Clickable functionalization of liposomes with the gH625 peptide from herpes simplex virus type i for intracellular drug delivery

Chemistry - A European Journal

Volumn 17, Issue 45, 2011, Pages 12659-12668

  Tarallo, Rossella ^a   Accardo, Antonella ^a   Falanga, Annarita ^a   Guarnieri, Daniela ^b   Vitiello, Giuseppe ^a   Netti, Paolo ^b   D'Errico, Gerardino ^a   Morelli, Giancarlo ^a   Galdiero, Stefania ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^b Center for Advanced Biomaterials for Healthcare IIT at CRIB   (Italy)

Author keywords

click chemistry; drug delivery; liposomes; peptides; viruses

Indexed keywords

1 ,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE; CELLULAR UPTAKE; CHEMOTHERAPEUTIC AGENTS; CLICK CHEMISTRY; CYTOTOXIC DRUGS; DOXORUBICIN; DYNAMIC LIGHT SCATTERING MEASUREMENT; ENCAPSULATED DRUGS; EXTERNAL SURFACES; FUNCTIONALIZATIONS; FUNCTIONALIZED; HERPES SIMPLEX VIRUS; INTRACELLULAR DRUG DELIVERY; INTRACELLULAR UPTAKE; SPIN LABEL; SYNTHETIC STRATEGIES; TUMOR CELLS;

CARBOXYLIC ACIDS; CONFOCAL MICROSCOPY; DRUG DELIVERY; IODINE; LIPOSOMES; PARAMAGNETIC RESONANCE; PARAMAGNETISM; PEPTIDES; TUMORS; VIRUSES;

PHOSPHOLIPIDS;

GH625 PEPTIDE, HERPES SIMPLEX VIRUS TYPE I; LIPOSOME; PEPTIDE; VIRUS ENVELOPE PROTEIN;

ARTICLE; CHEMISTRY; CLICK CHEMISTRY; DRUG DELIVERY SYSTEM; HERPES SIMPLEX VIRUS 1; METABOLISM; METHODOLOGY;

CLICK CHEMISTRY; DRUG DELIVERY SYSTEMS; HERPESVIRUS 1, HUMAN; LIPOSOMES; PEPTIDES; VIRAL ENVELOPE PROTEINS;

EID: 80054928496     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201101425     Document Type: Article

References (49)

1. L. M. Bareford, P. W. Swaan, Adv. Drug Delivery Rev. 2007, 59, 748.
2. F. Heitz, M. C. Morris, G. Divita, Br. J. Pharmacol. 2009, 157, 195.
3. S. Galdiero, M. Vitiello, A. Falanga, M. Cantisani, N. Incoronato, M. Galdiero, Curr. Drug Metab. 2011, DOI: BSP/CDM/E-PUB/00197.
4. S. Galdiero, A. Falanga, M. Vitiello, H. Browne, C. Pedone, M. Galdiero, J. Biol. Chem. 2005, 280, 28632
5. S. Galdiero, A. Falanga, M. Vitiello, L. Raiola, R. Fattorusso, H. Browne, C. Pedone, C. Isernia, M. Galdiero, J. Biol. Chem. 2008, 283, 29993
6. S. Galdiero, A. Falanga, M. Vitiello, L. Raiola, L. Russo, C. Pedone, C. Isernia, M. Galdiero, J. Biol. Chem. 2010, 285, 17123
7. S. Galdiero, A. Falanga, G. Vitiello, M. Vitiello, C. Pedone, G. D'Errico, M. Galdiero, Biochim. Biophys. Acta Biomembr. 2010, 1798, 579.
8. A. Falanga, M. Vitiello, M. Cantisani, R. Tarallo, D. Guarnieri, E. Mignogna, P. Netti, C. Pedone, M. Galdiero, S. Galdiero, Nanomedicine 2011, DOI: 10.1016/j.nano.2011.04.009.
9. G. Gregoriadis, B. E. Ryman, Biochem. J. 1972, 129, 123
10. E. Cukierman, D. R. Khan, Biochem. Pharmacol. 2010, 80, 762.
11. A. Sharma, U. S. Sharma, Int. J. Pharm. 1997, 154, 123
12. M. I. Papisov, Adv. Drug Delivery Rev. 1998, 32, 119
13. C. R. Miller, B. Bondurant, S. D. McLean, K. A. McGovern, D. F. OBrien, Biochemistry 1998, 37, 12875
14. H. Maeda, J. Wu, T. Sawa, Y. Matsumura, K. Hori, J. Controlled Release 2000, 65, 271.
15. M. B. Bally, R. Nayar, D. Masin, M. J. Hope, P. R. Cullis, L. D. Mayer, Biochim. Biophys. Acta Biomembr. 1990, 1023, 133
16. T. M. Allen, E. H. Moase, Adv. Drug Delivery Rev. 1996, 21, 117
17. T. M. Allen, Drugs 1997, 54, 8
18. A. J. Coukell, C. M. Spencer, Drugs 1997, 53, 520.
19. S. Albrizio, L. Giusti, G. DErrico, C. Esposito, F. Porchia, G. Caliendo, E. Novellino, M. R. Mazzoni, P. Rovero, A. M. D'Ursi, J. Med. Chem. 2007, 50, 1458.
20. E. Vives, P. Brodin, B. Lebleu, J. Biol. Chem. 1997, 272, 16010.
21. Y. L. Tseng, J. J. Liu, R. L. Hong, Mol. Pharmacol. 2002, 62, 864.
22. D. C. Drummond, O. Meyer, K. Hong, D. B. Kirpotin, D. Papahadjopoulos, Pharmacol. Rev. 1999, 51, 691.
23. H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem. 2001, 113, 2056
24. Angew. Chem. Int. Ed. 2001, 40, 2004
25. H. C. Kolb, K. B. Sharpless, Drug Discovery Today 2003, 8, 1128.
26. F. Said Hassane, B. Frish, F. Schuber, Bioconjugate Chem. 2006, 17, 849
27. S. Cavalli, A. R. Tipton, M. Overhand, A. Kros, Chem. Commun. 2006, 3193.
28. Y. Liu, L. Zhang, J. Wan, Y. Li, Y. Xu, Y. Pan, Tetrahedron 2008, 64, 10728.
29. P. E. Schneggenburger, B. Worbs, U. Diederichsen, J. Pept. Sci. 2010, 16, 10.
30. Y. G. Yu, T. Thorgeirsson, Y. K. Shin, Biochemistry 1994, 33, 14221.
31. P. Hanson, G. Millhauser, F. Formaggio, M. Crisma, C. Toniolo, J. Am. Chem. Soc. 1996, 118, 7618.
32. A. Vergara, L. Paduano, R. Sartorio, J. Phys. Chem. B 2001, 105, 328.
33. A. Ertel, A. G. Marangoni, J. Marsh, F. R. Hallett, J. M. Woodt, Biophys. J. 1993, 64, 426.
34. P. G. Tardi, N. L. Boman, P. R. Cullis, J. Drug Targeting 1996, 4, 129
35. A. Fritze, F. Hens, A. Kimpfler, R. Schubert, R. Peschka-Süss, Biochim. Biophys. Acta Biomembr. 2006, 1758, 1633.
36. D. R. Siwak, A. M. Tari, G. Lopez-Berestein, Clin. Cancer Res. 2002, 8, 1172.
37. D. D. Lasic, Trends Biotechnol. 1998, 16, 307
38. Liposomes: A Practical Approach, 2 nd ed., (Eds.: V. P. Torchilin, V. Weissing,), Oxford University, Oxford, 2003.
39. A. A. Gabizon, Cancer Res. 1992, 52, 891
40. S. M. Moghimi, A. C. Hunter, J. C. Murray, Pharmacol. Rev. 2001, 53, 283.
41. C. Mot, D. C. Drummond, K. Hong, D. B. Kirpotin, J. W. Park, Drug Resist. Updates 2003, 6, 271
42. E. S. Lee, K. Na, Y. H. Bae, J. Controlled Release 2005, 103, 405.
43. C. R. Nakaie, S. Schreier, A. C. M. Paiva, Biochim. Biophys. Acta Protein Struct. Mol. Enzymol. 1983, 742, 63
44. S. R. Barbosa, E. M. Cilli, M. T. Lamy-Freund, A. M. L. Castrucci, C. R. Nakaie, FEBS Lett. 1999, 446, 45.
45. D. Rapaport, Y. Shai, J. Biol. Chem. 1991, 266, 23769.
46. L. Schmitt, C. Dietrich, J. Am. Chem. Soc. 1994, 116, 8485.
47. B. J. Berne, R. Pecora, Dynamic Light Scattering with Applications to Chemistry, Biology, and Physics, Dover, New York, 1975.
48. G. A. Brehm, V. A. Bloomfield, Macromolecules 1975, 8, 663.
49. M. Kveder, G. Pifat, S. Pecar, M. Schara, P. Ramos, H. Esterbauer, Chem. Phys. Lipids 1997, 85, 1.