Binding and stabilization of curcumin by mixed chitosan-surfactant systems: A spectroscopic study

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 245, Issue , 2012, Pages 18-27

  Boruah, Bornali ^a   Saikia, Palash M ^b   Dutta, Robin K ^a  

^a TEZPUR UNIVERSITY   (India)

^b Darrang College   (India)

Author keywords

Binding constant; Chitosan; Curcumin; Stabilization; Surfactant

Indexed keywords

EID: 84864409488     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2012.07.004     Document Type: Article

References (61)

1. P. Anand, A.B. Kunnumakkara, R.A. Newman, and B.B. Aggarwal Bioavailability of curcumin: problems and promises Molecular Pharmaceutics 4 2007 807 818
2. P. Anand, C. Sundaram, S. Jhurani, A.B. Kunnumakkara, and B.B. Aggarwal Curcumin and cancer: an "old age" disease with an "age-old" solution Cancer Letters 267 2008 133 164
3. A.J. Ruby, G. Kuttan, K.D. Babu, K.N. Rajasekharan, and R. Kuttan Anti-tumour and antioxidant activity of natural curcuminoids Cancer Letters 94 1995 79 83
4. J.S. Wright Predicting the antioxidant activity of curcumin and curcuminoids Journal of Molecular Structure: THEOCHEM 591 2002 207 217
5. R.K. Maheshwari, A.K. Singh, J. Gaddipati, and R.C. Srimal Multiple biological activities of curcumin: a short review Life Sciences 78 2006 2081 2087
6. S.-Y. Park Potential therapeutic agents against Alzheimer's disease from natural sources Archives of Pharmacal Research 33 2010 1589 1609
7. P.K. Shukla, V.K. Khanna, M.M. Ali, M.Y. Khan, and R.C. Srimal Anti-ischemic effect of curcumin in rat brain Neurochemical Research 33 2008 1036 1043
8. R.C. Srimal, and B.N. Dhawan Pharmacology of diferuloyl methane (curcumin), a non-steroidal anti-inflammatory agent Journal of Pharmacy and Pharmacology 25 1973 447 452
9. Y. Kaminaga, A. Nagatsu, T. Akiyama, N. Sugimoto, T. Yamazaki, T. Maitani, and H. Mizukami Production of unnatural glucosides of curcumin with drastically enhanced water solubility by cell suspension cultures of Catharanthus roseus FEBS Letters 555 2003 311 316
10. V. Ravindranath, and N. Chandrasekhara Absorption and tissue distribution of curcumin in rats Toxicology 16 1980 259 265
11. H.H. Tonnensen Solubility, chemical and photochemical stability of curcumin in surfactant solutions Pharmazie 57 2002 820 824
12. Z. Wang, M.H.M. Leung, T.W. Kee, and D.S. English The role of charge in the surfactant-assisted stabilization of the natural product curcumin Langmuir 26 2010 5520 5526
13. M.O. Iwunze Binding and distribution characteristics of curcumin solubilized in CTAB micelle Journal of Molecular Liquids 111 2004 161 165
14. ® strategy to improve the bioavailability of phytochemicals Fitoterapia 81 2010 306 314
15. K.N. Baglole, P.G. Boland, and B.D. Wagner Fluorescence enhancement of curcumin upon inclusion into parent and modified cyclodextrins Journal of Photochemistry and Photobiology A 173 2005 230 237
16. C.P. Shah, B. Mishra, M. Kumar, K.I. Priyadarsini, and P.N. Bajaj Binding studies of curcumin to polyvinyl alcohol/polyvinyl alcohol hydrogel and its delivery to liposomes Current Science 95 2008 1426 1432
17. K. Letchford, R. Liggins, and H. Burt Solubilization of hydrophobic drugs by methoxy poly(ethylene glycol)-block-polycaprolactone diblock copolymer micelles: theoretical and experimental data and correlations Journal of Pharmaceutical Sciences 97 2008 1179 1190
18. M. Takahashi, S. Uechi, K. Takara, Y. Asikin, and K. Wada Evaluation of an oral carrier system in rats: bioavailability and antioxidant properties of liposome-encapsulated curcumin Journal of Agricultural and Food Chemistry 57 2009 9141 9146
19. M.M. Yallapu, B.K. Gupta, M. Jaggi, and S.C. Chauhan Fabrication of curcumin encapsulated PLGA nanoparticles for improved therapeutic effects in metastatic cancer cells Journal of Colloid and Interface Science 351 2010 19 29
20. R.K. Das, N. Kasoju, and U. Bora Encapsulation of curcumin in alginate-chitosan-pluronic composite nanoparticles for delivery to cancer cells Nanomedicine: Nanotechnology, Biology, Medicine 6 2010 153 160
21. A. Barik, K.I. Priyadarsini, and H. Mohan Photophysical studies on binding of curcumin to bovine serum albumin Photochemistry and Photobiology 77 2003 597 603
22. C.Y. Kim, N. Bordenave, M.G. Ferruzzi, A. Safavy, and K.-H. Kim Modification of curcumin with polyethylene glycol enhances the delivery of curcumin in preadipocytes and its antiadipogenic property Journal of Agricultural and Food Chemistry 59 2011 1012 1019
23. H. Yu, and Q. Huang Enhanced in vitro anti-cancer activity of curcumin encapsulated in hydrophobically modified starch Food Chemistry 119 2010 669 674
24. S.M. Khopde, K.I. Priyadarsini, D.K. Palit, and T. Mukherjee Effect of solvent on the excited-state photophysical properties of curcumin Photochemistry and Photobiology 72 2000 625 631
25. C.J. Brine, P.A. Sandford, and J.P. Zikakis Advances in Chitin and Chitosan 1992 Elsevier Applied Science London pp. 1-491
26. Y. Jia, Y. Hu, Y. Zhu, L. Che, Q. Shen, J. Zhang, and X. Li Oligoamines conjugated chitosan derivatives: synthesis, characterization, in vitro and in vivo biocompatibility evaluations Carbohydrate Polymers 83 2011 1153 1161
27. O. Hiraku, and Y. Machida Biodegradation and distribution of water-soluble chitosan in mice Biomaterials 20 1999 175 182
28. E.I. Rabea, M.E.-T. Badawy, C.V. Stevens, G. Smagghe, and W. Steurbaut Chitosan as antimicrobial agent: applications and mode of action Biomacromolecules 4 2003 1457 1465
29. M.N.V. Ravi Kumar A review of chitin and chitosan applications Reactive and Functional Polymers 46 2000 1 27
30. H. Yuan, L.-J. Lu, Y.-Z. Du, and F.-Q. Hu Stearic acid-g-chitosan polymeric micelle for oral drug delivery: in vitro transport and in vivo absorption Molecular Pharmaceutics 8 2011 225 238
31. Z.G. Chen, P.W. Wanga, B. Wei, X.M. Moa, and F.Z. Cui Electrospun collagen-chitosan nanofiber: a biomimetic extracellular matrix for endothelial cell and smooth muscle cell Acta Biomaterialia 6 2010 372 382
32. C.J. Knill, J.F. Kennedy, J. Mistry, M. Miraftab, G. Smart, M.R. Groocock, and H.J. William Alginate fibres modified with unhydrolysed and hydrolysed chitosans for wound dressings Carbohydrate Polymers 55 2004 65 76
33. S.M. Nomanbhay, and K. Palanisamy Removal of heavy metal from industrial wastewater using chitosan coated oil palm shell charcoal Electronic Journal of Biotechnology 8 2005 42 53
34. A. Webster, M.D. Halling, and D.M. Grant Metal complexation of chitosan and its glutaraldehyde cross-linked derivative Carbohydrate Research 342 2007 1189 1201
35. G. Sreelatha, V. Ageetha, J. Parmar, and P. Padmaja Equilibrium and kinetic studies on reactive dye adsorption using palm shell powder (an agrowaste) and chitosan Journal of Chemical and Engineering Data 56 2011 35 42
36. J.D. Torres, E.A. Faria, J.R. SouzaDe, and A.G.S. Prado Preparation of photoactive chitosan-niobium (V) oxide composites for dye degradation Journal of Photochemistry and Photobiology A 182 2006 202 206
37. N.M. Mahmoodi, R. Salehi, M. Arami, and H. Bahrami Dye removal from colored textile wastewater using chitosan in binary systems Desalination 267 2011 64 72
38. S.P. Mitra Stabilizing effect of chitosan on curcumin from the damaging action of alkaline pH and ultraviolet light Journal of Surface Science and Technology 24 2008 39 55
39. L. Wang, J. Wu, X. Wang, Q. Cheng, L. Zheng, J. Zhang, and W. Li Effects of CTAB on porous silica templated by chitosan Journal of Materials Science 45 2010 4470 4479
40. I. Pepic, J. Filipovic-Grcic, and I. Jalsenjak Bulk properties of nonionic surfactant and chitosan mixtures Colloids and Surfaces A 336 2009 135 141
41. P.M. Saikia, and R.K. Dutta Acid-base equilibria of sulfonephthalein dyes in aqueous polymer-surfactant media Journal of Surfactants and Detergents 9 2006 39 45
42. B. Boruah, P.M. Saikia, B. Gohain, and R.K. Dutta Partition equilibrium of phenol red in aqueous polymer-surfactant system: determination of critical aggregation concentration Journal of Molecular Liquids 151 2010 81 85
43. B. Boruah, B. Gohain, P.M. Saikia, M. Borah, and R.K. Dutta Acid-base equilibrium of neutral red in aqueous nonionic surfactant-polymer systems Journal of Molecular Liquids 160 2011 50 56
44. D.D. Perrin Buffers of low Ionic strength for spectrophotometric pK determinations Australian Journal of Chemistry 16 1963 572 578
45. H.A. Benesi, and J.H.A. Hildebrand spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons Journal of the American Chemical Society 71 1949 2703 2707
46. B. Jana, S. Senapati, D. Ghosh, D. Bose, and N. Chattopadhyay Spectroscopic exploration of mode of binding of ctDNA with 3-hydroxyflavone: a contrast to the mode of binding with flavonoids having additional hydroxyl groups Journal of Physical Chemistry B 116 2012 639 645
47. A. Kunwar, A. Barik, R. Pandey, and K.I. Priyadarsini Transport of liposomal and albumin loaded curcumin to living cells: an absorption and fluorescence spectroscopic study Biochimica et Biophysica Acta 1760 2006 1513 1520
48. M.K. Singh, H. Pal, A.S.R. Koti, and A.V. Sapre Photophysical properties and rotational relaxation dynamics of neutral red bound to β-cyclodextrin Journal of Physical Chemistry A 108 2004 1465 1474
49. F. Zsila, Z. Bikadi, and M. Simonyi Molecular basis of the cotton effects induced by the binding of curcumin to human serum albumin Tetrahedron: Asymmetry 14 2003 2433 2444
50. L. Shen, and H.-F. Ji Theoretical study on physicochemical properties of curcumin Spectrochimica Acta, Part A 67 2007 619 623
51. I. Pepic, J. Filipovic-Grcic, and I. Jalsenjak Interactions in a nonionic surfactant and chitosan mixtures Colloids and Surfaces A 327 2008 95 102
52. G. Began, E. Sudharshan, K.U. Sankar, and A.G.A. Rao Interaction of curcumin with phosphatidylcholine: a spectrofluorometric study Journal of Agricultural and Food Chemistry 47 1999 4992 4997
53. K.I. Priyadarsini Photophysics, photochemistry and photobiology of curcumin: studies from organic solutions, bio-mimetics and living cells Journal of Photochemistry and Photobiology C 10 2009 81 95
54. M. Caselli, E. Ferrari, C. Imbriano, F. Pignedoli, M. Saladini, and G. Ponterini Probing solute-solvent hydrogen bonding with fluorescent water-soluble curcuminoids Journal of Photochemistry and Photobiology A 210 2010 115 124
55. C.F. Chignell, P. Bilski, K.J. Reszka, A.N. Motten, R.H. Sik, and T.A. Dhal Spectral and photochemical properties of curcumin Photochemistry and Photobiology 59 1994 295 302
56. H.S. Kim, B. Claude, and C. Tondre Microenvironment effects on the kinetics of electron-transfer reactions involving dithionite ions and viologens. 1. A comparison between two types of polyelectrolytes Journal of Physical Chemistry 94 1990 7711 7716
57. J.R. Lakowicz Principles of Fluorescence Spectroscopy 1999 Kluwer Academic/Plenum Publishers New York
58. M.M. Amiji Pyrene fluorescence study of chitosan self-association in aqueous solution Carbohydrate Polymers 26 1995 21l 213l
59. Y.-J. Wang, M.-H. Pan, A.-L. Cheng, L.-I. Lin, Y.-S. Ho, C.-Y. Hsieh, and J.-K. Lin Stability of curcumin in buffer solutions and characterization of its degradation products Journal of Pharmaceutical and Biomedical Analysis 15 1997 1867 1876
60. S.K. Sengupta, S. Mishra, and V.R. Rani A study on equilibrium and kinetics of carbocation to carbinol conversion for di and tri arylmethane dye cations in aqueous solutions: relative stabilities of dye carbocations and mechanism of dye carbinol formation Indian Journal of Chemistry 39A 2000 703 708
61. M.H.M. Leung, and T.W. Kee Effective stabilization of curcumin by association to plasma proteins:human serum albumin and fibrinogen Langmuir 25 2009 5773 5777