The interaction of solvatochromic pyridiniophenolates with cyclodextrins

Tetrahedron

Volumn 62, Issue 33, 2006, Pages 7817-7823

  Jara, Francisco ^a   Domínguez, Moisés ^a   Rezende, Marcos Caroli ^a  

^a UNIVERSIDAD DE SANTIAGO DE CHILE   (Chile)

Author keywords

Cyclodextrins; Molecular dynamics simulation; Solvatochromic pyridiniophenolates

Indexed keywords

ALPHA CYCLODEXTRIN; BETA CYCLODEXTRIN; PYRIDINIUM DERIVATIVE;

ARTICLE; ENCAPSULATION; HYDROPHOBICITY; MOLECULAR DYNAMICS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SIMULATION; ULTRAVIOLET SPECTROSCOPY;

EID: 33745606150     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.05.053     Document Type: Article

References (35)

1. Duchêne D., Bochot A., Yu S.-C., Pépin C., and Seiller M. Int. J. Pharm. 266 (2003) 85-90
2. Liu Y., Chen G.-S., Chen Y., Cao D.-X., Ge Zh.-Q., and Yuan Y.-J. Bioorg. Med. Chem. 12 (2004) 5767-5775
3. Iliescu T., Baia M., and Miclǎuş V. Eur. J. Pharm. Sci. 22 (2004) 487-495
4. Van Hees T., Piel G., Hassonville S.H., Evrard B., and Delattre L. Eur. J. Pharm. Sci. 15 (2002) 347-353
5. Moritz E.D., and Sahyun M.R.V. J. Photochem. Photobiol., A 169 (2004) 210-219
6. Oana M., Tintaru A., Gavriliu D., Maior O., and Hillebrand M. J. Phys. Chem. B 106 (2002) 257-263
7. Wagner B.D., Stojanovic N., Leclair G., and Jankowski C.K. J. Incl. Phenom. Macroc. Chem. 45 (2003) 275-283
8. Cameron K.S., and Fielding L. J. Org. Chem. 66 (2001) 6891-6895
9. Franchi P., Lucarini M., Mezzina E., and Pedulli G.F. J. Am. Chem. Soc. 126 (2004) 4343-4354
10. Lino A.C.S., and Loh W. J. Incl. Phenom. Macroc. Chem. 36 (2000) 267-277
11. Wimmer R., Aachmann F.L., Larsen K.L., and Petersen S.B. Carbohydr. Res. 337 (2002) 841-849
12. Lawtrakul L., Viernstein H., and Wolschann P. Int. J. Pharm. 256 (2003) 33-41
13. Fermeglia M., Ferrone M., Lodi A., and Pricl S. Carbohydr. Polym. 53 (2003) 15-44
14. Zheng Y., Haworth I.S., Zuo Zh., Chow M.S.S., and Chow A.H.L. J. Pharm. Sci. 94 (2005) 1079-1089
15. Jara F., Mascayano C., Rezende M.C., Tirapegui C., and Urzúa A. J. Incl. Phenom. Macroc. Chem. 54 (2006) 95-99
16. Reichardt C. Solvents and Solvent Effects in Organic Chemistry. 3rd ed (2003), Wiley-VCH, Weinheim pp 416-429
17. Rekharsky M.V., and Inoue Y. Chem. Rev. 98 (1998) 1875-1917
18. Hirayama F., Kurihara M., and Uekama K. Int. J. Pharm. 35 (1987) 193-199
19. Bertrand G.L., Faulkner Jr. J.R., Han S.M., and Armstrong D.W. J. Phys. Chem. 93 (1989) 6863-6867
20. Rudiger V., Eliseev A., Simova A., Schneider H.-J., Blandamer M.J., Cullis P.M., and Meyer A.J. J. Chem. Soc., Perkin Trans. 2 (1996) 2119-2123
21. Eftink M.R., and Harrison J.C. Bioorg. Chem. 10 (1981) 388-398
22. Kitagawa M., Hoshi H., Sakurai M., Inoue Y., and Chujo R. Bull. Chem. Soc. Jpn. 61 (1988) 4225-4229
23. Lipkowitz K.B. Chem. Rev. 98 (1998) 1829-1873
24. See Ref. 16, p. 447.
25. González D., Neilands O., and Rezende M.C. J. Chem. Soc., Perkin Trans. 2 (1999) 713-717
26. Dimroth K., Reichardt C., Siepmann T., and Bohlmann F. Liebigs Ann. Chem. 661 (1963) 1-37
27. Reichardt C., Milart P., and Schäfer G. Liebigs Ann. Chem. (1990) 441-447
28. Galdames J.S., and Rezende M.C. J. Chem. Res., Synop. (1998) 106-107
29. J. Chem. Res., Miniprint (1998) 601-613
30. Katrizky A.R., Lloyd J.M., and Patel R.C. J. Chem. Soc., Perkin Trans. 1 (1982) 117-123
31. Brooks B.R., Bruccoleri R.E., Olafson B.D., States D.J., Swaminahan S., and Karplus M.J. J. Comput. Chem. 4 (1983) 187-217
32. ACX, The Protein Data Bank (PDB; http://www.rcsb.org/pdb/).
33. BCD, The Protein Data Bank (PDB; http://www.rcsb.org/pdb/).
34. InsightII User Guide (1998), Accelrys, San Diego
35. Jorgensen W.L., Chandraskhar J., Madura J.D., Impey R.W., and Klein M.L. J. Chem. Phys. 79 (1983) 926-935