Solubilization of gabapentin into HII mesophases

Journal of Physical Chemistry B

Volumn 115, Issue 5, 2011, Pages 825-835

  Achrai, Ben ^a   Libster, Dima ^a   Aserin, Abraham ^a   Garti, Nissim ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROGEN BONDS; RHEOLOGY; SOLUBILITY; THERMOANALYSIS;

AQUEOUS SOLUTIONS; ATR FTIR; CONCENTRATION RANGES; HEXAGONAL MESOPHASES; HEXAGONAL STRUCTURES; HYDROGEN BONDINGS; HYDROPHILIC INTERFACES; IN-VITRO; LAMELLAR PHASE; LAMELLAR PHASIS; LATTICE PARAMETERS; LYOTROPICS; MESOPHASES; MOLECULAR LEVELS; MONOOLEIN; MULTI-LAMELLAR VESICLES; PROTONATED AMINE; RHEOLOGICAL CHARACTERISTICS; RHEOLOGICAL MEASUREMENTS; STRUCTURAL DIMENSIONS; SUSTAINED RELEASE; THERMAL ANALYSIS; TRANSDERMAL DELIVERY;

LAMELLAR STRUCTURES;

4 AMINOBUTYRIC ACID; ACYLGLYCEROL; AMINE; CYCLOHEXANECARBOXYLIC ACID DERIVATIVE; GABAPENTIN; GLYCEROL OLEATE; OCTANOIC ACID DERIVATIVE; SURFACTANT; TRIACYLGLYCEROL; TRIOCTANOIN; WATER;

ARTICLE; CHEMISTRY; CONFORMATION; DIFFERENTIAL SCANNING CALORIMETRY; HYDROGEN BOND; INFRARED SPECTROSCOPY; PH; SMALL ANGLE SCATTERING; SOLUBILITY;

AMINES; CALORIMETRY, DIFFERENTIAL SCANNING; CYCLOHEXANECARBOXYLIC ACIDS; GAMMA-AMINOBUTYRIC ACID; GLYCERIDES; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; MOLECULAR CONFORMATION; OCTANOIC ACIDS; SCATTERING, SMALL ANGLE; SOLUBILITY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SURFACE-ACTIVE AGENTS; TRIGLYCERIDES; WATER;

EID: 79952831661     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp108801d     Document Type: Article

References (67)

1. Bender, F.; Chilcott, T. C.; Coster, H. G. L.; Hibbert, D. B.; Gooding, J. J. Electrochim. Acta 2007, 52, 2640-2648
2. Strom, P. J. Colloid Interface Sci. 1992, 154, 184-193
3. Landau, E. M.; Rosenbusch, J. P. Proc. Natl. Acad. Sci. U.S.A. 1996, 96, 14532-14535
4. Cherezov, V.; Clogston, J.; Papiz, M. Z.; Caffrey, M. J. Mol. Biol. 2006, 357, 1605-1618
5. Sagalowicz, L.; Leser, M. E.; Watzke, H. J.; Michel, M. Trends Food Sci. Technol. 2006, 17, 204-214
6. Mishraki, T.; Libster, D.; Aserin, A.; Garti, N. Colloids Surf. B 2010, 75, 47-56
7. Boyd, B. J.; Whittaker, D. V.; Khoob, S. M.; Davey, G. Int. J. Pharm. 2006, 309, 218-226
8. Efrat, R.; Kesselman, E.; Aserin, A.; Garti, N.; Danino, D. Langmuir 2009, 25, 1316-1326
9. Amar-Yuli, I.; Aserin, A.; Garti, N. J. Phys. Chem. B 2008, 112, 10171-10180
10. Libster, D.; Aserin, A.; Yariv, D.; Shoham, G.; Garti, N. J. Phys. Chem. B 2009, 113, 6336-6346
11. Libster, D.; Aserin, A.; Wachtel, E.; Shoham, G.; Garti, N. J. Colloid Interface Sci. 2007, 308, 514-524
12. Kraineva, J.; Nicolini, C.; Thiyagarajan, P.; Kondrashkina, E.; Winter, R. Biochim. Biophys. Acta 2006, 1764, 424-433
13. Lendermann, J.; Winter, R. Phys. Chem. Chem. Phys. 2003, 5, 1440-1450
14. Leslie, S. B.; Puvvada, S.; Ratna, B. R.; Rudolph, A. S. Biochim. Biophys. Acta 1996, 1285, 246-254
15. Sadhale, Y.; Shah, J. C. Int. J. Pharm. 1999, 191, 51-64
16. Prouzet, E.; Brubach, J.-B.; Roy, P. J. Phys. Chem. B 2010, 114, 8081-8088
17. Drummond, C. J.; Fong, C. Curr. Opin. Colloid Interface Sci. 2000, 4, 449-456
18. Mezzenga, R.; Meyer, C.; Servais, C.; Romoscanu, A. I.; Sagalowicz, L.; Hayward, R. C. Langmuir 2005, 21, 3322-3333
19. Larsson, K. J. Phys. Chem. 1989, 93, 7304-7314
20. Qiu, H.; Caffrey, M. Biomaterials 2000, 21, 223-234
21. Efrat, R.; Abramov, Z.; Aserin, A.; Garti, N. J. Phys. Chem. B 2010, 114, 10709-10716
22. Ben Ishai, P.; Libster, D.; Aserin, A.; Garti, N.; Feldman, Y. J. Phys. Chem. B 2009, 113, 12639-12647
23. Libster, D.; Ben Ishai, P.; Aserin, A.; Shoham, G.; Garti, N. Langmuir 2008, 24, 2118-2127
24. Amar-Yuli, I.; Wachtel, E.; Ben Shoshan, E.; Danino, D.; Aserin, A.; Garti, N. Langmuir 2007, 23, 3637-3645
25. Jin, A. J.; Nossal, R. Biophys. J. 1993, 65, 1523-1537
26. Cheng, Y.; Boll, W.; Kirchhausen, T.; Harrison, S. C.; Walz, T. J. Mol. Biol. 2007, 365, 892-899
27. Larsson, K.; Fontell, K.; Krog, N. Chem. Phys. Lipids 1980, 27, 321-328
28. Amar-Yuli, I.; Libster, D.; Aserin, A.; Garti, N. Curr. Opin. Colloid Interface Sci. 2009, 14, 21-32
29. Cohen-Avrahami, M.; Aserin, A.; Garti, N. Colloids Surf. B 2010, 77, 131-138
30. Amar-Yuli, I.; Garti, N. Colloids Surf. B 2005, 43, 72-82
31. Amar-Yuli, I.; Wachtel, E.; Shalev, D. E.; Moshe, H.; Aserin, A.; Garti, N. J. Phys. Chem. B 2007, 111, 13544-13553
32. Libster, D.; Ben Ishai, P.; Aserin, A.; Shoham, G.; Garti, N. Int. J. Pharm. 2009, 367, 115-126
33. Silvenius, J.; Kalviainen, R.; Ylinen, A.; Riekkinen, P. Epilepsia 1991, 32, 539-542
34. Rowbotham, M.; Harden, N.; Stacey, B.; Bernstein, P.; Magnus-Miller, L. JAMA 1998, 280, 1837-1842
35. Rosenberg, J. M.; Harrell, C.; Ristic, H.; Werner, R. A.; deRosayro, A. M. Clin. J. Pain 1997, 13, 251-255
36. Backonja, M.; Beydoun, A.; Edwards, K. R.; Schwartz, S. L.; Fonseca, V.; Hes, M.; LaMoreaux, L.; Garofalo, E. JAMA 1998, 280, 1831-1836
37. Guttuso, T. J.; Kurlan, R.; McDermott, M. P.; Kieburtz, K. Obstet. Gynecol. 2003, 101, 337-345
38. Garcia-Borreguero, D.; Larrosa, O.; de la Llave, Y.; Verger, K.; Masramon, X.; Hernandez, G. Neurology 2002, 59, 1573-1579
39. Pollack, M. H.; Matthews, J.; Scott, E. L. Am. J. Psychiatry 1998, 155, 992-993
40. Corbett, J. Curr. Neurol. Neurosci. Rep. 2007, 7, 395-396
41. McLean, R.; Proudlock, F.; Thomas, S.; Degg, C.; Gottlob, I. Ann. Neurol. 2007, 61, 130-138
42. Myrick, H.; Malcolm, R.; Randall, P. K.; Boyle, E.; Anton, R. F.; Becker, H. C.; Randall, C. L. Alcohol.: Clin. Exp. Res. 2009, 33, 1582-1588
43. Bozikas, V.; Petrikis, P.; Gamvrula, K.; Savvidou, I.; Karavatos, A. Prog. Neuropsychopharmacol. Biol. Psychiatry 2002, 26, 197-199
44. Gee, N. S.; Brown, J. P.; Disanayake, V. U. K.; Offord, J.; Thurlow, R.; Woodruff, G. N. J. Biol. Chem. 1996, 271, 5768-5776
45. Marais, E.; Klugbauer, N.; Hofmann, F. Mol. Pharmacol. 2001, 59, 1243-1248
46. Brown, J. T.; Randall, A. Synapse 2005, 55, 262-269
47. Uchino, H.; Kanai, Y.; Kim do, K.; Wempe, M. F.; Chairoungdua, A.; Morimoto, E.; Anders, M. W.; Endou, H. Mol. Pharmacol. 2002, 61, 729-737
48. Stewart, B. H.; Kugler, A. R.; Thompson, P. R; Bockbrader, H. N. Pharm. Res. 1993, 10, 276-281
49. McLean, M. J. Epilepsia 1995, 36, S73-S86
50. Rice, A. S.; Maton, S. Pain 2001, 94, 215-224
51. Hernandez, B.; Pfluger, F.; Nsangou, M; Ghomi, M. J. Phys. Chem. B 2009, 113, 3169-3178
52. Jalalizadeh, H.; Souri, E.; Tehrani, M. B.; Jahangiri, A. J. Chromatogr. B 2007, 854, 43-47
53. Efrat, R.; Aserin, A.; Garti, N. J. Colloid Interface Sci. 2008, 321, 166-176
54. Israelachvili, J. N.; Mitchell, D. J.; Ninham, B. W. J. Chem. Soc. 1976, 72, 1525-1568
55. Hubner, W.; Mantsch, H. H. Biophys. J. 1991, 59, 1261-1272
56. Nemeth, Z.; Halasz, L.; Palinkas, J.; Bota, A.; Horanyi, T. Colloids Surf. A 1998, 145, 107-119
57. Siddig, M. A.; Radiman, S.; Jan, L. S.; Muniandy, S. V. Colloids Surf. A 2006, 276, 15-21
58. Radiman, S.; Toprakcioglu, C.; McLeish, T. C. B. Langmuir 1994, 10, 61-67
59. Alfaro, M. C.; Guerrero, A. F.; Munoz, J. Langmuir 2000, 16, 4711-4719
60. De Rosa, M. E.; Winter, H. H. Rheol. Acta 1994, 33, 220-237
61. Muniandy, S. V.; Kan, C. S.; Lim, S. C.; Radiman, S. Phys. A 2003, 323, 107-123
62. Yariv, D.; Efrat, R.; Libster, D.; Aserin, A.; Garti, N. Colloids Surf. B 2010, 78, 185-192
63. Jones, J. L.; McLeish, T. C. B. Langmuir 1999, 15, 7495-7503
64. Bender, J.; Simonsson, C.; Smedh, M.; Engstrom, S.; Ericson, M. B. J. Controlled Release 2008, 129, 163-169
65. van Kuijk-Meuwissen, M. E.; Junginger, H. E.; Bouwstra, J. A. BBA 1998, 1371, 31-39
66. Dworkin, R. H.; Kirkpatrick, P. Nat. Rev. Drug Discovery 2005, 4, 455-456
67. Blakemore, D. C.; Bryans, J. S.; Carnell, P.; Chessum, N. E. A.; Field, M. J.; Kinsella, N.; Kinsora, J. K.; Osborne, S. A.; Williams, S. C. Bioorg. Med. Chem. Lett. 2009, 20, 248-251