Effect of the spacer length on the electrostatic interactions of cationic gemini surfactant micelles with trianionic curcumin

Colloids and Surfaces A: Physicochemical and Engineering Aspects

Volumn 436, Issue , 2013, Pages 80-86

  Ke, Dan ^a   Yang, Qianqian ^a   Yang, Mingling ^a   Wu, Yue ^a   Li, Jinbing ^a   Zhou, Haibo ^a   Wang, Xiaoyong ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Absorption; Curcumin; Fluorescence; Gemini surfactant micelle; Stability

Indexed keywords

ABSORPTION; CONVERGENCE OF NUMERICAL METHODS; ELECTROSTATICS; FLUORESCENCE; SURFACE ACTIVE AGENTS;

ATTRACTIVE INTERACTIONS; CATIONIC GEMINI SURFACTANT; CURCUMIN; ELECTROSTATIC ASSOCIATION; ELECTROSTATIC ATTRACTIONS; FLUORESCENCE INTENSITIES; FLUORESCENCE MEASUREMENTS; GEMINI SURFACTANT;

MICELLES;

ALKANEDIYL ALPHA,OMEGA BIS(DODECYLDIMETHYLAMMONIUM BROMIDE); CURCUMIN; SODIUM BROMIDE; SURFACTANT; UNCLASSIFIED DRUG;

ABSORPTION; ARTICLE; CHEMICAL INTERACTION; FLUORESCENCE POLARIZATION; MICELLE; PH; PRIORITY JOURNAL; STATIC ELECTRICITY;

EID: 84880288531     PISSN: 09277757     EISSN: 18734359     Source Type: Journal    
DOI: 10.1016/j.colsurfa.2013.06.017     Document Type: Article

References (42)

1. Zhang H.X., Annunziata O. Modulation of drug transport properties by multicomponent diffusion in surfactant aqueous solutions. Langmuir 2008, 24:10680-10687.
2. Drummond C.J., Fong C. Surfactant self-assembly objects as novel drug delivery vehicles. Curr. Opin. Colloid Interface Sci. 2000, 4:449-456.
3. Bhat P.A., Rather G.M., Dar A.A. Effect of surfactant mixing on partitioning of model hydrophobic drug, naproxen, between aqueous and micellar phases. J. Phys. Chem. B 2009, 113:997-1006.
4. Sharma R.A., Gescher A.J., Steward W.P. Curcumin: the story so far. Eur. J. Cancer 2005, 41:1955-1968.
5. Aggarwal B.B., Kumar A., Bharti A.C. Anticancer potential of curcumin: preclinical and clinical studies. Anticancer Res. 2003, 23:363-398.
6. Pari L., Tewas D., Eckel J. Role of curcumin in health and disease. Arch. Physiol. Biochem. 2008, 114:127-149.
7. Anand P., Kunnumakkara A.B., Newman R.A., Aggarwal B.B. Bioavailability of curcumin: problems and promises. Mol. Pharmaceutics 2007, 4:807-818.
8. Maiti K., Mukherjee K., Gantait A., Saha B.P., Mukherjee P.K. Curcumin-phospholipid complex: preparation, therapeutic evaluation and pharmacokinetic study in rats. Int. J. Pharm. 2007, 330:155-163.
9. Tønnesen H.H., Karlsen J. Studies on curcumin and curcuminoids, V. Alkaline degradation of curcumin. Z. Lebensm. Unters. Forsch. 1985, 180:132-134.
10. Wang Y.J., Pan M.H., Cheng A.L., Lin L.I., Ho Y.S., Hsieh C.Y., Lin J.K. Stability of curcumin in buffer solutions and characterization of its degradation products. J. Pharm. Biomed. Anal. 1997, 15:1867-1876.
11. Bernabé-Pineda M., Ramírez-Silva M.T., Romero-Romo M., González-Vergara E., Rojas-Hernández A. Determination of acidity constants of curcumin in aqueous solution and apparent rate constant of its decomposition. Spectrochim. Acta A 2004, 60:1091-1097.
12. Tønnesen H.H., Karlsen J. Studies on curcumin and curcuminoids. VI. Kinetics of curcumin degradation in aqueous solution. Z. Lebensm. Unters. Forsch. 1985, 180:402-404.
13. Tønnesen H.H. Studies of curcumin and curcuminoids. XXVIII. Solubility, chemical and photochemical stability of curcumin in surfactant solutions. Pharmazie 2002, 57:820-824.
14. Iwunze M.O. Binding and distribution characteristics of curcumin solubilized in CTAB micelle. J. Mol. Liq. 2004, 111:161-165.
15. Leung M.H.M., Colangelo H., Kee T.W. Encapsulation of curcumin in cationic micelles suppresses alkaline hydrolysis. Langmuir 2008, 24:5672-5675.
16. Wang Z., Leung M.H.M., Kee T.W., English D.S. The role of charge in the surfactant-assisted stabilization of the natural product curcumin. Langmuir 2010, 26:5520-5526.
17. Gardikis K., Hatziantoniou S., Viras K., Demetzos C. Effect of a bioactive curcumin derivative on DPPC membrane: a DSC and Raman spectroscopy study. Thermochim. Acta 2006, 447:1-4.
18. Adhikary R., Carlson P.J., Kee T.W., Petrich J.W. Excited-state intramolecular hydrogen atom transfer of curcumin in surfactant micelles. J. Phys. Chem. B 2010, 114:2997-3004.
19. Menger F.M., Littau C.A. Gemini surfactants: a new class of self-assembling molecules. J. Am. Chem. Soc. 1993, 115:10083-10090.
20. Rosen M.J., Geminis A new generation of surfactants. Chem. Tech. 1993, 23:30-33.
21. Menger F.M., Keiper J.S. Gemini surfactants. Angew. Chem. Int. Ed. 2000, 39:1906-1920.
22. Zana R. Dimeric (Gemini) surfactants: effect of the spacer group on the association behavior in aqueous solution. J. Colloid Interface Sci. 2002, 248:203-220.
23. Shinitzky M., Barenholz Y. Fluidity parameters of lipid regions determined by fluorescence polarization. Biochim. Biophys. Acta 1978, 515:367-394.
24. Zsila F., Bikádi Z., Simonyi M. Unique, pH-dependent biphasic band shape of the visible circular dichroism of curcumin-serum albumin complex. Biochem. Biophys. Res. Commun. 2003, 301:776-782.
25. Ke D., Wang X., Yang Q., Niu Y., Chai S., Chen Z., An X., Shen W. Spectrometric study on the interaction of dodecyltrimethylammonium bromide with curcumin. Langmuir 2011, 27:14112-14117.
26. Zsila F., Bikάdi Z., Simonyi M. Molecular basis of the cotton effects induced by the binding of curcumin to human serum albumin. Tetrahedron: Asymmetry 2003, 14:2433-2444.
27. Malovikova A., Hayakawa K., Kwak J.C.T. Surfactant-polyelectrolyte interactions. 4. Surfactant chain length dependence of the binding of alkylpyridinium cations to dextran sulfate. J. Phys. Chem. 1984, 88:1930-1933.
28. Hansson P., Almgren M. Polyelectrolyte-induced micelle formation of ionic surfactants and binary surfactant mixtures studied by time-resolved fluorescence quenching. J. Phys. Chem. 1995, 99:16684-16693.
29. Wang C., Tam K.C., Jenkins R.D., Tan C.B. Interactions between methacrylic acid/ethyl acrylate copolymers and dodecyltrimethylammonium bromide. J. Phys. Chem. B 2003, 107:4667-4675.
30. Zana R., In M., Lévy H. Alkanediyl-α,ω-bis(dimethylalkylammonium bromide). 7. Fluorescence probing studies of micelle micropolarity and microviscosity. Langmuir 1997, 13:5552-5557.
31. Böhmer M.R., Koopal L.K., Lyklema J. Micellization of ionic surfactants. Calculations based on a self-consistent field lattice model. J. Phys. Chem. 1991, 95:9569-9578.
32. Quina F.H., Nassar P.M., Bonilha J.B.S., Bales B.L. Growth of sodium dodecyl sulfate micelles with detergent concentration. J. Phys. Chem. 1995, 99:17028-17031.
33. Wang X., Wang J., Wang Y., Yan H. Salt effect on the complex formation between cationic gemini surfactant and anionic polyelectrolyte in aqueous solution. Langmuir 2004, 20:9014-9018.
34. Wang X., Li Y., Li J., Wang J., Wang Y., Guo Z., Yan H. Salt effect on the complex formation between polyelectrolyte and oppositely charged surfactant in aqueous solution. J. Phys. Chem. B 2005, 109:10807-10812.
35. Barik A., Priyadarsini K.I., Mohan H. Photophysical studies on binding of curcumin to bovine serum albumin. Photochem. Photobiol. 2003, 77:597-603.
36. Atkin R., Craig V.S.J., Wanless E.J., Biggs S. Adsorption of 12-s-12 gemini surfactants at the silica-aqueous solution interface. J. Phys. Chem. B 2003, 107:2978-2985.
37. Danino D., Talmon Y., Zana R. Alkanediyl-α,ω-bis(dimethylalkylammonium bromide) surfactants (dimeric surfactants). 5. Aggregation and microstructure in aqueous solutions. Langmuir 1995, 11:1448-1456.
38. Wang X., Wang J., Wang Y., Yan H., Li P., Thomas R.K. Effect of the nature of the spacer on the aggregation properties of gemini surfactants in an aqueous solution. Langmuir 2004, 20:53-56.
39. Zana R. Alkanediyl-α,ω-bis(dimethylalkylammonium bromide) surfactants. II. Krafft temperature and melting temperature. J. Colloid Interface Sci. 2002, 252:259-261.
40. Grosmaire L., Chorro M., Chorro C., Partyka S., Zana R. Investigations of first adsorption step of cationic dimeric (gemini) surfactants onto silica surfaces by analytical and calorimetric methods. J.Colloid Interface Sci. 2001, 243:525-527.
41. Wang X., Li Y., Wang J., Wang Y., Ye J., Yan H., Zhang J., Thomas R.K. Interactions of cationic gemini surfactants with hydrophobically modified poly(acrylamides) studied by fluorescence and microcalorimetry. J. Phys. Chem. B 2005, 109:12850-12855.
42. Price L.C., Buescher R.W. Kinetics of alkaline degradation of the food pigments curcumin and curcuminoids. J. Food Sci. 1997, 62:267-269.