An improved synthetic approach to 7-[3-amino-4-O-(α-l-mycarosyl)-2,3, 6-trideoxy-α-l-lyxo-hexopyranosyl]daunorubicinone and its interaction with human serum albumin

Carbohydrate Research

Volumn 346, Issue 7, 2011, Pages 949-955

  Dang, Xiaoyun ^a   Liu, Qingfeng ^a   Cui, Fengling ^a   Qin, Lixia ^a   Zhang, Guisheng ^a   Yao, Xiaojun ^b   Du, Juan ^b  

^a HENAN NORMAL UNIVERSITY   (China)

^b LANZHOU UNIVERSITY   (China)

Author keywords

7 3 Amino 4 O ( l mycarosyl) 2,3,6 trideoxy l lyxo hexopyranosyl daunorubicinone; Fluorescence quenching; Human serum albumin; Molecular modeling; Synchronous fluorescence

Indexed keywords

BINDING CONSTANT; DRUG DESIGN; FLUORESCENCE QUENCHING; GOOD YIELD; HUMAN SERUM ALBUMIN; HUMAN SERUM ALBUMINS; HYDROPHOBIC INTERACTIONS; MOLECULAR MODELING STUDIES; PHYSIOLOGICAL CONDITION; ROOM TEMPERATURE; SYNCHRONOUS FLUORESCENCE; SYNTHETIC APPROACH; UV-VIS ABSORPTION SPECTROSCOPY;

BODY FLUIDS; COMPLEXATION; FLUORESCENCE; HYDROPHOBICITY; MOLECULAR MODELING; QUENCHING; ULTRAVIOLET SPECTROSCOPY;

ABSORPTION SPECTROSCOPY;

7 [3 AMINO 4 OMICRON (ALPHA LEVO MYCAROSYL) 2,3,6 TRIDEOXY ALPHA LEVO LYXO HEXOPYRANOSYL]DAUNORUBICINONE; HUMAN SERUM ALBUMIN; ION; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ANALYTIC METHOD; ARTICLE; CHEMICAL INTERACTION; CHEMICAL PARAMETERS; COMPLEX FORMATION; FLUORESCENCE ANALYSIS; HYDROPHOBIC INTERACTION CHROMATOGRAPHY; MOLECULAR MODEL; PHOTOCHEMICAL QUENCHING; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN STABILITY; STEREOCHEMISTRY; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

BINDING SITES; DAUNORUBICIN; DISACCHARIDES; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; PROTEIN BINDING; SERUM ALBUMIN; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY, ULTRAVIOLET; THERMODYNAMICS;

EID: 79954628434     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2011.02.005     Document Type: Article

References (34)

1. F. Arcamone Doxorubicin, Anticancer Antibiotics Medicinal Chemistry Series Vol. 17 1981 Academic Press New York pp 1-369
2. G. Zhang, L. Fang, L. Zhu, J.E. Aimiuwu, J. Shen, H. Chen, M.T. Muller, G.E. Lee, D. Sun, and P.G. Wang J. Med. Chem. 48 2005 5269 5278
3. R.F. Battisti, Y. Zhong, L. Fang, S. Gibbs, J. Shen, J. Nadas, G. Zhang, and D. Sun Mol. Pharmacol. 4 2007 140 153
4. X.M. He, and D.C. Carter Nature 258 1992 209 215
5. R.E. Olson, and D.D. Christ Annu. Rep. Med. Chem. 31 1996 327 336
6. J.H. Tang, S.D. Qi, and X.G. Chen J. Mol. Struct. 779 2005 87 95
7. D.C. Carter, and J.X. Ho Adv. Protein Chem. 45 1994 153 203
8. U. Mathias, and M. Jung Anal. Bioanal. Chem. 388 2007 1147 1156
9. M. Otagiri, K. Masuda, T. Imai, Y. Imamura, and M. Yamasaki Biochem. Pharmacol. 38 1989 1 7
10. A. Sułkowska J. Mol. Struct. 614 2002 227 232
11. W.R. Ware J. Phys. Chem. 66 1962 455 458
12. Y.J. Hu, Y. Liu, and L.X. Zhang J. Mol. Struct. 750 2005 174 178
13. Sharma, A.; Schulman, S. G. Introduction of Fluorescence Spectroscopy; John Wiley & Sons: New York, 1999; pp 237-248.
14. J.N. Tian, J.Q. Liu, W.Y. He, D. Hu, and X.G. Chen Biomacromolecules 5 2004 1956 1961
15. S. Rubio, A. Gomez-Hens, and M. Ualcarcel Talanta 33 1986 633 640
16. F.L. Cui, J. Fan, J.P. Li, and Z.D. Hu Bioorg. Med. Chem. 12 2004 151 157
17. Y.J. Hua, Y. Liu, J.B. Wang, X.H. Xiao, and S.S. Qu J. Pharm. Biomed. Anal. 36 2004 915 919
18. F. Cui, Y. Yan, Q. Zhang, J. Du, X. Yao, G. Qu, and Y. Lu Carbohydr. Res. 314 2004 189 199
19. sybyl Software, Version 6.9; Tripos Associates: St. Louis, 2003.
20. D. Silva, C.M. Cortez, and J.C. Bastos Toxicol. Lett. 147 2004 53 61
21. I. Petitpas, T. Grune, and A.A. Bhattacharya J. Mol. Biol. 314 2001 955 960
22. G. Neméthy, and H.A. Scheraga J. Phys. Chem. 66 1962 1773 1789
23. S.N. Timasheff Thermodynamic of Protein Interactions H. Peeters, Proteins of Biological Fluids 1972 Pergamon Press Oxford 511 519
24. P.D. Ross, and S. Subramanian Biochemistry 20 1981 3096 3102
25. T. Förster O. Sinanoglu, Modern Quantum Chemistry Vol. 3 1996 Academic Press New York
26. Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum Press: New York, 1983. Chapter 10.
27. T. Peters All About Albumin Biochemistry, Genetics and Medical Application 1996 Academic Press San Diego
28. G. Sudlow, D.J. Birkett, and D.N. Wade Mol. Pahrmacol. 12 1976 1052 1061
29. Y.J. Hu, Y. Liu, Z.B. Pi, and S.S. Qu Bioorg. Med. Chem. 13 2005 6609 6614
30. T. Yuan, A.M. Weljie, and H.J. Vogel Biochemistry 37 1998 3187 3195
31. W.C. Abert, W.M. Gregory, and G.S. Allan Anal. Biochem. 213 1993 407 413
32. B. Klajnert, and M. Bryszewska Bioelectrochemistry 55 2002 33 35
33. S.Y. Bi, D.Q. Song, Y. Tian, X. Zhou, X. Liu, and H.Q. Zhang Spectrochim. Acta, Part A 61 2005 629 636
34. A. Maruyama, C.C. Lin, K. Yamasaki, T. Miyoshi, T. Imal, M. Yamasaki, and M. Otagiri Biochem. Pharmacol. 45 1993 1017 1026