The entrapment of kojic oleate in bilayer vesicles

International Journal of Pharmaceutics

Volumn 298, Issue 1, 2005, Pages 13-25

  Manosroi, A ^a   Wongtrakul, P ^a   Manosroi, J ^a   Midorikawa, U ^b   Hanyu, Y ^b   Yuasa, M ^b   Sugawara, F ^b   Sakai, H ^b   Abe, M ^b  

^a CHIANG MAI UNIVERSITY   (Thailand)

^b TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Bilayer vesicles; DPPC; Kojic acid; Kojic oleate; Span 60; Tween 61

Indexed keywords

4 (N,N DIMETHYLAMINO)PYRIDINE; 7 O KOJIC OLEATE; AMINOPYRIDINE DERIVATIVE; AMPHOPHILE; CHOLESTEROL; DICETYL PHOSPHATE; DICYCLOHEXYLCARBODIIMIDE; DIPALMITOYLPHOSPHATIDYLCHOLINE; KOJIC ACID; KOJIC OLEATE; POLYSORBATE 61; SORBITAN STEARATE; UNCLASSIFIED DRUG; WATER;

ARTICLE; BILAYER MEMBRANE; COLUMN CHROMATOGRAPHY; DIALYSIS MEMBRANE; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ENCAPSULATION; ESTERIFICATION; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; ISOTHERM; MEMBRANE VESICLE; MICROSCOPE; PARTICLE SIZE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

ANDROSTANES; LIPID BILAYERS; OLEIC ACID; PYRONES; SURFACE TENSION;

EID: 20444496815     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2005.02.041     Document Type: Article

References (38)

1. R. Agarwal, O.P. Katare, and S.P. Vyas Preparation and in vitro evaluation of liposomal/niosomal delivery systems for antipsoriatic drug dithranol Int. J. Pharm. 228 2001 43 52
2. A. Ammazzalorso, R. Amorosa, G. Bettoni, B. De Filippis, L. Giampietro, M. Pierini, and M.L. Tricca Asymmetric synthesis of (S)-ibuprofen by esterification with amide (S)-lactic acid as a chiral auxiliaries: experimental and theoretical results Tetrahedron Lett. 43 2002 4325 4328
3. S. Bandak, A. Ramu, Y. Barenholz, and A. Gabizon Reduced UV-induced degradation of doxorubiciin encapsulation in polyehtyleneglycol-coated liposomes Pharm. Res. 16 1999 841 846
4. A.D. Bangham, M.M. Standish, and J.C. Watkins Diffusion of univalent ions across the lamellae of swollen phospholipids J. Mol. Biol. 19 1965 238 252
5. J. Cabanes, S. Chazarra, and G. Garcia-Carmona Kojic acid, a cosmetic skin-whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase J. Pharm. Pharmacol. 46 1994 982 985
6. E.V. Curto, C. Kwong, H. Hermerdorfer, H. Glatt, C. Santis, V. Virador, V.J. Hearing, and T.P. Dooley Inhibitors of mammalian melanocyte tyrosinase: in vitro comparisons of alkyl esters of gentisic acid with other putative inhibitors Biochem. Pharmacol. 57 1991 663 672
7. D.A. Dimas, P.P. Dallas, and D.M. Rekkas Use of an 8(1)3(2) asymmetrical factorial design for the in vitro evaluation of ondansetron permeation through human epidermis Pharm. Dev. Technol. 9 2004 39 48
8. E. Escribano, A.C. Calpena, J. Queralt, R. Obach, and J. Domenech Assessment of diclofenac permeation with different formulations: anti-inflammatory study of a selected formula Eur. J Pharm. Sci. 19 2003 203 210
9. J.Y. Fang, S.Y. Yu, P.C. Wu, Y.B. Huang, and Y.H. Tsai In vitro skin permeation of estradiol from various proniosome formulations Int. J. Pharm. 215 2001 91 99
10. A. Gabizon, D. Goren, R. Cohen, and Y. Berenholz Development of liposomal anthracyclines: from basics to clinical applications J. Contr. Rel. 53 1998 275 279
11. Y. Hao, F. Zhao, N. Li, Y. Yang, and K. Li Studies on a high encapsulation of colchicine by a niosome system Int. J. Pharm. 244 2002 73 80
12. J.N. Israelachvili, D.J. Mitchell, and B.W. Ninham Theory of self-assembly of lipid bilayers and vesicles Biochim. Biophys. Acta 470 1977 185 201
13. H.E. Junginger, H.E.J. Hofland, and J.A. Bouwstra Liposomes and niosomes: interaction with human skin Cosmet. Toilet. 106 1991 45 50
14. Y. Kobayashi, H. Kayahara, K. Tadasa, T. Nakamura, and H. Tanaka Synthesis of amino acid derivative of kojic acid and their tyrosinase inhibitory activity Biosci. Biotech. Biochem. 59 1995 1745 1746
15. Y. Kobayashi, H. Kayahara, K. Tadasas, and H. Tanaka Synthesis of N-kojic-amino acid and N-kojic-amino acid-kojiate and their tyrosinase inhibitory activity Bioorg. Med. Chem. Lett. 6 1996 1303 1308
16. T. Kobayashi, S. Adachi, K. Nakanishi, and R. Matsuno Semi-continuous production of lauroyl kojic acid through lipase-catalyzed condensation in acetonitrile Biochem. Eng. J. 9 2001 85 89
17. M. Manconi, C. Sinico, D. Valenti, G. Loy, and A.M. Fadda Niosomes as carriers for tretinoin. I. Preparatin and properties Int. J. Pharm. 234 2002 237 248
18. A. Manosroi, K. Podjanasoonthon, and J. Manosroi Development of novel topical tranexamic acid liposome formulations Int. J. Pharm. 235 2002 61 70
19. A. Manosroi, L. Kongkaneramit, and J. Manosroi Stability and transdermal absorption of topical amphotericin B liposome formulations Int. J. Pharm. 270 2004 279 286
20. A. Manosroi, P. Wongtrakul, J. Manosroi, H. Sakai, F. Sugawara, M. Yuasa, and M. Abe Characterization of vesicles prepared with various non-ionic surfactants mixed with cholesterol Colloids Surf. B: Biointerfaces 30 2003 129 138
21. L. Montenegro, A.M. Panico, A. Ventimiglia, and F.P. Bonina In vitro retinoic acid release and skin permeation from different liposome formulations Int. J. Pharm. 133 1996 89 96
22. R. Nagarajan Molecular packing parameter and surfactant self-assembly: the neglected role of the surfactant tail Langmuir 18 2002 31 38
23. M. Nakagawa, K. Kawai, and K. Kawai Contact allergy to kojic acid in skin care products Contact Dermat. 32 1995 9 13
24. H. Nakayama, T. Ebihara, N. Satoh, and T. Jinnai Depigmentation agents in cosmeceuticals P. Elsner H.I. Maibach Drugs Versus Cosmetics in Cosmetic Science and Technology Science 2000 Marcel Dekker Press New York 123 144
25. G.J. Nohynek, D. Kirklan, D. Marzin, H. Toutain, C. Leclerc-Ribaud, and H. Jinnai An assessment of the genotoxicity and human health risk of topical use of kojic acid [5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one] Food Chem. Toxicol. 42 2004 93 105
26. A. Nokhodchi, J. Shokri, A. Dashbolaghi, D. Hassan-Zadeh, T. Ghafourian, and M. Barzegar-Jalali The enhancement effect of surfactants on the penetration of lorazepam through rat skin Int. J. Pharm. 250 2003 359 369
27. J. Sanchez, and A. Badia Atomic force microscopy studies of lateral phase separation in mixed monolayers of dipalmitoylphosphatidylcholine and dilauroylphosphatidylcholine Thin Solid Films 440 2003 223 239
28. H. Schreier, and J. Bouwstra Liposomes and niosomes as topical drug carriers: dermal and transdermal drug delivery J. Contr. Rel 30 1994 1 15
29. N.S. Thomas, and R. Panchagnula Combination strategies to enhance transdermal permeation of zidovudine (AZT) Pharmazie 58 2003 895 898
30. E. Touitou, H.E. Junginger, N.D. Weiner, T. Naga, and M. Mezei Liposomes as carriers for topical and transdermal delivery J. Pharm. Sci. 83 1994 1189 1203
31. M. Tsuchihashi, H. Harashima, and H. Kiwada Development of a pharmacokinetic/pharmacodynamic (PK/PD) simulation system for doxorubicin in long circulation liposomes in mice using peritoneal P388 J. Contr. Rel. 62 1999 9 19
32. I.F. Uchegbu, and S.P. Vyas Non-ionic surfactant based vesicles (niosomes) in drug delivery Int. J. Pharm. 172 1998 33 70
33. B.A.I. Van der Bergh, I. Salomons-de Vries, and J.A. Bouwstra Interactions between liposomes and human stratum corneum studied by freeze-substitution electron microscopy Int. J. Pharm. 167 1998 57 67
34. D.A. Van Hal, J.A. Bouwstra, A. Van Rensen, E. Jeremiasse, T. de Vringer, and H.E. Junginger Preparation and characterization of non-ionic surfactant vesicles J. Colloid Interface Sci. 178 1996 263 273
35. D.A. Van Hal, E. Jeremiasse, T.D. Vringer, H.E. Junginger, and J.A. Bouwstra Encapsulation of lidocaine base and hydrochloride into non-ionic surfactant vesicles (NSVs) and diffusion through human stratum corneum in vitro Eur. J. Pharm. Sci. 4 1996 147 157
36. M.A. Wheatley, and S. Singhal Structural studies on stabilized microbubbles: development of a novel contrast agent for diagnostic ultrasound Reactive Polymers. 25 1995 157 166
37. P.C. Wu, J.S. Chang, Y.B. Huang, C.Y. Chai, and Y.H. Tsai Evaluation of percutaneous absorption and skin irritation of ketoprofen through rat skin: in vitro and in vivo study Int. J. Pharm. 222 2001 225 235
38. T. Yoshioka, B. Sternberg, and A.T. Florence Preparation and properties of vesicles (niosomes) of sorbitan monoesters (Span 20, 40, 60 and 80) and a sorbitan triester (Span 85) Int. J. Pharm. 105 1994 1 6