Bioreducible cross-linked polymers based on G1 peptide dendrimer as potential gene delivery vectors

European Journal of Medicinal Chemistry

Volumn 87, Issue , 2014, Pages 413-420

  Li, Chun Yan ^a   Wang, Hai Jiao ^a   Cao, Jing Ming ^a   Zhang, Ji ^a   Yu, Xiao Qi ^a  

^a Sichuan University   (China)

Author keywords

Bioreducible polymer; Dendrimer; Disulfide; Gene delivery; Non viral vectors

Indexed keywords

DENDRIMER; DITHIOTHREITOL; GENERATION 1 PEPTIDE DENDRIMER; NANOPARTICLE; POLYMER; UNCLASSIFIED DRUG; DNA; DRUG CARRIER; PEPTIDE;

ARTICLE; BIOCOMPATIBILITY; CELL LINE; CONTROLLED STUDY; CROSS LINKING; CYTOTOXICITY; DISULFIDE BOND; FLUORESCENCE ANALYSIS; GEL ELECTROPHORESIS; GENE EXPRESSION; GENE VECTOR; HEK293 CELL LINE; HUMAN; HUMAN CELL; IN VITRO GENE TRANSFER; LIGHT SCATTERING; MICHAEL ADDITION; NONVIRAL GENE DELIVERY SYSTEM; PARTICLE SIZE; PROTEIN DNA BINDING; RING OPENING METATHESIS POLYMERIZATION; STRUCTURE ACTIVITY RELATION; TRANSMISSION ELECTRON MICROSCOPY; ZETA POTENTIAL; CHEMISTRY; GENETIC TRANSFECTION; GENETICS; METABOLISM; TUMOR CELL LINE;

CELL LINE, TUMOR; DENDRIMERS; DNA; DRUG CARRIERS; HEK293 CELLS; HUMANS; PEPTIDES; STRUCTURE-ACTIVITY RELATIONSHIP; TRANSFECTION;

EID: 84907781736     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.09.091     Document Type: Article

References (36)

1. D. Shcharbin, A. Shakhbazau, M. Bryszewska, Poly(amidoamine) dendrimer complexes as a platform for gene delivery, Expert Opin. Drug Deliv. 10 (2013) 1687e1698.
2. M.A. Mintzer, E.E. Simanek, Nonviral vectors for gene delivery, Chem. Rev. 109 (2009) 259e302.
3. B. Sun, K.K. Tran, H. Shen, Enabling customization of non-viral gene delivery systems for individual cell types by surface-induced mineralization, Biomaterials 30 (2009) 6386e6393.
4. L. Vannucci, M. Lai, F. Chiuppesi, L. Ceccherini-Nelli, M. Pistello, Viral vectors: a look back and ahead on gene transfer technology, New. Microbiol. 36 (2013) 1e22.
5. B.Y.S. Kim, J.T. Rutka, W.C.W. Chan, Current concepts: Nanomedicine, N. Engl. J. Med. 363 (2010) 2434e2443.
6. A.R. Menjoge, R.M. Kannan, D.A. Tomalia, Dendrimer-based drug and imaging conjugates: design considerations for nanomedical applications, Drug Discov. Today 15 (2010) 171e185.
7. W.L. Ke, K. Shao, R.Q. Huang, L. Han, Y. Liu, J.F. Li, Y.Y. Kuang, L.Y. Ye, J.N. Lou, C. Jiang, Gene delivery targeted to the brain using an Angiopep-conjugated polyethyleneglycol-modified polyamidoamine dendrimer, Biomaterials 30 (2009) 6976e6985.
8. M.A. Mintzer, M.W. Grinstaff, Biomedical applications of dendrimers: a tutorial, Chem. Soc. Rev. 40 (2011) 173e190.
9. K. Luo, C.X. Li, L. Li, W.C. She, G. Wang, Z.W. Gu, Arginine functionalized peptide dendrimers as potential gene delivery vehicles, Biomaterials 33 (2012) 4917e4927.
10. Y.B. Shan, T. Luo, C. Peng, R.L. Sheng, A.M. Cao, X.Y. Cao, M.W. Shen, R. Guo, H. Tomás, X.Y. Shi, Gene delivery using dendrimer-entrapped gold nanoparticles as nonviral vectors, Biomaterials 33 (2012) 3025e3035.
11. T.L. Kaneshiro, X.L. Wang, Z.-R. Lu, Synthesis, characterization, and gene delivery of poly-l-lysine octa(3-aminopropyl)silsesquioxane dendrimers: nanoglobular drug carriers with precisely defined molecular architectures, Mol. Pharm. 4 (2007) 759e768.
12. Y. Li, Y.D. Zhu, K.J. Xia, R.L. Sheng, L. Jia, X.D. Hou, Y.H. Xu, A.M. Cao, Dendritic poly(l-lysine)-b-poly(l-lactide)-b-dendritic poly(l-lysine) amphiphilic gene delivery vectors: roles of PLL dendritic generation and enhanced transgene efficacies via termini modification, Biomacromolecules 10 (2009) 2284e2293.
13. I. Tsogas, T. Theodossiou, Z. Sideratou, C.M. Paleos, H. Collet, J.C. Rossi, B. Romestand, A. Commeyras, Interaction and transport of poly(l-lysine) dendrigrafts through liposomal and cellular membranes: the role of generation and surface functionalization, Biomacromolecules 8 (2007) 3263e3270.
14. T. Okuda, A. Sugiyama, T. Niidome, H. Aoyagi, Characters of dendritic poly(llysine) analogues with the terminal lysines replaced with arginines and histidines as gene carriers in vitro, Biomaterials 25 (2004) 537e544.
15. K. Luo, C.X. Li, G. Wang, Y. Nie, B. He, Y. Wu, Z.W. Gu, Peptide dendrimers as efficient and biocompatible gene delivery vectors: synthesis and in vitro characterization, J. Control. Release 155 (2011) 77e87.
16. H.M. Wu, S.R. Pan, M.W. Chen, Y. Wu, C. Wang, Y.T. Wen, X. Zeng, C.B. Wu, A serum-resistant polyamidoamine-based polypeptide dendrimer for gene transfection, Biomaterials 32 (2011) 1619e1634.
17. K. Motoyama, Y. Mori, S. Yamashita, Y. Hayashi, H. Jono, Y. Ando, F. Hirayama, K. Uekama, H. Arima, In vitro gene delivery mediated by lactosylated dendrimer (generation 3, G3)/a-cyclodextrin conjugates into hepatocytes, J. Inclusion Phenom. Macrocycl. Chem. 70 (2011) 333e338.
18. H. Arima, T. Tsutsumi, A. Yoshimatsu, H. Ikeda, K. Motoyama, T. Higashi, F. Hirayama, K. Uekama, Inhibitory effect of siRNA complexes with polyamidoamine dendrimer/a-cyclodextrin conjugate (generation 3, G3) on endogenous gene expression, Eur. J. Pharm. Sci. 44 (2011) 375e384.
19. H. Arima, M. Arizono, T. Higashi, A. Yoshimarsu, H. Ikeda, K. Motoyama, K. Hattori, T. Takeuchi, F. Hirayama, K. Uekama, Potential use of folatepolyethylene glycol (PEG)-appended dendrimer (G3) conjugate with acyclodextrin as DNA carriers to tumor cells, Cancer Gene Ther. 19 (2012) 358e366.
20. T. Anno, T. Higashi, K. Motoyama, F. Hirayama, K. Uekama, H. Arima, Potential use of glucuronylglucosyl-b-cyclodextrin/dendrimer conjugate (G2) as a DNA carrier in vitro and in vivo, J. Drug Target. 20 (2012) 272e280.
21. D.W. Cao, L.H. Qin, H. Huang, M. Feng, S.R. Pan, J.H. Chen, Transfection activity and the mechanism of pDNA-complexes based on the hybrid of lowgeneration PAMAM and branched PEI-1.8k, Mol. Biosyst. 12 (2013) 3175e3186.
22. H.M. Liu, H. Wang, W.J. Yang, Y.Y. Cheng, Disulfide cross-linked low generation dendrimers with high gene transfection efficacy, low cytotoxicity, and low cost, J. Am. Chem. Soc. 134 (2012) 17680e17687.
23. M. Ou, R.Z. Xu, S.H. Kim, D.A. Bull, S.W. Kim, A family of bioreducible poly(-disulfide amine)s for gene delivery, Biomaterials 30 (2009) 5804e5814.
24. H.Y. Nam, K.H. Nam, M.H. Lee, S.W. Kim, D.A. Bull, Dendrimer type bioreducible polymer for efficient gene delivery, J. Control. Release 160 (2012) 592e600.
25. C. Lin, Z.Y. Zhong, M.C. Lok, X.L. Jiang, W.E. Hennink, J. Feijen, J.F.J. Engbersen, Novel bioreducible poly(amido amine)s for highly efficient gene delivery, Bioconjugate Chem. 18 (2007) 138e145.
26. F. Martello, M. Piest, J.F.J. Engbersen, P. Ferruti, Effects of branched or linear architecture of bioreducible poly(amido amine)s on their in vitro gene delivery properties, J. Control. Release 164 (2012) 372e379.
27. T.-i. Kim, T. Rothmund, T. Kissel, S.W. Kim, Bioreducible polymers with cell penetrating and endosome buffering functionality for gene delivery systems, J. Control. Release 152 (2011) 110e119.
28. M. Piest, M. Ankoné, J.F.J. Engbersen, Carbohydrate-interactive pDNA and siRNA gene vectors based on boronic acid functionalized poly(amido amine)s, J. Control. Release 169 (2013) 266e275.
29. F.G. Ottaviano, D.E. Handy, J. Loscalzo, Redox regulation in the extracellular environment, Circulation J. 72 (2008) 1e16.
30. S.J. Son, R. Namgung, J.H. Kim, K. Singha, W.J. Kim, Bioreducible polymers for gene silencing and delivery, Accounts Chem. Res. 45 (2012) 1100e1112.
31. K.H. Bae, K.R. Lee, J.W. Lee, I.S. Lee, J.H. Lee, T.G. Park, Surface functionalized hollow manganese oxide nanoparticles for cancer targeted siRNA delivery and magnetic resonance imaging, J. Control. Release 152 (2011) e133ee134.
32. Y.M. Liu, T.M. Reineke, Hydroxyl stereochemistry and amine number within poly(glycoamidoamine)s affect intracellular DNA delivery, J. Am. Chem. Soc. 127 (2005) 3004e3015.
33. X.-h. Luo, F.-w. Huang, S.-y. Qin, H.-f. Wang, J. Feng, X.-z. Zhang, R.-x. Zhuo, A strategy to improve serum-tolerant transfection activity of polycation vectors by surface hydroxylation, Biomaterials 32 (2011) 9925e9939.
34. S. Srinivasachari, Y.M. Liu, G.D. Zhang, L. Prevette, T.M. Reineke, Trehalose click polymers inhibit nanoparticle aggregation and promote pDNA delivery in serum, J. Am. Chem. Soc. 128 (2006) 8176e8184.
35. Q.-F. Zhang, W.-J. Yi, B. Wang, J. Zhang, L.F. Ren, Q.-M. Chen, L.D. Guo, X.-Q. Yu, Linear polycations by ring-opening polymerization as non-viral gene delivery vectors, Biomaterials 34 (2013) 5391e5401.
36. S. Li, Y. Wang, S. Wang, J. Zhang, S.-F. Wu, B.-L. Wang, W. Zhu, X.-Q. Yu, Biodegradable cyclen-based linear and cross-linked polymers as non-viral gene vectors, Bioorg. Med. Chem. 20 (2012) 1380e1387.