Acylated flavone glucosides: Synthesis, conformational investigation, and complexation properties

Helvetica Chimica Acta

Volumn 82, Issue 12, 1999, Pages 2201-2212

  Alluis, Bertrand ^a   Dangles, Olivier ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CHRYSIN; FLAVONOID GLYCOSIDE; METAL ION; POLYPHENOL DERIVATIVE; SERUM ALBUMIN;

ACYLATION; ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; FLUORESCENCE; NONHUMAN; PROTEIN BINDING; SYNTHESIS;

EID: 0033427269     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1522-2675(19991215)82:12<2201::AID-HLCA2201>3.0.CO;2-4     Document Type: Article

References (37)

1. a) 'The Flavonoids, Advances in Research since 1986', Ed. J. B. Harborne, Chapman and Hall, London, 1994;
2. b) E. Haslam, 'Practical Polyphenolics', University Press, Cambridge, 1998.
3. 'Flavonoids in Health and Disease', Eds. C. A. Rice-Evans, L. Packer, M. Dekker, New York, 1997.
4. T. P. Jungblut, J.-P. Schnitzler, W. Heller, N. Hertkorn, J. W. Metzger, W. Szymczak, W. H. Sandermann, Angew. Chem., Int. Ed. 1995, 34, 312.
5. a) T. Goto, T. Kondo, Angew. Chem., Int. Ed. 1991, 30, 17;
6. b) O. Dangles, N. Saito, R. Brouillard, J. Am. Chem. Soc. 1993, 115, 3125;
7. c) O. Dangles, Analusis 1997, 25, M 50.
8. H. El Hajji, O. Dangles, P. Figueiredo, R. Brouillard, Helv. Chim. Acta 1997, 80, 398.
9. P Lewis, S. Kaltia, K. Wähälä, J. Chem. Soc., Perkin Trans. 1 1998, 2481.
10. Q. Liu, R. A. Dixon, T. J. Mabry, Phytochemistry 1993, 34, 167.
11. D. Dess, H. P. Kleine, D. V. Weinberg, R. J. Kaufman, R. S. Sidhu, Synthesis 1981, 883.
12. B. Vermes, V. M. Charim, H. Wagner, Helv. Chim. Acta 1981, 64, 1964.
13. H.-H. Park, T. Hakamatsuka, U. Sankawa, Y. Ebizuka, Phytochemistry 1995, 38, 373.
14. a) K. Yoshida, T. Kondo, T. Goto, Tetrahedron 1992, 48, 4313;
15. b) K. Yoshida, T. Kondo, T. Goto, Tetrahedron Lett. 1991, 32, 5579.
16. Y. Nishida, H. Hori, H. Ohrui, H. Meguro, J. Carbohydr. Chem. 1988, 7, 239.
17. C. H. Hunter, J. K. M. Sanders, J. Am. Chem. Soc. 1990, 112, 5525.
18. a) G. M. Escandar, L. F. Sala, Can. J. Chem. 1991, 69, 1994;
19. b) D. Malesev, Z. Radovic, M. Jelikic-Stankov, Spectroscopy Lett. 1993, 26, 1985;
20. c) D. Malesev, Z. Radovic, M. Jelikic-Stankov, M. Bogavac, Anal. Lett. 1991, 24, 1159;
21. d) K. Takamura, M. Sakamoto, Chem. Pharm. Bull. 1978, 26, 2291;
22. e) L. J. Porter, K. R. Markham, J. Chem. Soc. (C) 1969, 344; ibid. 1970, 1309.
23. e) L. J. Porter, K. R. Markham, J. Chem. Soc. (C) 1969, 344; ibid. 1970, 1309.
24. O. S. Wolfbeis, M. Begum, H. Geiger, Z. Naturforsch. 1984, 39b, 231.
25. a) R. Schipfer, O. S. Wolfbeis, A. Knierzinger, J. Chem. Soc. Perkin Trans. 2 1981, 1443;
26. b) O. S. Wolfbeis, A. Knierzinger, R. Schipfer, J. Photochem. 1983, 21, 67;
27. c) M. Itoh, K. Tokumura, Y. Tanimoto, Y. Okada, H. Takeuchi, K. Obi, I. Tanaka, J. Am. Chem. Soc. 1982, 104, 4146;
28. d) M. Itoh, T. Adachi, ibid. 1984, 106, 4320.
29. a) C. Manach, C. Morand, O. Texier, M.-L. Favier, G. Agullo, C. Demigné, F. Régérat, C. Rémésy, J. Nutr. 1995, 125, 1911;
30. b) C. Manach, O. Texier, F. Régérat, G. Agullo, C. Demigné, C. Rémésy, Nutr. Biochem. 1996, 7, 375:
31. c) D. W. Boulton, U. K. Walle, T. Walle, J. Pharm. Pharmacol. 1998, 50, 243;
32. d) C. Manach, C. Morand. V. Crespy, C. Demigné, O. Texier, F. Régérat, C. Rémésy, FEBS Lett. 1998, 426, 331.
33. O. Dangles, C. Dufour, S. Bret J. Chem. Soc., Perkin Trans. 2 1999, 737.
34. a) E. Haslam, J. Nat. Prod. 1996, 59, 205;
35. b) G. Luck, H. Liao, N. J. Murray, H. R. Grimmer, E. E. Warminski, M. P. Williamson, T. H. Lilley, E. Haslam, Phytochemistry 1994, 37, 357;
36. c) J. P. McManus, K. G. Davis, J. E. Beart, S. H. Gaffney, T. H. Lilley, E. Haslam, J. Chem. Soc., Perkin Trans. 2 1985, 1429.
37. E. M. Gaydou, J.-P. Bianchini, Bull. Soc. Chim. Fr. 1978, 11-43.