Y. Tian, M. Li, C. Gao, L. Du, J. Dong, and H. Chen Self-assembled drug delivery systems. Part 4. In vitro/in vivo studies of the self-assemblies of cholesteryl-phosphonyl zidovudine Int. J. Pharm. 381 2009 40 48
22. R. Liersch, C. Biermann, R. Mesters, and W. Berdel Lymphangiogenesis in cancer: current perspectives Recent Results Cancer Res. 180 2010 115 135
23. S.M. Moghimi, A.C. Hunter, and J.C. Murray Long-circulating and target-specific nanoparticles: theory to practice Pharmacol. Rev. 53 2001 283 318 (Pubitemid 32476118)
24. M. Ogawa, H. Hori, T. Ohta, K. Onozato, M. Miyahara, and Y. Komada Sensitivity to gemcitabine and its metabolizing enzymes in neuroblastoma Clin. Cancer Res. 11 2005 3485 3493 (Pubitemid 40627903)
25. K.-i. Ogawara, K. Un, K. Minato, K.-i. Tanaka, K. Higaki, and T. Kimura Determinants for in vivo anti-tumor effects of PEG liposomal doxorubicin: importance of vascular permeability within tumors Int. J. Pharm. 359 2008 234 240
26. W. Plunkett, P. Huang, and V. Ghandi Preclinical characteristics of gemcitabine Anticancer Drugs 6 1995 7 13 (Pubitemid 26014890)
27. L.H. Reddy, C. Dubernet, S.L. Mouelhi, P.E. Marque, D. Desmaele, and P. Couvreur A new nanomedicine of gemcitabine displays enhanced anticancer activity in sensitive and resistant leukemia types J. Controlled Release 124 2007 20 27 (Pubitemid 350103730)
28. L.H. Reddy, H. Ferreira, C. Dubernet, S.L. Mouelhi, D. Desmaele, B. Rousseau, and P. Couvreur Squalenoyl nanomedicine of gemcitabine is more potent after oral administration in leukemia-bearing rats: study of mechanisms Anticancer Drugs 19 2008 999 1006
29. L.H. Reddy, H. Khoury, A. Paci, A. Deroussent, H. Ferreira, C. Dubernet, X. Decleves, M. Besnard, H. Chacun, S. Lepetre-Mouelhi, D. Desmaele, B. Rousseau, C. Laugier, J.-C. Cintrat, G. Vassal, and P. Couvreur Squalenoylation favorably modifies the in vivo pharmacokinetics and biodistribution of gemcitabine in mice Drug Metabol. Dispos. 36 2008 1570 1577
30. B. Stella, S. Arpicco, F. Rocco, V. Marsaud, J.-M. Renoir, L. Cattel, and P. Couvreur Encapsulation of gemcitabine lipophilic derivatives into polycyanoacrylate nanospheres and nanocapsules Int. J. Pharm. 344 2007 71 77 (Pubitemid 47464827)
31. J. Thevenot, A.-L. Troutier, L. David, T. Delair, and C. Ladaviere Steric stabilization of lipid/polymer particle assemblies by poly(ethylene glycol)-lipids Biomacromolecules 8 2007 3651 3660 (Pubitemid 350193770)
32. V.P. Torchilin Nanoparticulates as Drug Carriers 2006 Imperial College Press London
33. V. Tsoukanova, and C. Salesse Mixing behavior of a poly(ethylene glycol)-grafted phospholipid in monolayers at the air/water interface Langmuir 24 2008 13019 13029