Solubilization of therapeutic agents in micellar nanomedicines

Langmuir

Volumn 29, Issue 51, 2013, Pages 15747-15754

  Vuković, Lela ^a   Madriaga, Antonett ^a   Kuzmis, Antonina ^a   Banerjee, Amrita ^a   Tang, Alan ^a   Tao, Kevin ^a   Shah, Neil ^a   Král, Petr ^a   Onyuksel, Hayat ^a,b  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

^b University of Illinois at Chicago   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BOND STRENGTH (CHEMICAL); HYDROGEN BONDS; IONIC STRENGTH; SOLUBILITY;

ATOMISTIC MOLECULAR DYNAMICS SIMULATIONS; ATOMISTIC SIMULATIONS; COULOMBIC COUPLING; DRUG SOLUBILIZATION; FREE-ENERGY CALCULATIONS; POORLY WATER-SOLUBLE DRUGS; POSITIVELY CHARGED; VASOACTIVE INTESTINAL PEPTIDE;

MOLECULES;

BEXAROTENE; DRUG CARRIER; MACROGOL DERIVATIVE; NANOMATERIAL; TETRALIN DERIVATIVE; VASOACTIVE INTESTINAL POLYPEPTIDE;

AMINO ACID SEQUENCE; ARTICLE; CHEMISTRY; HUMAN; MICELLE; MOLECULAR DYNAMICS; MOLECULAR GENETICS; NANOMEDICINE; PROTEIN CONFORMATION; SOLUBILITY; THERMODYNAMICS;

AMINO ACID SEQUENCE; DRUG CARRIERS; HUMANS; MICELLES; MOLECULAR DYNAMICS SIMULATION; MOLECULAR SEQUENCE DATA; NANOMEDICINE; NANOSTRUCTURES; POLYETHYLENE GLYCOLS; PROTEIN CONFORMATION; SOLUBILITY; TETRAHYDRONAPHTHALENES; THERMODYNAMICS; VASOACTIVE INTESTINAL PEPTIDE;

EID: 84896513195     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la403264w     Document Type: Article

References (39)

1. Brayden, D. J. Controlled release technologies for drug delivery Drug Discovery Today 2003, 8, 976-978
2. Neslihan Gursoy, R.; Benita, S. Self-emulsifying drug delivery systems (SEDDS) for improved oral delivery of lipophilic drugs Biomed. Pharmacother. 2004, 58, 173-182
3. Peer, D.; Karp, J. M.; Hong, S.; Farokhzad, O. C.; Margalit, R.; Langer, R. Nanocarriers as an emerging platform for cancer therapy Nat. Nanotechnol. 2007, 2, 751-760
4. Duncan, R. The dawning era of polymer Nat. Rev. Drug Discovery 2003, 2, 347
5. Koo, O. M.; Rubinstein, I.; Onyuksel, H. Role of nanotechnology in targeted drug delivery and imaging: a concise review Nanomedicine 2005, 1, 193-212
6. Torchilin, V. Micellar nanocarriers: Pharmaceutical perspectives Pharm. Res. 2007, 24, 1-16
7. Lim, S. B.; Banerjee, A.; Önyüksel, H. Improvement of drug safety by the use of lipid-based nanocarriers J. Controlled Release 2012, 163, 34-45
8. Rane, S. S.; Anderson, B. D. What determines drug solubility in lipid vehicles: Is it predictable? Adv. Drug Delivery Rev. 2008, 60, 638-656
9. Lipinski, C. A.; Lombardo, F.; Dominy, B. W.; Feeney, P. J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings Adv. Drug Delivery Rev. 2001, 46, 3-26
10. Avdeef, A.; Testa, B. Physicochemical profiling in drug research: a brief survey of the state-of-the-art of experimental techniques Cell. Mol. Life Sci. 2002, 59, 1681-1689
11. Torchilin, V. P. Structure and design of polymeric surfactant-based drug delivery systems J. Controlled Release 2001, 73, 137-172
12. Allen, C.; Maysinger, D.; Eisenberg, A. Nano-engineering block copolymer aggregates for drug delivery Colloids Surf., B 1999, 16, 3-27
13. Xiang, T.-X.; Anderson, B. D. Liposomal drug transport: A molecular perspective from molecular dynamics simulations in lipid bilayers Adv. Drug Delivery Rev. 2006, 58, 1357-1378
14. Yoshii, N.; Iwahashi, K.; Okazaki, S. A molecular dynamics study of free energy of micelle formation for sodium dodecyl sulfate in water and its size distribution J. Chem. Phys. 2006, 124, 184901-6
15. Marrink, S.-J.; Berendsen, H. J. C. Simulation of water transport through a lipid membrane J. Phys. Chem. 1994, 98, 4155-4168
16. Bemporad, D.; Luttmann, C.; Essex, J. Behaviour of small solutes and large drugs in a lipid bilayer from computer simulations Biochim. Biophys. Acta, Biomembr. 2005, 1718, 1-21
17. Vuković, L.; Khatib, F. A.; Drake, S. P.; Madriaga, A.; Brandenburg, K. S.; Král, P.; Onyuksel, H. Structure and dynamics of highly PEG-ylated sterically stabilized micelles in aqueous media J. Am. Chem. Soc. 2011, 133, 13481-13488
18. Koo, O. M.; Rubinstein, I.; Onyuksel, H. Camptothecin in sterically stabilized phospholipid micelles: A novel nanomedicine Nanomedicine 2005, 1, 77-84
19. Onyuksel, H.; Mohanty, P. S.; Rubinstein, I. VIP-grafted sterically stabilized phospholipid nanomicellar 17-allylamino-17-demethoxy geldanamycin: A novel targeted nanomedicine for breast cancer Int. J. Pharm. 2009, 365, 157-161
20. Sethi, V.; Rubinstein, I.; Kuzmis, A.; Kastrissios, H.; Artwohl, J.; Onyuksel, H. Novel, biocompatible, and disease modifying VIP nanomedicine for rheumatoid arthritis Mol. Pharmacol. 2013, 10, 728-738
21. Kuzmis, A.; Lim, S. B.; Desai, E.; Jeon, E.; Lee, B.-S.; Rubinstein, I.; Önyüksel, H. Micellar nanomedicine of human neuropeptide Y Nanomedicine 2011, 7, 464-471
22. Lim, S.; Rubinstein, I.; Sadikot, R.; Artwohl, J.; Önyüksel, H. A Novel peptide nanomedicine against acute lung injury: GLP-1 in phospholipid micelles Pharm. Res. 2011, 28, 662-672
23. Banerjee, A.; Onyuksel, H. Human pancreatic polypeptide in a phospholipid-based micellar formulation Pharm. Res. 2012, 29, 1698-1711
24. Banerjee, A.; Onyuksel, H. Peptide delivery using phospholipid micelles WIREs Nanomed. Nanobiotechnol. 2012, 4, 562-574
25. Phillips, J. C.; Braun, R.; Wang, W.; Gumbart, J.; Tajkhorshid, E.; Villa, E.; Chipot, C.; Skeel, R. D.; Kale, L.; Schulten, K. Scalable molecular dynamics with NAMD J. Comput. Chem. 2005, 26, 1781-1802
26. MacKerell, A. D.; Bashford, D.; Bellott; Dunbrack, R. L.; Evanseck, J. D.; Field, M. J.; Fischer, S.; Gao, J.; Guo, H.; Ha, S.; Joseph-McCarthy, D.; Kuchnir, L.; Kuczera, K.; Lau, F. T. K.; Mattos, C.; Michnick, S.; Ngo, T.; Nguyen, D. T.; Prodhom, B.; Reiher, W. E.; Roux, B.; Schlenkrich, M.; Smith, J. C.; Stote, R.; Straub, J.; Watanabe, M.; Wiorkiewicz-Kuczera, J.; Yin, D.; Karplus, M. All-atom empirical potential for molecular modeling and dynamics studies of proteins J. Phys. Chem. B 1998, 102, 3586-3616
27. Lee, H.; Venable, R. M.; MacKerell, A. D., Jr.; Pastor, R. W. Molecular dynamics studies of polyethylene oxide and polyethylene glycol: Hydrodynamic radius and shape anisotropy Biophys. J. 2008, 95, 1590-1599
28. Darden, T.; York, D.; Pedersen, L. Particle mesh Ewald: An N.log(N) method for Ewald sums in large systems J. Chem. Phys. 1993, 98, 10089-10092
29. Ashok, B.; Arleth, L.; Hjelm, R. P.; Rubinstein, I.; Önyüksel, H. In vitro characterization of PEGylated phospholipid micelles for improved drug solubilization: Effects of PEG chain length and PC incorporation J. Pharm. Sci. 2004, 93, 2476-2487
30. Arleth, L.; Ashok, B.; Onyuksel, H.; Thiyagarajan, P.; Jacob, J.; Hjelm, R. P. Detailed structure of hairy mixed micelles formed by phosphatidylcholine and PEGylated phospholipids in aqueous media Langmuir 2005, 21, 3279-3290
31. Darve, E.; Pohorille, A. Calculating free energies using average force J. Chem. Phys. 2001, 115, 9169-9183
32. Darve, E.; Rodriguez-Gomez, D.; Pohorille, A. Adaptive biasing force method for scalar and vector free energy calculations J. Chem. Phys. 2008, 128, 144120-13
33. Henin, J.; Chipot, C. Overcoming free energy barriers using unconstrained molecular dynamics simulations J. Chem. Phys. 2004, 121, 2904-2914
34. Krishnadas, A.; Rubinstein, I.; Onyuksel, H. Sterically stabilized phospholipid mixed micelles: in vitro evaluation as a novel carrier for water-insoluble drugs Pharm. Res. 2003, 20, 297-302
35. Pearson, R. M.; Patra, N.; Hsu, H.-j.; Uddin, S.; Král, P.; Hong, S. Positively charged dendron micelles display negligible cellular interactions ACS Macro Lett. 2012, 2, 77-81
36. Menger, F. M. Laplace pressure inside micelles J. Phys. Chem. 1979, 83, 893-893
37. Önyüksel, H.; Bodalia, B.; Sethi, V.; Dagar, S.; Rubinstein, I. Surface-active properties of vasoactive intestinal peptide Peptides 2000, 21, 419-423
38. Dagar, A.; Kuzmis, A.; Rubinstein, I.; Sekosan, M.; Onyuksel, H. VIP-targeted cytotoxic nanomedicine for breast cancer Drug Delivery Transl. Res. 2012, 2, 454-462
39. Humphrey, W.; Dalke, A.; Schulten, K. VMD: visual molecular dynamics J. Mol. Graphics 1996, 14, 33-38