A novel biocompatible bicephalous dianionic surfactant from oleic acid for solid lipid nanoparticles

Colloids and Surfaces B: Biointerfaces

Volumn 105, Issue , 2013, Pages 215-222

  Kalhapure, Rahul S ^a   Akamanchi, Krishnacharya G ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Bicephalous dianionic surfactant; Critical micelle concentration; Ketoconazole; Oleic acid; Solid lipid nanoparticles

Indexed keywords

1 ,4-ADDITION; CLASS II; CMC VALUES; CRITICAL MICELLE CONCENTRATION (CMC); DRUG ENTRAPMENT; ESTER LINKAGES; GOOD STABILITY; HYDROPHILIC LIPOPHILIC BALANCE; IN-VIVO; KETOCONAZOLE; NON-IRRITANT; PHARMACEUTICAL DRUGS; POLYDISPERSITY INDICES; SKIN IRRITATION; SODIUM BICARBONATES; SOLID LIPID NANOPARTICLE (SLN); SOLID LIPID NANOPARTICLES; SULFORHODAMINE B; TERT-BUTYL ACRYLATE; X-RAY DIFFRACTION STUDIES;

ALCOHOLS; BIOCOMPATIBILITY; CRITICAL MICELLE CONCENTRATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG DELIVERY; NANOPARTICLES; OLEIC ACID; OPTIMIZATION; SCANNING ELECTRON MICROSCOPY; UNSATURATED FATTY ACIDS; X RAY DIFFRACTION; ZETA POTENTIAL;

SYNTHESIS (CHEMICAL);

ACRYLIC ACID BUTYL ESTER; ANIONIC SURFACTANT; BICARBONATE; BICEPHALOUS DIANIONIC SURFACTANT; ESTER; KETOCONAZOLE; OCTANOL; OLEIC ACID; PROPANOLAMINE DERIVATIVE; SOLID LIPID NANOPARTICLE; SULFORHODAMINE B; UNCLASSIFIED DRUG; WATER;

ANIMAL EXPERIMENT; ARTICLE; BIOCOMPATIBILITY; CONTROLLED STUDY; CRITICAL MICELLE CONCENTRATION; CYTOTOXICITY; DIFFERENTIAL SCANNING CALORIMETRY; DISPERSION; DRUG ENTRAPMENT EFFICIENCY; DRUG FORMULATION; DRUG STABILITY; HUMAN; HUMAN CELL; HYDROLYSIS; HYDROPHILICITY; LIPOPHILICITY; MALE; NONHUMAN; PARTICLE SIZE; PHARMACOLOGICAL PARAMETERS; POLYDISPERSITY INDEX; PRIORITY JOURNAL; SCANNING ELECTRON MICROSCOPY; X RAY DIFFRACTION; ZETA POTENTIAL;

ANIMALS; ANIONS; CALORIMETRY, DIFFERENTIAL SCANNING; CELL PROLIFERATION; DRUG DELIVERY SYSTEMS; HELA CELLS; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; KETOCONAZOLE; LIPIDS; MALE; MATERIALS TESTING; MICELLES; MICROSCOPY, ELECTRON, SCANNING; NANOPARTICLES; OLEIC ACID; RABBITS; SKIN; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SURFACE-ACTIVE AGENTS; X-RAY DIFFRACTION;

EID: 84873159626     PISSN: 09277765     EISSN: 18734367     Source Type: Journal    
DOI: 10.1016/j.colsurfb.2013.01.011     Document Type: Article

References (60)

1. Uchiyama H., Tozuka Y., Nishikawa M., Takeuchi H. Int. J. Pharm. 2012, 428:183.
2. Tadros T.F. Colloids in Agrochemicals: Colloids and Interface Science 2011, vol. 5. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
3. Sekikawa T., Kawasaki Y., Katayama Y., Iwahori K. New Biotechnol. 2011, 29:139.
4. Shaw B.F., Schneider G.F., Arthanari H., Narovlyansky M., Moustakas D., Durazo A., Wagner G., Whitesides G.M. J. Am. Chem. Soc. 2011, 133:17681.
5. Kim H.-J., Kim T.-H., Kang K.-C., Pyo H.-B., Jeong H.-H. Int. J. Cosmetic Sci. 2010, 32:185.
6. Gould L.A., Lansley A.B., Alison B., Brown M.B., Forbes B., Martin G.P. J. Pharm. Pharmacol. 2000, 52:1203.
7. Seedher N. Indian J. Pharm. Sci. 2000, 62:16.
8. Ivanković T., Hrenović J. Arh. Hig. Rada Toksikol. 2010, 61:95.
9. Tsai C.H., Vivero-Escoto J.L., Slowing I.I., Fang I.J., Trewyn B.G., Lin V.S. Biomaterials 2011, 32:6234.
10. Opanasopit P., Paecharoenchai O., Rojanarata T., Ngawhirunpat T., Ruktanonchai U. Int. J. Nanomed. 2011, 6:975.
11. Wanawongthai C., Pongpeerapat A., Higashi K., Tozuka Y., Moribe K., Yamamoto K. Int. J. Pharm. 2009, 376:169.
12. Lehto P., Kortejärvi H., Liimatainen A., Ojala K., Kangas H., Hirvonen J., Tanninen V.P., Peltonen L. Eur. J. Pharm. Biopharm. 2011, 78:531.
13. Lu S., Wu J., Somasundaran P. J. Colloid Interface Sci. 2012, 367:272.
14. Gasco M.R. Adv. Drug. Del. Rev. 2007, 59:377.
15. Kheradmandnia, Vasheghani-Farahani E., Nosrati M., Atyabi F. Nanomed. Nanotechnol. Biol. Med. 2010, 6:753.
16. Venishetty V.K., Chede R., Komuravelli R., Adepu L., Sistla R., Diwan P.V. Colloids Surf. B 2012, 95:1.
17. Lopes R., Eleutério C.V., Gonçalves L.M.D., Cruz M.E.M., Almeida A.J. Eur. J. Pharm. Sci. 2012, 45:442.
18. Ridolfi D.M., Marcato P.D., Justo G.Z., Cordi L., Machado D., Durán N. Colloids Surf. B 2012, 93:36.
19. Varshosaz J., Minayian M., Moazen E. J. Liposome Res. 2010, 20:115.
20. Date A.A., Joshi M.D., Patravale V.B. Adv. Drug Deliv. Rev. 2007, 59:505.
21. Mehnert W., Mäder K. Adv. Drug Deliv. Rev. 2001, 47:165.
22. Gokce E.H., Sandri G., Bonferoni M.C., Rossi S., Ferrari F., Güneri T., Caramella C. Int. J. Pharm. 2008, 364:76.
23. Kirby A.J., Camilleri P., Engberts J.B.F.N., et al. Angew. Chem. Int. Ed. 2003, 42:1448.
24. Hait S.K., Moulik S.P. Curr. Sci. 2002, 82:1101.
25. Simeone L., Irace C., Pascale A.D., Ciccarelli D., D'Errico G., Montesarchio D. Eur. J. Med. Chem. 2012, 10.1016/j.ejmech.2012.06.044.
26. Sani F.A., Heidelberg T., Hashim R., Farhanullah Colloids Surf. B 2012, 97:196.
27. De Maria P., Fontana A., Siani G., D'Aurizio E., Cerichelli G., Chiarini M., Angelini G., Gasbarri C. Colloids Surf. B 2011, 87:73.
28. Lavergne A., Zhu Y., Pizzino A., Molinier V., Aubry J.-M. J. Colloid Interface Sci. 2011, 360:645.
29. Kalhapure R.S., Akamanchi K.G. Int. J. Pharm. 2012, 425:9.
30. Skiba M., Skiba-Lahiani M., Marchais S., Duclos R., Arnaud P. Int. J. Pharm. 2000, 198:1.
31. McGrawth J., Murphy G.M. Drugs 1991, 41:178.
32. Shuster S. Br. J. Dermatol. 1984, 111:235.
33. Viseras C., SalemI I.I., Rodriguez Galan I.C., Cerezo Galan A., Galindo A.L. Thermochim. Acta 1995, 268:143.
34. Wang L., Tang X. Int. J. Pharm. 2008, 350:181.
35. Karasulu H.Y., Hilmioglu S., Metin D.Y., Güneri T. Il Farmaco 2004, 59:163.
36. Krishna T.R., Jayaraman N. J. Org. Chem. 2003, 68:9694.
37. Domínguez A., Fernández A., González N., Iglesias E., Montenegro L. J. Chem. Educ. 1997, 74:1227.
38. Jover A., Meijide F., Mosquera V., Tato J.V. J. Chem. Educ. 1990, 67:530.
39. Davies J.T., Rideal E.K. Interfacial Phenomena 1963, Academic Press, New York, pp. 343-450.
40. Vichai V., Kirtikara K. Nat. Protoc. 2006, 1:1112.
41. Skehn P., Storeng R., Scudiero A., Monks J., McMohan D., Vistica D., Jonathan T.W., Bokesch H., Kenney S., Boyd M.R. J. Natl. Cancer Inst. 1990, 82:1107.
42. Schliemann-Willers S., Fuchs S., Kleesz P., Grieshaber R., Elsner P. Acta Derm. Venereol. 2005, 85:206.
43. Draize J.H. Appraisal of the Safety of Chemicals in Foods, Drugs and Cosmetics Assoc 1959, Food and Drug Officials of the US.
44. Liu M., Dong J., Yang Y., Yang X., Xu H. Eur. Polym. J. 2005, 41:375.
45. Teeranachaideekul V., Souto E.B., Junyaprasert V.B., Müller R.H. Eur. J. Pharm. Biopharm. 2007, 67:141.
46. Luo Y.F., Chen D.W., Ren L.X., Zhao X.L., Qin J. J. Control. Release 2006, 114:53.
47. Hou D.Z., Xie C.S., Huang K.J., Zhu C.H. Biomaterials 2003, 24:1781.
48. Maron S.H., Elder M.E., Ulevitch I.N. J. Colloid Sci. 1954, 9:382.
49. Mukerjee P., Mysels K.J. National Standards Reference Data Service 1971, vol. 36. National Bureau of Standards, Washington, DC.
50. Park K.-M., Lee M.-K., Hwang K.-J., Kim C.-K. Int. J. Pharm. 1999, 183:145.
51. Lim S.J., Kim C.K. Int. J. Pharm. 2002, 243:135.
52. Ahlin P., Kristl J., Smid-Korbar J. Acta Pharma 1998, 48:259-267.
53. Attama A.A., Reichl S., Müller-Goymann C.C. Int. J. Pharm. 2008, 355:307.
54. Riddick T.M. Control of colloid stability. Zeta Potential 2007, Zeta-Meter Inc., 765 Middlebrook Ave, Staunton, VA 24401, pp. 198-200.
55. Souto E.B., Müller R.H. J. Microencapsul. 2005, 22:501.
56. Gulsen D., Chauhan A. Int. J. Pharm. 2005, 292:95.
57. Morissette S.L., Almarsson ö., Peterson M.L., Remenar J.F., Read M.J., Lemmo A.V., Ellis S., Cima M.J., Colin R., Gardner C.R. Adv. Drug Deliv. Rev. 2004, 56:275.
58. Lv Q., Aihua Yu A., Xi Y., Li H., Song Z., Cui J., Cao F., Zhai G. Int. J. Pharm. 2009, 372:191.
59. Bossche H.V., Engelen M., Rochette F. J. Vet. Pharmacol. Therap. 2003, 26:5.
60. Cheng W.P., Gray A.I., Tetley L., Hang T.B., Schätzlein A.G., Uchegbu I.F. Biomacromolecules 2006, 7:1509.