journal article·2013-05-08

Hindered Disulfide Bonds to Regulate Release Rate of Model Drug from Mesoporous Silica

Peter Nadrah, Uroš Maver, Anita Jemec, Tatjana Tišler, Marjan Bele, Goran Dražić, Mojca Benčina, Albin Pintar, Odon Planinšek, Miran Gaberšček

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Abstract

With the advancement of drug delivery systems based on mesoporous silica nanoparticles (MSNs), a simple and efficient method regulating the drug release kinetics is needed. We developed redox-responsive release systems with three levels of hindrance around the disulfide bond. A model drug (rhodamine B dye) was loaded into MSNs' mesoporous voids. The pore opening was capped with β-cyclodextrin in order to prevent leakage of drug. Indeed, in absence of a reducing agent the systems exhibited little leakage, while the addition of dithiothreitol cleaved the disulfide bonds and enabled the release of cargo. The release rate and the amount of released dye were tuned by the level of hindrance around disulfide bonds, with the increased hindrance causing a decrease in the release rate as well as in the amount of released drug. Thus, we demonstrated the ability of the present mesoporous systems to intrinsically control the release rate and the amount of the released cargo by only minor structural variations. Furthermore, an in vivo experiment on zebrafish confirmed that the present model delivery system is nonteratogenic.
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Research context

OpenAlex topics: Nanoparticle-Based Drug Delivery · Advanced Drug Delivery Systems · Dendrimers and Hyperbranched Polymers

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

National Institute of Chemistry, Hajdrihova ul. 19, SI-1001 Ljubljana, Slovenia

Centre of Excellence for Low-Carbon Technologies, Hajdrihova ul. 19, SI-1001 Ljubljana, Slovenia

Center of Excellence on Nanoscience and Nanotechnology − Nanocenter, Jamova c. 39, SI-1000 Ljubljana, Slovenia

Jožef Stefan Institute, Jamova c. 39, SI-1000 Ljubljana, Slovenia

EN-FIST Centre of Excellence, Dunajska c. 156, SI-1000 Ljubljana, Slovenia

Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva c. 5, SI-1001 Ljubljana, Slovenia

Faculty of Pharmacy, University of Ljubljana, Aškerčeva c. 7, SI-1000 Ljubljana, Slovenia

References (46)

Show source-provided references
1. Mal N. K. · Nature · 2003 · 421 · 35010.1038/nature01362 ↗
2. Lai C.-Y. · J. Am. Chem. Soc. · 2003 · 125 · 445110.1021/ja028650l ↗
3. Sharif F. · Int. J. Nanomed. · 2012 · 7 · 187510.2147/IJN.S26547 ↗
4. Yang P. · J. Chem. Soc. Rev. · 2012 · 41 · 367910.1039/c2cs15308d ↗
5. Bruhwiler D. · Nanoscale · 2010 · 2 · 88710.1039/c0nr00039f ↗
6. Yang Y.-W. · Med. Chem. Commun. · 2011 · 2 · 103310.1039/c1md00158b ↗
7. Li Z. · Chem. Soc. Rev. · 2012 · 41 · 259010.1039/c1cs15246g ↗
8. Yuan Q. · ACS Nano · 2012 · 6 · 633710.1021/nn3018365 ↗
9. Silveira G. Q. · J. Mater. Chem. · 2011 · 21 · 603410.1039/c0jm03738a ↗
10. Guo W. · Chem.—Eur. J. · 2010 · 16 · 864110.1002/chem.201000980 ↗
11. Porta F. · Phys. Chem. Chem. Phys. · 2011 · 13 · 998210.1039/c0cp02959a ↗
12. Guo R. · Nanoscale · 2012 · 4 · 357710.1039/c2nr30425b ↗
13. Zhu Y. · Angew. Chem., Int. Ed. · 2007 · 46 · 224110.1002/anie.200604850 ↗
14. Agostini A. · Chem.—Eur. J. · 2012 · 18 · 1221810.1002/chem.201201127 ↗
15. Aznar E. · Angew. Chem., Int. Ed. · 2011 · 50 · 1117210.1002/anie.201102756 ↗
16. Patel K. · J. Am. Chem. Soc. · 2008 · 130 · 238210.1021/ja0772086 ↗
17. Ukmar T. · J. Controlled Release · 2011 · 155 · 40910.1016/j.jconrel.2011.06.038 ↗
18. Horcajada P. · Microporous Mesoporous Mater. · 2004 · 68 · 10510.1016/j.micromeso.2003.12.012 ↗
19. Andersson J. · Chem. Mater. · 2004 · 16 · 416010.1021/cm0401490 ↗
20. Qu F. · Microporous Mesoporous Mater. · 2006 · 92 · 110.1016/j.micromeso.2005.12.004 ↗
21. Muñoz B. · Chem. Mater. · 2003 · 15 · 50010.1021/cm021217q ↗
22. Doadrio J. C. · J. Mater. Chem. · 2006 · 16 · 46210.1039/B510101H ↗
23. Aznar E. · Langmuir · 2012 · 28 · 298610.1021/la204438j ↗
24. Zhang Q. · Adv. Funct. Mater. · 2012 · 22 · 514410.1002/adfm.201201316 ↗
25. Cui Y. · ACS Appl. Mater. Interfaces · 2012 · 4 · 317710.1021/am3005225 ↗
26. Bernardos A. · J. Controlled Release · 2008 · 131 · 18110.1016/j.jconrel.2008.07.037 ↗
27. Zhao Y. · J. Am. Chem. Soc. · 2009 · 131 · 839810.1021/ja901831u ↗
28. Chen L. · J. Mater. Chem. · 2011 · 21 · 1381110.1039/c1jm12203g ↗
29. Park C. · J. Am. Chem. Soc. · 2009 · 131 · 1661410.1021/ja9061085 ↗
30. Bernardos A. · ACS Nano · 2010 · 4 · 635310.1021/nn101499d ↗
31. Gruenhagen J. A. · Appl. Spectrosc. · 2005 · 59 · 42410.1366/0003702053641513 ↗
32. Xing R. · Colloids Surf., A · 2012 · 403 · 710.1016/j.colsurfa.2012.03.017 ↗
33. Saito G. · Adv. Drug Delivery Rev. · 2003 · 55 · 19910.1016/S0169-409X(02)00179-5 ↗
34. Navath R. S. · Bioconjugate Chem. · 2008 · 19 · 244610.1021/bc800342d ↗
35. Thorpe P. E. · Cancer Res. · 1987 · 47 · 5924
36. Thorpe P. E. · Cancer Res. · 1988 · 48 · 6396
37. Kellogg B. A. · Bioconjugate Chem. · 2011 · 22 · 71710.1021/bc100480a ↗
38. Fako V. E. · Adv. Drug Delivery Rev. · 2009 · 61 · 47810.1016/j.addr.2009.03.008 ↗
39. Pyati U. J. · Semin. Cancer Biol. · 2007 · 17 · 15410.1016/j.semcancer.2006.11.007 ↗
40. Li Z. · J. Phys. Chem. C · 2011 · 115 · 1949610.1021/jp2047147 ↗
41. Na D. H. · Bioconjugate Chem. · 1999 · 10 · 30610.1021/bc980029g ↗
42. Jemec A. · J. Hazard. Mater. · 2012 · 219 · 21310.1016/j.jhazmat.2012.03.080 ↗
43. Tišler T. · Chemosphere · 2009 · 76 · 90710.1016/j.chemosphere.2009.05.002 ↗
44. He D. · J. Mater. Chem. · 2012 · 22 · 1471510.1039/c2jm32185h ↗
45. Higuchi T. · J. Pharm. Sci. · 1963 · 52 · 114510.1002/jps.2600521210 ↗
46. 2007