Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Intramolecular Ring-Ring Stacking Interartions between 8-Methoxypsoralen and Adenine Induced by Polymethylene Bridges.

  • Published : 20010600
Download PDF
⟨ Previous Next ⟩

Abstract

Intramolecular ring-ring interactions in the model compounds, $8-methoxypsoralen-CH_2O(CH_2)n-adenine(MOPCH_2OCnAd$, n=2, 3, 5, and 6) in which 5' position of 8-methoxypsoralne (8-MOP) is linked by different polymethylene bridges to N9 of adenine, have been investigated by hypochromism measurements. Efficient ring-ring stacking interactions have been observed in $MOPCH_2CO2Ad$ (7) from the percent hypochromism(%H) and fluorescence spectra of the models and a reference molecule. The 8-methoxyposralen-adenine systems have shown stronger ring-ring stacking interaction than the psoralen-adenine system.

Keywords

References

  1. J. Photochem. Photobiol. v.29 no.1177 Song, P. S.;Tapley, K. J.
  2. J. Photosci. v.2 no.37 Shim, S. C.;Jeon, Y. H.;Kim, D. W.;Han, G. S.;Yoo, D. J.
  3. Organic Photochemistry and Photobiology. Shim, S. C.;Song, P. S.
  4. Il Famaco. v.55 no.515 Zarebska, Z.;Waszkowska, E.;Caffieri, S.;Dall`Acqua, F.
  5. Photochem. Photobiol. v.24 no.647 Rodighiero, G.;Dall`Acqua, F.
  6. Pathak, M. A. N. Engl. J. Med. v.291 no.1207 Parrish, J. A.;Fitzpatrick, T. B.;Tanenebaum, L.
  7. Egypt Med. Assoc. v.31 no.651 El Mofty, A. M. J. R.
  8. J. Am. Dermatol. v.10 no.238 Homigsmann, H.;Brenner, W.;Rauschmeier, W.;Konrad, K.;Wolff, K.
  9. Annu. Rev. Biochem. v.54 no.1151 Cimino, G. P.;Gamper, H. B.;Issacs, S. T.;Hearst, J. E.
  10. Science. v.193 no.62 Hanson, C. V.;Shen, C. K.;Hearst, J. E.
  11. Chem. Biol. Interact. v.21 no.103 Dall`Acqua, F.;Terbojecvich, M.;Marciani, S.;Vedaldi, D.;Recher, M.
  12. In Primary Process in Biology and Medicine. Dall`Acqua, F.;Caffieri, S.;Rodighiero, G.;Benasson, R.;Jori, G.;Land, E. J.;Truscoff, G.;(Eds.)
  13. J. Tetrahedron Lett. v.22 no.1247 Decout. J. L.;Lhomme, J.
  14. Photochem. Phbiol. v.34 no.183 Castellan, A.;Desvergne, J. P.
  15. J. Photochem. Phobiol. v.37 no.155 Decout. J. L.;Lhomme, J.
  16. J. Photochem. Photobiol. v.48 no.583 Decout, J. L.;Huart, G.;Lhomme, J.
  17. J. Photochem. Photobiol. v.48 no.597 Decout, J.;Lhomme.
  18. Photochem. Photobiol. v.58 no.164 Yun, M. H.;Choi, S. J.;Shim, S. C.
  19. Purification of Laboratory Chemicals. Perrin, D. D.;Armarego, W. L. F.
  20. J. Tetrahedron. v.49 no.2353 Joshi, R. V.;Zemlicka.
  21. ActaChem. Acad. Sci. Hung. v.77 no.205 Aboulezz, A. F.;El-Attar, A. A.;El-Sockary, M. A.
  22. Biochemistry. v.22 no.4878 Hansen, J. B.;Koch, T.;Buchart, O.;Nielsen, P. E.;Wirth, M.;Norden, B.
  23. J. Org. Chem. v.42 no.353 Kocienski, P. J.;Cernigliaro, G.;Feldstein, G.
  24. J. Am. Chem. Soc. v.95 no.4010 Leonard, N. J.;Ito, K.
  25. J. Am. Chem. Soc. v.98 no.613 Bolte, J.;Demuynck, C.;Lhomme, J.
  26. Photophysiology. v.7 no.155 Musajo, L.;Rodighiero, G.
  27. Biochemistry. v.17 no.813 Ou, C. N.;Tsai, C. H.;Tapley, K. J.;Song, P. S.
  28. J. Am. Chem. Soc. v.97 no.4095 Mutai, K.;Gruber, B. A.;Leonard, N. J.

Cited by

  1. Photohysical Properties of New Psoralen Derivatives:Psoralens Linked to Adenine through Polymethylene Chains vol.23, pp.9, 2001, https://doi.org/10.5012/bkcs.2002.23.9.1315