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Violacein/β-Cyclodextrin Inclusion Complex Formation Studied by Measurements of Diffusion Coefficient and Circular Dichroism

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Abstract

The formation of inclusion compounds between violacein andβ-cyclodextrin was studied by diffusion and circulardichroism measurements. The present work was undertaken to explore the feasibilityof the β-cyclodextrin in reducing the toxicity and enhancing the antitumoral efficacy ofviolacein by forming an inclusion complex. The results of the two experimentsare in good agreement, suggesting the formation of 1 : 1 and 1 : 2 complexes.The diffusion coefficient measurements enabled estimates of the sizes of the complexesinvolved. From the circular dichroism and computational calculations it was possibleto view a preference for inclusion of the most polar part of the molecule to form a1 : 2 inclusion complex. We expect that this work proves the potential of thesetechniques to determining complex stoichiometry.

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References

  1. P. Bortolus and S. Monti: In D. C. Neckers, D. H. Volman and G. von Bünau (eds.), Advances in Photochemistry, Volume 21, Wiley-Interscience, New York (1996), p. 1.

  2. K. B. Lipkowitz: Chem. Rev. 98, 1829 (1998).

    Google Scholar 

  3. M. V. Dekharsky and Y. Inoue: Chem. Rev. 98, 1875 (1998).

    Google Scholar 

  4. W. Saenger: Angew. Chem. Int. Ed. Engl. 19, 344 (1980).

    Google Scholar 

  5. D. Parker and R. Kataky: J. Chem. Soc., Chem. Commun. 2, 141 (1997).

    Google Scholar 

  6. K. A. Connors: Chem. Rev. 97, 1325 (1997).

    Google Scholar 

  7. V. J. Stella and R. A. Rajewski: Pharm. Res. 14, 556 (1997).

    Google Scholar 

  8. G. Koehler, G. Grabner, C. T. H. Klein, G. Marconi, B. Mayer, S. Monti, K. Rechthaler, K. Rotkiewicz, H. Veirnstein, and P. Wolschann: J. Incl. Phenom. Mol. Recognit. Chem. 25, 103 (1996).

    Google Scholar 

  9. A. E. Beezer, J. C. Mitchell, and D. J. Andrews: Pestic. Sci. 35, 375 (1992).

    Google Scholar 

  10. W. Loh, A. E. Beezer, and J. C. Mitchell: Lagmuir. 10, 3431 (1994).

    Google Scholar 

  11. A. C. S. Lino and W. Loh: J. Incl. Phenom. Mol. Recognit. Chem., submitted (1998).

  12. A. Gafni and Y. Cohen: J. Org. Chem. 62, 120 (1997).

    Google Scholar 

  13. M.-X. Li, N.-Q. Li, Z.-N. Gu, X.-H. Zhou, Y.-L. Sun, and Y.-Q. Wu: Electrochim. Acta. 41, 2877 (1996).

    Google Scholar 

  14. M. I. Manzanares, V. Solís, and R. H. de Rossi: J. Electroanal. Chem. 407, 141 (1996).

    Google Scholar 

  15. K. Uekama, M. Otagiri, Y. Kanie, S. Tanaka, and K. Ikeda: Chem. Pharm. Bull. 23, 1421 (1975).

    Google Scholar 

  16. H. Nakahara, H. Tanaka, K. Kukuda, M. Matsumoto and W. Tagaki: Thin Solid Films 284 (1996).

  17. R. Guo, J. Chang, S. Lin, R. Chen, J. Hu, and H. Zhang: Guangpuxue Yu Guangpu Fenxi. 16, 38 (1996). Chem. Abstr. 125, 86074 (1994).

    Google Scholar 

  18. S. Hamai: J. Incl. Phenom. Mol. Recognit. Chem. 27, 57 (1997).

    Google Scholar 

  19. B. Mayer, G. Marconi, C. Klein, G. Köhler, and P.Wolschann: J. Incl. Phenom. Mol. Recognit. Chem. 29, 79 (1997).

    Google Scholar 

  20. G. Marconi and B. Mayer: Pure Appl. Chem. 69, 779 (1997).

    Google Scholar 

  21. Y. Wu and J. Jin: Sichuan Daxue Xuebao, Ziran Kexueban. 33, 560 (1966). Chem. Abstr. 126, 317579 (1997).

    Google Scholar 

  22. X. Shen, M. Belletête, and G. Durocher: J. Phys. Chem. B 102, 1877 (1998).

    Google Scholar 

  23. A. Harada, J. Lin, and M. Kamachi: Nature 356, 325 (1992).

    Google Scholar 

  24. A. Harada, J. Lin, and M. Kamachi: Nature 370, 126 (1994).

    Google Scholar 

  25. N. Durán and A. Faljoni-Alario: An. Acad. Brasil. Ciên. 52, 287 (1980). Chem. Abstr. 94, 27065c (1981).

    Google Scholar 

  26. D. Rettori and N. Durán: World J. Microbiol. Biotechnol. 14, 685 (1998).

    Google Scholar 

  27. M. Haun, M. F. Pereira, M. E. Hoffmann, R. Riveros, A. Joyas, V. Campos, and N. Durán: Biol. Res. 25, 21 (1992).

    Google Scholar 

  28. N. Durán, R. V. Antônio, M. Haun, and R. A. Pilli: World J. Microbiol. Biotechnol. 10, 686 (1994).

    Google Scholar 

  29. N. Durán, S. Erazo, and V. Campos: An. Acad. Brasil. Ciênc. 55, 231 (1983). Chem. Abstr. 100, 48417b (1984).

    Google Scholar 

  30. N. Durán, P. S. Melo, and M. Haun: Proc. XXV Annual Meeting Brazilian Biochemical Society (Escritorio & Editorial, São Paulo, S.P., Brazil), Caxambu, M.G., Brazil O-24 (1996), p. 150.

    Google Scholar 

  31. N. Durán, P. S. Melo, and M. Haun: Proc. VIII Brazilian National Meeting in Virology (Brazilian Soc. Virology Publ., UNESP, Jaboticabal, S. P., Brazil), São Lourenço, M.G., Brazil (1996).

    Google Scholar 

  32. P. S. Melo, M. Haun, and N. Durán: FASEB J. 11(Suppl.), A1418 (1997).

    Google Scholar 

  33. N. Durán and M. Haun: Brazilian Patent PI 9702918 (1997).

  34. U. V. Singh and N. Udupa: Indian J. Physiol. Pharmacol. 41, 171 (1997).

    Google Scholar 

  35. U. V. Singh and N. Udupa: Pharm. Sci. 3, 573 (1997).

    Google Scholar 

  36. W. Loh, C. A. Tonegutti, and P. L. O. Volpe: J. Chem. Soc. Faraday Trans. 89, 113 (1993).

    Google Scholar 

  37. A. Akizadeth, C. A. Nieto de Castro, and W. A. Wakeham: Int. J. Thermophys. 1, 243 (1980).

    Google Scholar 

  38. W. E. Price, R. A. Trickett, and K. R. Harris: J. Chem. Soc. Faraday Trans. 1 85, 3281 (1989).

    Google Scholar 

  39. A. E. Eastel and L. A. Woolf: J. Chem. Soc. Faraday Trans. 1 80, 1287 (1989).

    Google Scholar 

  40. R. A. Noulty and D. G. Leaist: J. Chem. Eng. Data 32, 418 (1987).

    Google Scholar 

  41. G. Grabner, S. Monti, G. Marconi, B. Mayer, C. Klein, and G. Köhler: J. Phys. Chem. 100, 20068 (1996).

    Google Scholar 

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De Azevedo, M.B.M., Alderete, J.B., Lino, A.C.S. et al. Violacein/β-Cyclodextrin Inclusion Complex Formation Studied by Measurements of Diffusion Coefficient and Circular Dichroism. Journal of Inclusion Phenomena 37, 67–74 (2000). https://doi.org/10.1023/A:1008186706573

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