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Modified Coumarins. 6. Synthesis of Substituted 5,6-Benzopsoralens

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Chemistry of Natural Compounds Aims and scope

Abstract

Substituted 5H-benzo[c]furo[3,2-g]chromen-5-ones, modified analogs of psoralen that contain a benzene ring annelated at the 5,6-position of a furo[3,2-g]chromen-7-one system, were synthesized from 3-hydroxy- 6H-benzo[c]chromen-6-ones.

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REFERENCES

  1. S. Ghosal, J. Reddy, and V. Lai, J. Pharm. Sci., 772 (1976).

  2. S.-J. Jeong, N.-Y. Kim, D.-H. Kim, T.-H. Kang, N.-H. Ahn, T. Miyamoto, R. Higuchi, and Y.-C. Kim, Planta Med., 66, 76 (2000).

    Google Scholar 

  3. E. Lederer and J. Polonsky, Bull. Soc. Chim. Fr., 831 (1948).

  4. H. Raistrick, C. E. Stickings, and R. Thomas, Biochem. J., 55, 421 (1953).

    Google Scholar 

  5. G. G. Freeman, Phytochemistry, 5, 719 (1966).

    Google Scholar 

  6. A. Starratt and G. White, Phytochemistry, 7, 1883 (1968).

    Google Scholar 

  7. M. A. M. Nawwar and A. M. A. Souleman, Phytochemistry, 23, 2966 (1984).

    Google Scholar 

  8. M. A. M. Nawwar and S. Hussein, Phytochemistry, 36, 793 (1994).

    Google Scholar 

  9. T.-C. Lin and F.-L. Hsu, Chin. Pharm. J. (Taipei), 48, 167 (1996); Chem. Abstr., 125, 190600 (1996).

    Google Scholar 

  10. K. Ishiguro, M. K. Yamaki, and K. Isoi, Phytochemistry, 29, 1010 (1990).

    Google Scholar 

  11. A. P. N. Burger, E. V. Brandt, and D. G. Roux, Phytochemistry, 22, 2813 (1983).

    Google Scholar 

  12. "Montecatini" Societa Generale per l'Industria Mineraria e Chimica, Ital. 598,913, Oct. 19, 1959; Chem. Abstr., 59, 10057g (1963).

  13. J. D. Douros, Jr., and E. J. McNelis, U.S. Pat. No. 3,248,286, April 26, 1966; Chem. Abstr., 65, 4578c (1966).

    Google Scholar 

  14. D. R. Meyer, A. D. Sill, and P. L. Tiernan, U.S. Pat. No. 4,169,897, 02 Oct 1979; Chem. Abstr., 92, P58501e (1980).

  15. M. Ikeda, T. Sakai, S. Tsuai, I. Zuao, H. Ryan, S. Iyau, Y. Kai, Y. Kako, I. Tsukada, and M. Yanagisawa, Jpn. Kokai Tokkyo Koho JP 08,268,890, 15 Oct 1996; Chem. Abstr., 126, P74678u (1997).

    Google Scholar 

  16. H. Nakayama, M. Ishikura, Y. Udea, K. Imai, M. Terajima, and A. Suzui, Jpn. Kokai Tokkyo Koho JP 01,250,373, 05 Oct 1989; Chem. Abstr., 112, 178673r (1990).

    Google Scholar 

  17. R. L. Dow, PCT int. Appl. WO 92 21,660, 10 Dec 1992; Chem. Abstr., 118, 191567c (1993).

    Google Scholar 

  18. M. Hickey, I. Coutts, L. Tsang-Tan, and C. Pogson, Biochem. Soc. Trans., 23, 6075 (1995).

    Google Scholar 

  19. M. D. Mashkovskii, Medicinal Preparations [in Russian], Gamta, Vilnius (1994), Vol. 2, p. 170.

    Google Scholar 

  20. S. Kawaii, Y. Tomono, E. Katase, K. Ogawa, and M. Yano, Anticancer Res., 2505 (2000).

  21. N. P. Maksyutina, N. F. Komisarenko, and A. F. Prokopenko, Plant Medicinal Preparations [in Russian], Zdorov?e, Kiev (1985), p. 117.

    Google Scholar 

  22. A. Attia, A. M. Islam, A. M. El-Maghraby, and Y. Ammar, J. Prakt. Chem., 1039 (1979).

  23. T. Okamoto, S. Yoshida, T. Kobayashi, and S. Okabe, Int. J. Mol. Med., 177 (2001).

  24. O. H. Hishmat, A. H. Abd El Rahman, K. M. Khalil, and M. I. Moawad, J. Pharm. Sci., 1046 (1982).

  25. P. Zhou, Y. Takaishi, H. Duan, B. Chen, G. Honda, M. Itoh, Y. Takeda, O. K. Kodzhimatov, and K.-H. Lee, Phytochemistry, 53, 689 (2000).

    Google Scholar 

  26. Y. Shikishima, Y. Takaishi, G. Honda, M. Ito, Y. Takeda, O. K. Kodzhimatov, O. Ashurmetov, and K.-H. Lee, Chem. Pharm. Bull., 49, 877 (2001).

    Google Scholar 

  27. W. Hurtley, J. Chem. Soc., 1870 (1929).

  28. F. H. Lahey and J. K. McLeod, Aust. J. Chem., 20, 1943 (1967).

    Google Scholar 

  29. J. K. MacLeod, B. R. Worth, and R. J. Wells, Aust. J. Chem., 31, 1533 (1978).

    Google Scholar 

  30. B. V. Rao and V. V. Somayajulu, J. Indian Chem. Soc., 57, 837 (1980).

    Google Scholar 

  31. J. P. Delvin, Can. J. Chem., 343 (1975).

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Garazd, Y.L., Ogorodniichuk, A.S., Garazd, M.M. et al. Modified Coumarins. 6. Synthesis of Substituted 5,6-Benzopsoralens. Chemistry of Natural Compounds 38, 424–433 (2002). https://doi.org/10.1023/A:1022103524800

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