15-Deoxy-16-(m-tolyl)-17,18,19,20-tetranorisocarbacyclin: A simple TIC derivative with potent anti-apoptotic activity for neuronal cells

Chemical Communications

Volumn , Issue 4, 1999, Pages 307-308

  Suzuki, Masaaki ^a   Kato, Koichi ^b   Watanabe, Yumiko ^c   Satoh, Takumi ^c   Matsumura, Kiyoshi ^c   Watanabe, Yasuyoshi ^c   Noyori, Ryoji ^b  

^a GIFU UNIVERSITY   (Japan)

^b NAGOYA UNIVERSITY   (Japan)

^c OSAKA BIOSCIENCE INSTITUTE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBACYCLIN DERIVATIVE; PROSTACYCLIN RECEPTOR;

APOPTOSIS; ARTICLE; BINDING AFFINITY; CENTRAL NERVOUS SYSTEM; CHIRALITY; DRUG SELECTIVITY; HUMAN; NERVE CELL; NONHUMAN; RAT;

EID: 0033590717     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a807613h     Document Type: Article

References (23)

1. O. Hayaishi, FASEB J., 1991, 5, 2575; K. Matsumura, Y. Watanabe, H. Onoe and Y. Watanabe, Neuroscience, 1995, 65, 493; H. Wise, in Progress in Drug Research, ed. E. Jucker, Birkhäuser Verlag, Basel, Switzerland, 1997, vol. 49, p. 123.
2. O. Hayaishi, FASEB J., 1991, 5, 2575; K. Matsumura, Y. Watanabe, H. Onoe and Y. Watanabe, Neuroscience, 1995, 65, 493; H. Wise, in Progress in Drug Research, ed. E. Jucker, Birkhäuser Verlag, Basel, Switzerland, 1997, vol. 49, p. 123.
3. O. Hayaishi, FASEB J., 1991, 5, 2575; K. Matsumura, Y. Watanabe, H. Onoe and Y. Watanabe, Neuroscience, 1995, 65, 493; H. Wise, in Progress in Drug Research, ed. E. Jucker, Birkhäuser Verlag, Basel, Switzerland, 1997, vol. 49, p. 123.
4. M. Suzuki, K. Kato, R. Noyori, Y. Watanabe, H. Takechi, K. Matsumura, B. Långström and Y. Watanabe, Angew. Chem., Int. Ed. Engl., 1996, 35, 334; H. Takechi, K. Matsumura, Yu. Watanabe, K. Kato, R. Noyori, M. Suzuki and Y. Watanabe, J. Biol. Chem., 1996, 271, 5901.
5. M. Suzuki, K. Kato, R. Noyori, Y. Watanabe, H. Takechi, K. Matsumura, B. Långström and Y. Watanabe, Angew. Chem., Int. Ed. Engl., 1996, 35, 334; H. Takechi, K. Matsumura, Yu. Watanabe, K. Kato, R. Noyori, M. Suzuki and Y. Watanabe, J. Biol. Chem., 1996, 271, 5901.
6. Y. Watanabe, K. Matsumura, H. Takechi, K. Kato, H. Morii, M. Bjöikman, B. Långström, R. Noyori, M. Suzuki and Y. Watanabe, unpublished work.
7. Y. Watanabe, M. Suzuki, M. Björkman, K. Matsumura, Y. Watanabe, K. Kato, H. Doi, H. Onoe, S. Sihver, Y. Andersson, K. Kobayashi, O. Inoue, A. Hazato, L. Lu, M. Bergström, R. Noyori and B. Långström, Abstr. Pap. Neuroimage, Aarhus, May 16-18, 1997, vol. 5, p. A1.
8. M. Suzuki, H. Doi, M. Björkman, Y. Andersson, B. Långström, Y. Watanabe, R. Noyori, Chem. Eur. J., 1997, 3, 2039; Björkman, Y. Andersson, H. Doi, K. Kato, R. Noyori, M. Suzuki, Y. Watanabe and B. Långström, Acta Chem. Scand., 1998, 52, 635.
9. M. Suzuki, H. Doi, M. Björkman, Y. Andersson, B. Långström, Y. Watanabe, R. Noyori, Chem. Eur. J., 1997, 3, 2039; Björkman, Y. Andersson, H. Doi, K. Kato, R. Noyori, M. Suzuki, Y. Watanabe and B. Långström, Acta Chem. Scand., 1998, 52, 635.
10. N. H. Andersen and P. W. Ramwell, Arch. Intern. Med., 1974, 133, 30; P. W. Collins and S. W. Djuric, Chem. Rev., 1993, 93, 1533. For some exceptions in marine products, see: A. J. Weinheimer and R. L. Spraggins Tetrahedron Lett., 1969, 5185; R. J. Light and B. Samuelsson Eur. J. Biochem., 1972, 28, 232.
11. N. H. Andersen and P. W. Ramwell, Arch. Intern. Med., 1974, 133, 30; P. W. Collins and S. W. Djuric, Chem. Rev., 1993, 93, 1533. For some exceptions in marine products, see: A. J. Weinheimer and R. L. Spraggins Tetrahedron Lett., 1969, 5185; R. J. Light and B. Samuelsson Eur. J. Biochem., 1972, 28, 232.
12. N. H. Andersen and P. W. Ramwell, Arch. Intern. Med., 1974, 133, 30; P. W. Collins and S. W. Djuric, Chem. Rev., 1993, 93, 1533. For some exceptions in marine products, see: A. J. Weinheimer and R. L. Spraggins Tetrahedron Lett., 1969, 5185; R. J. Light and B. Samuelsson Eur. J. Biochem., 1972, 28, 232.
13. N. H. Andersen and P. W. Ramwell, Arch. Intern. Med., 1974, 133, 30; P. W. Collins and S. W. Djuric, Chem. Rev., 1993, 93, 1533. For some exceptions in marine products, see: A. J. Weinheimer and R. L. Spraggins Tetrahedron Lett., 1969, 5185; R. J. Light and B. Samuelsson Eur. J. Biochem., 1972, 28, 232.
14. M. Julia and J.-M. Paris, Tetrahedron Lett., 1973, 4833; P. J. Kocienski, B. Lythgoe and S. Ruston, J. Chem. Soc., Perkin Trans. I, 1978, 829.
15. M. Julia and J.-M. Paris, Tetrahedron Lett., 1973, 4833; P. J. Kocienski, B. Lythgoe and S. Ruston, J. Chem. Soc., Perkin Trans. I, 1978, 829.
16. B. Achmatowicz, E. Baranowska, A. R. Daniewski, J. Pankowski and J. Wicha, Tetrahedron, 1988, 44, 4989.
17. H. Hemmerle and H.-J. Gais, Angew. Chem., Int. Ed. Engl., 1989, 28, 349; M. Suzuki, H. Koyano, R. Noyori, H. Hashimoto, M. Negishi, A. Ichikawa and S. Ito, Tetrahedron, 1992, 48, 2635.
18. H. Hemmerle and H.-J. Gais, Angew. Chem., Int. Ed. Engl., 1989, 28, 349; M. Suzuki, H. Koyano, R. Noyori, H. Hashimoto, M. Negishi, A. Ichikawa and S. Ito, Tetrahedron, 1992, 48, 2635.
19. J. Tsuji, I. Shimizu, I. Minami and Y. Ohashi, Tetrahedron Lett., 1982, 4809.
20. T. Satoh, Y. Ishikawa, Y. Kataoka, Y. Cui, H. Yanase, K. Kato, Yu. Watanabe, K. Nakadate, K. Matsumura, H. Hatanaka, R. Noyori, M. Suzuki and Y. Watanabe, unpublished work.
21. K. E. Atkins, W. E. Walker and R. M. Manyik, Tetrahedron Lett., 1970, 3821; D. E. Bergbreiter and D. A. Weatherford, J. Chem. Soc., Chem. Commun., 1989, 883; E. Änggård and B. Samuelsson, J. Biol. Chem., 1964, 239, 4097.
22. K. E. Atkins, W. E. Walker and R. M. Manyik, Tetrahedron Lett., 1970, 3821; D. E. Bergbreiter and D. A. Weatherford, J. Chem. Soc., Chem. Commun., 1989, 883; E. Änggård and B. Samuelsson, J. Biol. Chem., 1964, 239, 4097.
23. K. E. Atkins, W. E. Walker and R. M. Manyik, Tetrahedron Lett., 1970, 3821; D. E. Bergbreiter and D. A. Weatherford, J. Chem. Soc., Chem. Commun., 1989, 883; E. Änggård and B. Samuelsson, J. Biol. Chem., 1964, 239, 4097.