From guest to ligand - A study on the competing interactions of antitumor drug resveratrol with β-cyclodextrin and bovine serum albumin

Thermochimica Acta

Volumn 521, Issue 1-2, 2011, Pages 74-79

  Li, Xudong ^a,b   Li, Hui ^a   Liu, Min ^a   Li, Guangqian ^a   Li, Linwei ^a   Sun, Dezhi ^a  

^a LIAOCHENG UNIVERSITY   (China)

^b LIAOCHENG PEOPLE'S HOSPITAL   (China)

Author keywords

Cyclodextrin; Bovine serum albumin; Isothermal titration calorimetry; Resveratrol; Spectroscopy

Indexed keywords

ANTITUMOR DRUGS; AQUEOUS BUFFER; AQUEOUS BUFFER SOLUTION; AQUEOUS SYSTEM; BINDING PROCESS; BOVINE SERUM ALBUMINS; CIRCULAR DICHROISM SPECTRA; ENTROPY EFFECTS; EXPERIMENTAL METHODS; ISOTHERMAL TITRATION CALORIMETRY; LIGAND-BINDING SITES; RESVERATROL; SECONDARY STRUCTURES; STANDARD ENTHALPY; THERMODYNAMIC PARAMETER;

BINDING SITES; CALORIMETRY; DICHROISM; DRUG INTERACTIONS; ENTHALPY; ENTROPY; EQUILIBRIUM CONSTANTS; HYDROCHLORIC ACID; LIGANDS; TITRATION;

BODY FLUIDS;

EID: 79959742516     PISSN: 00406031     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tca.2011.04.007     Document Type: Article

References (40)

1. E.L. Gelamo, C.H.T.P. Silva, H. Imasato, and M. Tabak Interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants: spectroscopy and modelling Biochim. Biophys. Acta 1594 2002 84 89
2. Y.Z. Zhang, B. Zhou, X.P. Zhang, P. Huang, C.H. Li, and Y. Liu Interaction of malachite green with bovine serum albumin: determination of the binding mechanism and binding site by spectroscopic methods J. Hazard. Mater. 163 2009 1345 1352
3. H.X. Zhang, X. Huang, P. Mei, K.H. Li, and C.N. Yan Studies on the interaction of tricyclazole with β-cyclodextrin and human serum albumin by spectroscopy J. Fluoresc. 16 2006 287 294 (Pubitemid 43952754)
4. D. Shcharbin, B. Klajnert, V. Mazhul, and M. Bryszewska Dendrimer interactions with hydrophobic fluorescent probes and human serum albumin J. Fluoresc. 15 2005 21 28 (Pubitemid 40536202)
5. C. Xu, A.P. Zhang, and W.P. Liu Binding of phenthoate to bovine serum albumin and reduced inhibition on acetylcholinesterase Biochem. Physiol. 88 2007 176 180 (Pubitemid 46452725)
6. A. Papadopoulou, R.J. Green, and R.A. Frazier Interaction of flavonoids with bovine serum albumin: a fluorescence quenching study J. Agric. Food Chem. 53 2005 158 163 (Pubitemid 40066484)
7. R.M. Niles, M. McFarland, M.B. Weimer, A. Redkar, Y.M. Fu, and G.G. Meadows Resveratrol is a potent inducer of apoptosis in human melanoma cells Cancer Lett. 190 2003 157 163 (Pubitemid 36136014)
8. D. Delmas, B. Jannin, and N. Latruffe Resveratrol: preventing properties against vascular alterations and ageing Mol. Nutr. Food Res. 49 2005 377 395 (Pubitemid 40780387)
9. B. Olas, and B. Wachowicz Resveratrol, a phenolic antioxidant with effects on blood platelet functions Platelets 16 2005 251 260 (Pubitemid 40943919)
10. X Sun, B. Peng, and W. Yan Measurement and correlation of solubility of trans-resveratrol in 11 solvents at T = (278.2, 288.2, 298.2, 308.2, and 318.2) K J. Chem. Thermodyn. 40 2008 735 738 (Pubitemid 351417299)
11. M. Nielsen, R.J. Ruch, and O. Vang Resveratrol reverses tumor-promoter-induced inhibition of gap-junctional intercellular communication Biochem. Biophys. Res. Commun. 275 2000 804 808
12. V. Krishnan, and S.L. Zeichner Host cell gene expression during human immunodeficiency virus type 1 latency and reactivation and effects of targeting genes that are differentially expressed in viral latency J. Virol. 78 2004 9458 9473 (Pubitemid 39096554)
13. J.A. Parker, M. Arango, S. Abderrahmane, E. Lambert, C. Tourette, H. Catoire, and C. Neri Resveratrol rescues mutant polyglutamine cytotoxicity in nematode and mammalian neurons Nat. Genet. 37 2005 349 350
14. C.A. de la Lastra, and I. Villegas Resveratrol as an anti-inflammatory and anti-aging agent: mechanisms and clinical implications Mol. Nutr. Food Res. 49 2005 405 430 (Pubitemid 40780389)
15. C. Caddeo, K. Tesk, C. Sinico, and J. Kristl Effect of resveratrol incorporated in liposomes on proliferation and UV-B protection of cells Int. J. Pharm. 363 2008 183 191
16. V. Bertacche, N. Lorenzi, D. Nava, E. Pini, and C. Sinico Host-Guest interaction study of resveratrol with natural and modified cyclodextrins J. Incl. Phenom. Macro. 55 2006 279 287 (Pubitemid 44127266)
17. R. Villalonga, R. Cao, and A. Fragoso Supramolecular chemistry of cyclodextrins in enzyme technology Chem. Rev. 107 2007 3088 3116 (Pubitemid 47162905)
18. S.H. Gellman Introduction: molecular recognition Chem. Rev. 97 1997 1231 1734
19. 1H-nuclear magnetic resonance J. Pharm. Biomed. Anal. 41 2006 1428 1432 (Pubitemid 44218690)
20. H.R. Zhang, G. Chen, L. Wang, L. Ding, Y. Tian, W.Q. Jin, and H.Q. Zhang Study on the inclusion complexes of cyclodextrin and sulphonated azo dyes by electrospray ionization mass spectrometry Int. J. Mass Spectrom. 252 2006 1 10
21. A.C. Illapakurthy, C.M. Wyandt, and S.P. Stodghill Isothermal titration calorimetry method for determination of cyclodextrin complexation thermodynamics between artemisinin and naproxen under varying environmental conditions Eur. J. Pharm. Biopharm. 59 2005 325 332 (Pubitemid 40127590)
22. P.B. Kandagal, S. Ashoka, J. Seetharamappa, S.M.T. Shaikh, Y. Jadegoud, and O.B. Ijare Study of the interaction of an anticancer drug with human and bovine serum albumin: spectroscopic approach J. Pharm. Biomed. Anal. 41 2006 393 399
23. A. Weber, M. Herold, H. Brunner, and G.E.M. Tovar Bioconjugative polymer nanospheres studied by isothermal titration calorimetry Thermochim. Acta 415 2004 69 74
24. A.A. Moosavi-Movahedi, A.K. Bordbar, A.A. Taleshi, H.M. Naderimanesh, and P. Ghadam Mechanism of denaturation of bovine serum albumin by dodecyl trimethylammonium bromide J. Biochem. Cell Biol. 28 1996 991 998 (Pubitemid 26363197)
25. G. Bai, Y. Wang, and H. Yan Thermodynamics of interaction between cationic gemini surfactants and hydrophobically modified polymers in aqueous solutions J. Phys. Chem. B 106 2002 2153 2159 (Pubitemid 35275969)
26. H. Li, X. Xu, M. Liu, D. Sun, and L. Li Microcalorimetric and spectrographic studies on host-guest interactions of α-, β-, γ- and Mβ-cyclodextrin with resveratrol Thermochim. Acta 510 2010 168 172
27. H. Aki, M. Goto, M. Kai, and M. Yamamoto Competitive binding of drugs to the multiple binding sites on human serum albumin: a calorimetric study J. Therm. Anal. Calorim. 57 1999 361 370
28. L.N. Lin, A.B. Mason, R.C. Woodworth, and J.F. Brandts Calorimetric studies of the binding of ferric ions to ovotransferrin and interactions between binding sites Biochemistry 30 1991 11660 11669
29. T. Wiseman, S. Wiliston, J.F. Brandts, and L.N. Lin Rapid measurement of binding constants and heats of binding using a new titration calorimeter Anal. Biochem. 179 1989 131 137 (Pubitemid 19149635)
30. M. Gharagozlou, and D.M. Boghaei Interaction of water-soluble amino acid schiff base complexes with bovine serum albumin: fluorescence and circular dichroism studies Spectrochim. Acta A 71 2008 1617 1622
31. Q. Zhao, X.Y. Xu, X.J. Sun, M. Liu, D.Z. Sun, and L.W. Li A calorimetric study on interactions of colchicine with human serum albumin J. Mol. Struct. 931 2009 31 34
32. D.Z. Sun, S.B. Wang, M.Z. Song, X.L. Wei, and B.L. Yin A microcalorimetric study of host-guest complexes of α-cyclodextrin with alkyl trimethyl ammonium bromides in aqueous solutions J. Solution Chem. 34 2005 701 712
33. P.D. Ross, and S. Subramanian Thermodynamics of protein association reactions: forces contributing to stability Biochemistry 20 1981 3096 3102
34. Y.J. Hu, Y. Liu, J. Wang, X. Xiao, and S.S. Qu Study of the interaction between monoammonium glycyrrhizinate and bovine serum albumin J. Pharm. Biomed. Anal. 36 2004 915 919 (Pubitemid 39469437)
35. F.L. Cui, J. Fan, J.P. Li, and Z.D. Hu Interactions between 1-benzoyl-4-p-chlorophenyl thiosemicarbazide and serum albumin: investigation by fluorescence spectroscopy Bioorg. Med. Chem. 12 2004 151 157 (Pubitemid 38096227)
36. A. Sulkowska Interaction of drugs with bovine and human serum albumin J. Mol. Struct. 614 2002 227 232 (Pubitemid 34987732)
37. N. Wang, L. Ye, F.F. Yan, and R. Xu Spectroscopic studies on the interaction of azelnidipine with bovine serum albumin Int. J. Pharm. 351 2008 55 60 (Pubitemid 351186841)
38. Y.J. Hu, Y. Wang, Y.O. Yang, J. Zhou, and Y. Liu Characterize the interaction between naringenin and bovine serum albumin using spectroscopic approach J. Lumin. 130 2010 1394 1399
39. D.Z. Sun, X.Y. Xu, M. Liu, X.J. Sun, J.Y. Zhang, L.W. Li, and Y.Y. Di Microcalorimetric and spectrographic studies on the interaction of DNA with betaxolol Int. J. Pharm. 386 2010 165 171
40. X.L. Han, P. Mei, Y. Liu, Q. Xiao, F.L. Jiang, and R. Li Binding interaction of quinclorac with bovine serum albumin: a biophysical study Spectrochim. Acta A 74 2009 781 787