Exploring the binding mechanism of dihydropyrimidinones to human serum albumin: Spectroscopic and molecular modeling techniques

Colloids and Surfaces B: Biointerfaces

Volumn 84, Issue 1, 2011, Pages 272-279

  Wang, Gongke ^a   Wang, Dongchao ^a   Li, Xiang ^a   Lu, Yan ^a  

^a HENAN NORMAL UNIVERSITY   (China)

Author keywords

Binding mechanism; Dihydropyrimidinones; Fluorescence quenching; Human serum albumin; Molecular modeling; UV absorption spectroscopy

Indexed keywords

BINDING MECHANISMS; DIHYDROPYRIMIDINONES; FLUORESCENCE QUENCHING; HUMAN SERUM ALBUMIN; UV ABSORPTION;

ABSORPTION; BINDING ENERGY; BODY FLUIDS; ENERGY TRANSFER; FLUORESCENCE; HYDROGEN BONDS; METAL IONS; MOLECULAR MODELING; QUENCHING; SPECTROSCOPIC ANALYSIS;

ABSORPTION SPECTROSCOPY;

5 (ETHOXYCARBONYL) 6 METHYL 4 PHENYL 3,4 DIHYDROPYRIMIDIN 2 (1H) ONE; HUMAN ALBUMIN; HYDROGEN; METAL ION; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG; WARFARIN;

ALBUMIN BLOOD LEVEL; ARTICLE; BINDING AFFINITY; BINDING SITE; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; FLUORESCENCE RESONANCE ENERGY TRANSFER; HUMAN; HYDROGEN BOND; HYDROPHOBICITY; MOLECULAR DOCKING; MOLECULAR MODEL; PHOTOCHEMICAL QUENCHING; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN CONFORMATION; PROTEIN INTERACTION; THERMODYNAMICS; ULTRAVIOLET SPECTROSCOPY;

HUMANS; MODELS, MOLECULAR; PROTEIN BINDING; PYRIDONES; PYRIMIDINONES; SERUM ALBUMIN; TEMPERATURE; THERMODYNAMICS; WARFARIN;

EID: 79951676674     PISSN: 09277765     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.colsurfb.2011.01.016     Document Type: Article

References (46)

1. Kappe C.O., Fabian W.M., Semones M.A. Tetrahedron 1997, 53:2803-2816.
2. Nagarathnam D., Miao S.W., Lagu B., Chiu G., Fang J., Murali Dhar T.G., et al. J. Med. Chem. 1999, 42:4764-4777.
3. Haggarty S.J., Mayer T.U., Miyamoto D.T., Fathi R., King R.W., Mitchison T.J., Schreiber S.L. Chem. Biol. 2000, 7:275-286.
4. Lou S., Dai P., Schaus S.E. J. Org. Chem. 2007, 72:9998-10008.
5. Atwal K.S., Rovnyak G.C., O'Reilly B.C., Schewartz J. J. Org. Chem. 1989, 54:5898-5907.
6. Atwal K.S., Rovnak G.C., Kimballs S.D., Floyd D.M., Moreland S., Swanson B.N., et al. J. Med. Chem. 1990, 33:2629-2635.
7. Patil A.D., Kumar N.V., Kokke W.C., Bean M.F., Freyer A.J., DeBrosse C., et al. J. Org. Chem. 1995, 60:1182-1188.
8. Nandurkar N.S., Bhanushali M.J., Bhor M.D., Bhanage B.M. J. Mol. Catal. A 2007, 271:14-17.
9. Petitpas I., Bhattacharya A.A., Twine S., East M., Curry S. J. Biol. Chem. 2001, 271:22804-22809.
10. Waheed A.A., Sridhar R.K., Gupta P.D. Anal. Biochem. 2000, 287:73-79.
11. Li Y., He W.Y., Dong Y.M., Sheng F.L., Hu Z.D. Bioorg. Med. Chem. 2006, 14:1431-1436.
12. He X.M., Carter D.C. Nature 1992, 358:209-215.
13. Khan S.N., Islam B., Yennamalli R., Sultan A., Subbarao N., Khan A.U. Eur. J. Pharm. Sci. 2008, 35:371-382.
14. Hu Y.J., Liu Y., Xiao X.H. Biomacromolecules 2009, 10:517-521.
15. Bacon J.R., Demas J.N. Anal. Chem. 1987, 35:2780-2785.
16. Karnaukhova E. Biochem. Pharmacol. 2007, 73:901-910.
17. Khan S.N., Islam B., Khan A.U. Int. J. Integr. Biol. 2007, 102-112.
18. Lu Y., Wang G.K., Lu X.M., Lv J., Xu M.H., Zhang W.W. Spectrochim. Acta Part A 2010, 75:261-266.
19. Lu Y., Lv J., Zhang G.S., Wang G.K., Liu Q.F. Spectrochim. Acta Part A 2010, 75:1511-1515.
20. Wang Y.Q., Zhang H.M., Zhang G.C. J. Pharm. Biomed. Anal. 2006, 41:1041-1046.
21. Li Y., He W.Y., Liu H.X., Yao X.J., Hu Z.D. J. Mol. Struct. 2007, 831:144-150.
22. Matei I., Hillebrand M. J. Pharm. Biomed. Anal. 2010, 51:768-773.
23. Patil P.A., Bhole R.P., Chikhale R.V., Bhusari K.P. Int. J. ChemTech Res. 2009, 1:273-284.
24. Hubbard S.J., Thornton J.M " NACCESS" Computer Program 1993, Department of Biochemistry and Molecular Biology, University College London.
25. Sulkowska A. J. Mol. Struct. 2002, 614:227-232.
26. Deepa S., Mishra A.K. J. Pharm. Biomed. Anal. 2005, 38:556-563.
27. Lakowicz J.R. Principles of Fluorescence Spectroscopy 1999, Kluwer Academic Publishers/Plenum Press, New York.
28. Zhou Q.J., Xiang J.F., Tang Y.L., Liao J.P., Yu C.Y., Zhang H., et al. Colloids Surf. B: Biointerfaces 2008, 61:75-80.
29. Gerbanowski A., Malabat C., Rabiller C., Gueguen J. J. Agric. Food Chem. 1999, 47:5218-5226.
30. Sen P., Fatima S., Ahmad B., Khan R.H. Spectrochim. Acta Part A 2009, 74:94-99.
31. Lu Y., Wang Y.L., Gao S.H., Wang G.K., Yan C.L., Chen C.L. J. Lumin. 2009, 129:1048-1054.
32. Bi S.Y., Song D.Q., Tian Y., Zhou X., Liu Z.Y., Zhang H.Q. Spectrochim. Acta Part A 2005, 61:629-636.
33. Kandagal P.B., Ashoka S., Seetharamappa J., Shaikh S.M.T., Jadegoud Y., Ijare O.B. J. Pharm. Biomed. Anal. 2006, 41:393-399.
34. Yuan T., Weljie A.M., Vogel H.J. Biochemistry 1998, 37:3187-3195.
35. Yue Y.Y., Zhang Y.H., Qin J., Chen X.G. J. Mol. Struct. 2008, 888:25-32.
36. Yuan J.L., Lv Z., Liu Z.G., Hu Z., Zou G.L. J. Photochem. Photobiol. A: Chem. 2007, 191:104-113.
37. Ross P.D., Subramanian S. Biochemistry 1981, 20:3096-3102.
38. Li D.J., Zhu J.F., Jin J. J. Mol. Struct. 2007, 846:34-41.
39. Rahman M.H., Maruyama T., Okada T., Yamasaki K., Otagiri M. Biochem. Pharmacol. 1993, 46:1721-1731.
40. Forster T. Delocalized Excitation and Excitation Transfer. Modern Quantum Chemistry 1965, 93-137. Academic Press, New York. O. Sinanoglu (Ed.).
41. Lakowicz J.R., Weber G. Biochemistry 1973, 12:4161-4170.
42. Valeur B., Brochon J.C. New Trends in Fluorescence Spectroscopy 2001, 25. Springer Press, Berlin.
43. Górnas P., Neunert G., Baczyński K., Polewski K. Food. Chem. 2009, 114:190-196.
44. Curry S., Mandelkow H., Brick P., Franks N. Nat. Struct. Biol. 1998, 5:827-835.
45. Li Y., He W., Liu J., Sheng F., Hu Z., Chen X. Biochim. Biophys. Acta 2005, 1722:15-21.
46. Pang Y.H., Yang L.L., Shuang L.L., Dong C., Thompson M. J. Photochem. Photobiol. B 2005, 80:139-144.