Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH FRONT

Cationic Micelles Based on Polyhedral Oligomeric Silsesquioxanes for Enhanced Gene Transfection

Connie K. Liu A , Qingqing Dou A D , Sing Shy Liow A , Jatin N. Kumar A and Xian Jun Loh A B C D
+ Author Affiliations
- Author Affiliations

A Institute of Materials Research and Engineering (IMRE), Agency for Science, Technology and Research (A*STAR), 2 Fusionopolis Way, Innovis, #08-03 Singapore 138634, Republic of Singapore.

B Department of Materials Science and Engineering, National University of Singapore, 9 Engineering Drive 1, Singapore 117576, Republic of Singapore.

C Singapore Eye Research Institute, 11 Third Hospital Avenue, Singapore 168751, Republic of Singapore.

D Corresponding authors. Email: douq@imre.a-star.edu.sg; lohxj@imre.a-star.edu.sg

Australian Journal of Chemistry 69(4) 363-371 https://doi.org/10.1071/CH15636
Submitted: 10 October 2015  Accepted: 2 November 2015   Published: 30 November 2015

Abstract

The synthesis and gene transfection efficiency of a series of amphiphilic copolymers, poly(2-(dimethylamino)ethyl methacrylate)-poly (methacrylate isobutyl polyhedral oligomeric silsesquioxane) (PDMAEMA-POSS) copolymers are reported. The hydrophobic POSS interior allows a cell-sensitizing drug such as paclitaxel to be incorporated, whereas the cationic and hydrophilic PDMAEMA corona allows the complexation of anionic DNA to form a nano-sized polyplex. These drug-encapsulated copolymers display excellent gene transfection efficiency compared with polyethylenimine or PDMAEMA homopolymers.


References

[1]  (a) X. Zhu, X. Jun Loh, Biomater. Sci. 2015,
         | Crossref | GoogleScholarGoogle Scholar | 26415703PubMed |
      (b) H. Ye, C. Owh, X. J. Loh, RSC Adv. 2015, 5, 48720.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) Z. Li, X. J. Loh, Chem. Soc. Rev. 2015, 44, 2865.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) Q. Q. Dou, C. P. Teng, E. Y. Ye, X. J. Loh, Int. J. Nanomed. 2015, 10, 419.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) Q. Q. Dou, X. Fang, S. Jiang, P. L. Chee, T.-C. Lee, X. J. Loh, RSC Adv. 2015, 5, 46817.
      (f) A. Abdul Karim, X. J. Loh, Soft Matter 2015, 11, 5425.
      (g) H. Y. Ye, A. A. Karim, X. J. Loh, Mater. Sci. Eng., C 2014, 45, 609.
         | Crossref | GoogleScholarGoogle Scholar |
      (h) E. Y. Ye, P. L. Chee, A. Prasad, X. T. Fang, C. Owh, V. J. J. Yeo, X. J. Loh, Mater. Today 2014, 17, 194.
         | Crossref | GoogleScholarGoogle Scholar |

[2]  (a) S. Jiang, Y. Z. Poh, X. J. Loh, RSC Adv. 2015, 5, 71322.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhtlCitb%2FJ&md5=b21c230bb15a8d17fe743573f6350fdcCAS |
      (b) S. Jiang, D. Kai, Q. Q. Dou, X. J. Loh, J. Mater. Chem. B 2015, 3, 6897.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) X. J. Loh, S. J. Ong, Y. T. Tung, H. T. Choo, Mater. Sci. Eng., C 2013, 33, 4545.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) X. J. Loh, J. Appl. Polym. Sci. 2013, 127, 992.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) X. J. Loh, J. Appl. Polym. Sci. 2013, 127, 2046.
         | Crossref | GoogleScholarGoogle Scholar |
      (f) X. J. Loh, Z. X. Zhang, K. Y. Mya, Y. L. Wu, C. B. He, J. Li, J. Mater. Chem. 2010, 20, 10634.
         | Crossref | GoogleScholarGoogle Scholar |
      (g) X. J. Loh, G. R. Deen, Y. Y. Gan, L. H. Gan, J. Appl. Polym. Sci. 2001, 80, 268.
         | Crossref | GoogleScholarGoogle Scholar |

[3]  (a) C. E. Thomas, A. Ehrhardt, M. A. Kay, Nat. Rev. Genet. 2003, 4, 346.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXjtlaksr4%3D&md5=c9a9622eee12d765eb03f0841b2c4d91CAS | 12728277PubMed |
      (b) P. D. Robbins, S. C. Ghivizzani, Pharmacol. Ther. 1998, 80, 35.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) M. A. Kay, J. C. Glorioso, L. Naldini, Nat. Med. 2001, 7, 33.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) R. Tomanin, M. Scarpa, Curr. Gene Ther. 2004, 4, 357.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) H. Yin, R. L. Kanasty, A. A. Eltoukhy, A. J. Vegas, J. R. Dorkin, D. G. Anderson, Nat. Rev. Genet. 2014, 15, 541.
         | Crossref | GoogleScholarGoogle Scholar |

[4]  (a) S. De Smedt, J. Demeester, W. Hennink, Pharm. Res. 2000, 17, 113.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3cXitVOqtbw%3D&md5=de259177c4c6a5bbde47a40e716bb272CAS | 10751024PubMed |
      (b) A. El-Aneed, J. Controlled Release 2004, 94, 1.
         | Crossref | GoogleScholarGoogle Scholar |

[5]  (a) E. V. B. van Gaal, R. S. Oosting, R. van Eijk, M. Bakowska, D. Feyen, R. J. Kok, W. E. Hennink, D. J. A. Crommelin, E. Mastrobattista, Pharm. Res. 2011, 28, 1707.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXjsFelsrg%3D&md5=5347fbf083116f6e191724e9128e07eaCAS |
      (b) E. V. B. van Gaal, R. van Eijk, R. S. Oosting, R. J. Kok, W. E. Hennink, D. J. A. Crommelin, E. Mastrobattista, J. Controlled Release 2011, 154, 218.
         | Crossref | GoogleScholarGoogle Scholar |

[6]  (a) D. W. Pack, A. S. Hoffman, S. Pun, P. S. Stayton, Nat. Rev. Drug Discovery 2005, 4, 581.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXmsFGjtbo%3D&md5=1d6d1c4faacdafbac4e09223826e024dCAS | 16052241PubMed |
      (b) A. L. Becker, N. I. Orlotti, M. Folini, F. Cavalieri, A. N. Zelikin, A. P. Johnston, N. Zaffaroni, F. Caruso, ACS Nano 2011, 5, 1335.
         | Crossref | GoogleScholarGoogle Scholar |

[7]  (a) J. K. Oh, R. Drumright, D. J. Siegwart, K. Matyjaszewski, Prog. Polym. Sci. 2008, 33, 448.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXktlejurk%3D&md5=a042b29980a3563fb2f6005d9565469eCAS |
      (b) A. K. Bajpai, S. K. Shukla, S. Bhanu, S. Kankane, Prog. Polym. Sci. 2008, 33, 1088.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) D. W. Lim, Y. I. Yeom, T. G. Park, Bioconjugate Chem. 2000, 11, 688.
         | Crossref | GoogleScholarGoogle Scholar |

[8]  (a) X. J. Loh, Z.-X. Zhang, K. Y. Mya, Y.-L. Wu, C. B. He, J. Li, J. Mater. Chem. 2010, 20, 10634.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhsVOktrfP&md5=56da1e9e8bc28192b61b7bb3cfde484cCAS |
      (b) X. J. Loh, J. del Barrio, P. P. C. Toh, T.-C. Lee, D. Jiao, U. Rauwald, E. A. Appel, O. A. Scherman, Biomacromolecules 2012, 13, 84.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) X. J. Loh, S. J. Ong, Y. T. Tung, H. T. Choo, Mater. Sci. Eng., C 2013, 33, 4545.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) X. J. Loh, J. Appl. Polym. Sci. 2013, 127, 992.
         | Crossref | GoogleScholarGoogle Scholar |

[9]  X. Zheng, T. Zhang, X. Song, L. Zhang, C. Zhang, S. Jin, J. Xing, X.-J. Liang, J. Mater. Chem. B 2015, 3, 4027.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXlvVCjsrs%3D&md5=2e965e225b2964da26768bbf5351c2daCAS |

[10]  S. Guo, Y. Huang, T. Wei, W. Zhang, W. Wang, D. Lin, X. Zhang, A. Kumar, Q. Du, J. Xing, L. Deng, Z. Liang, P. C. Wang, A. Dong, X.-J. Liang, Biomaterials 2011, 32, 879.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhsVCnurfE&md5=7a9b2c452d999a0c1eaf8086b87c1408CAS | 20970186PubMed |

[11]  S. Guo, Y. Huang, W. Zhang, W. Wang, T. Wei, D. Lin, J. Xing, L. Deng, Q. Du, Z. Liang, X.-J. Liang, A. Dong, Biomaterials 2011, 32, 4283.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXltVGms70%3D&md5=6d5d35bcfe31d84b79c8956d73029c7fCAS | 21450341PubMed |

[12]  D. Lin, Y. Huang, Q. Jiang, W. Zhang, X. Yue, S. Guo, P. Xiao, Q. Du, J. Xing, L. Deng, Z. Liang, A. Dong, Biomaterials 2011, 32, 8730.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhtFOlsrjI&md5=14f56fc55077c75b8fee5b34e1c41908CAS | 21885115PubMed |

[13]  C. Yang, H. Li, S. H. Goh, J. Li, Biomaterials 2007, 28, 3245.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXks12itLc%3D&md5=0f6803058105ec3fd7f4aa3fea026e01CAS | 17466370PubMed |

[14]  P. Bauduin, S. Prevost, P. Farràs, F. Teixidor, O. Diat, T. Zemb, Angew. Chem., Int. Ed. 2011, 50, 5298.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXms1SltLo%3D&md5=b8db7ad92e7acf0ebf1f368fb2b09980CAS |

[15]  M. Han, Q. Lv, X. J. Tang, Y. L. Hu, D. H. Xu, F. Z. Li, W. Q. Liang, J. Q. Gao, J. Controlled Release 2012, 163, 136.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhsFansb3K&md5=827949ecd8d151376e95f8386349e497CAS |

[16]  F. Liu, L. M. Shollenberger, L. Huang, FASEB J. 2004, 18, 1779.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXpslehtb0%3D&md5=be6cecd415279b7f577fa91c55c3015fCAS | 15364893PubMed |

[17]  (a) M. Khan, Z. Y. Ong, N. Wiradharma, A. B. E. Attia, Y.-Y. Yang, Adv. Healthcare Mater. 2012, 1, 373.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhtFaksrvO&md5=41a691bb568cf410b81a3e99bb138976CAS |
      (b) D. Zhao, C. J. Liu, R. X. Zhuo, S. X. Cheng, Mol. Pharmaceutics 2012, 9, 2887.
         | Crossref | GoogleScholarGoogle Scholar |

[18]  L. J. Cao, Q. Zeng, C. Q. Xu, S. J. Shi, Z. R. Zhang, X. Sun, Mol. Pharmaceutics 2013, 10, 1804.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXkslWlu7g%3D&md5=deafa6bfa12bfef4be2dde4f922e0a37CAS |

[19]  (a) Y. Wang, S. Gao, W.-H. Ye, H. S. Yoon, Y.-Y. Yang, Nat. Mater. 2006, 5, 791.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XhtVWqsLvK&md5=ae8e7956aa0c5550fc164afeb6b5a26dCAS | 16998471PubMed |
      (b) Y. Wang, L.-S. Wang, S.-H. Goh, Y.-Y. Yang, Biomacromolecules 2007, 8, 1028.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) X. Y. Yue, Y. Qiao, N. Qiao, S. T. Guo, J. F. Xing, L. D. Deng, J. Q. Xu, A. J. Dong, Biomacromolecules 2010, 11, 2306.
         | Crossref | GoogleScholarGoogle Scholar |

[20]  (a) K. Tanaka, Y. Chujo, J. Mater. Chem. 2012, 22, 1733.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XltVSnsQ%3D%3D&md5=c50789dbacac1d08023192f7be6a1b54CAS |
      (b) K. Tanaka, Y. Chujo, Polym. J. 2013, 45, 247.
         | Crossref | GoogleScholarGoogle Scholar |

[21]  K. Tanaka, K. Inafuku, K. Naka, Y. Chujo, Org. Biomol. Chem. 2008, 6, 3899.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXhsVSms7zK&md5=93f485d63c9f31e611d006cb071e6dfdCAS | 18931793PubMed |

[22]  L. Ma, H. Geng, J. Song, J. Li, G. Chen, Q. Li, J. Phys. Chem. B 2011, 115, 10586.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhtVGnu7nK&md5=750f856ccdf8f0fa74019c925d134f53CAS | 21830755PubMed |

[23]  F. A. Sheikh, N. A. M. Barakat, B.-S. Kim, S. Aryal, M.-S. Khil, H.-Y. Kim, Mater. Sci. Eng., C 2009, 29, 869.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXltVyrtLs%3D&md5=f176c1907e8c786df07f68c74c942f79CAS |

[24]  R. Y. Kannan, H. J. Salacinski, K. M. Sales, P. E. Butler, A. M. Seifalian, Cell Biochem. Biophys. 2006, 45, 129.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XlvVeqsbc%3D&md5=36a8d0fa8241a1db7e3a584a9fa0827eCAS | 16757813PubMed |

[25]  (a) A. Schallon, V. Jérôme, A. Walther, C. V. Synatschke, A. H. E. Müller, R. Freitag, React. Funct. Polym. 2010, 70, 1.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhsFWlsbzJ&md5=f6dc7b0bc416c1b0530592cbc3c36b05CAS |
      (b) B. Newland, H. Tai, Y. Zheng, D. Velasco, A. Di Luca, S. M. Howdle, C. Alexander, W. Wang, A. Pandit, Chem. Commun. 2010, 46, 4698.
         | Crossref | GoogleScholarGoogle Scholar |

[26]  A. Schallon, V. Jérôme, A. Walther, C. V. Synatschke, A. H. Müller, R. Freitag, React. Funct. Polym. 2010, 70, 1.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhsFWlsbzJ&md5=f6dc7b0bc416c1b0530592cbc3c36b05CAS |

[27]  (a) X. J. Loh, Y. X. Tan, Z. Li, L. S. Teo, S. H. Goh, J. Li, Biomaterials 2008, 29, 2164.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXivFKhu7w%3D&md5=6b368a2221424c681e76b0d9f8cd5a8cCAS | 18276002PubMed |
      (b) X. J. Loh, S. J. Ong, Y. T. Tung, H. T. Choo, Macromol. Biosci. 2013, 13, 1092.
         | Crossref | GoogleScholarGoogle Scholar |

[28]  E. K. Paleologos, D. L. Giokas, M. I. Karayannis, TrAC, Trends Anal. Chem. 2005, 24, 426.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXjvVClsbg%3D&md5=f486edd5849ba49136e1b56f72dd79daCAS |

[29]  (a) X. J. Loh, Y.-L. Wu, W. T. J. Seow, M. N. I. Norimzan, Z.-X. Zhang, F.-J. Xu, E.-T. Kang, K.-G. Neoh, J. Li, Polymer 2008, 49, 5084.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXht12rt7vM&md5=64628723bd1e74e082f174af1bb00944CAS |
      (b) K. Kataoka, A. Harada, Y. Nagasaki, Adv. Drug Delivery Rev. 2001, 47, 113.
         | Crossref | GoogleScholarGoogle Scholar |

[30]  A. A. Eltoukhy, D. J. Siegwart, C. A. Alabi, J. S. Rajan, R. Langer, D. G. Anderson, Biomaterials 2012, 33, 3594.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XivV2mu7g%3D&md5=62d295e5c0797fa27134c3e3288163b5CAS | 22341939PubMed |

[31]  D. G. Anderson, A. Akinc, N. Hossain, R. Langer, Mol. Ther. 2005, 11, 426.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXhsVOju78%3D&md5=16d01b4af5ea81e297822bf27bd1ee89CAS | 15727939PubMed |