Synthesis of analogues of 5-aminolaevulinic acid and inhibition of 5-aminolaevulinic acid dehydratase

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 1, 1998, Pages 89-101

  Appleton, Diana ^a   Duguid, A Bruce ^a   Lee, Sung Koo ^b   Ha, Young Jin ^b   Ha, Hyun Joon ^b   Leeper, Finian J ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b Hankuk University of Foreign Studies   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748590301     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a704544a     Document Type: Article

References (44)

1. Preliminary account of part of this work: D. Appleton and F. J. Leeper, Chem. Commun., 1996, 303.
2. F. J. Leeper, Nat. Prod. Rep., 1989, 6, 171.
3. D. L. Nandi and D. Shemin, J. Biol. Chem., 1968, 243, 1231 and 1236.
4. A. M. Cheh and J. B. Neilands, Struct. Bonding (Berlin), 1976, 29, 123.
5. P. N. B. Gibbs and P. M. Jordan, Biochem. J., 1986, 236, 447.
6. P. Spencer and P. M. Jordan, Biochem. J., 1995, 305, 151.
7. H.-J. Ha, J.-W. Park, S.-J. Oh, J.-C. Lee and C.-E. Song, Bull. Korean Chem. Soc., 1993, 14, 652.
8. J. S. Seehra and P. M. Jordan, Eur. J. Biochem., 1981, 113, 435.
9. E. K. Jaffe, R. M. Petrovich and M. Volin, Bioorg. Chem., 1995, 23, 450.
10. E. K. Jaffe, W. R. Abrams, H. X. Kaempfen and K. A. Harris, Biochemistry, 1992, 31, 2113.
11. E. K. Jaffe, M. Volin, C. B. Myers and W. R. Abrams, Biochemistry, 1994, 33, 11554.
12. L. B. Barkley, W. S. Knowles, H. Raffelson and Q. E. Thompson, J. Am. Chem. Soc., 1956, 78, 4111.
13. D. Milstein and J. K. Stille, J. Org. Chem., 1979, 44, 1613.
14. D. P. Bloxham and R. A. Chalkley, Biochem. J., 1976, 159, 201.
15. F. J. Leeper and M. Rock, J. Fluorine Chem., 1991, 51, 381.
16. R. K. Olsen, K. L. Bhat, R. B. Wardle, W. J. Hennen and G. D. Kini, J. Org. Chem., 1985, 50, 896.
17. C. Herdeis, Synthesis, 1986, 3, 232.
18. E. Differing and H. Ofner, Synlett., 1991, 187.
19. T. Umemoto and K. Tomita, Tetrahedron Lett., 1986, 27, 3271.
20. R. E. Banks, S. N. Mohialdin-Khaffaf, G. S. Lal, I. Sharif and R. G. Syvret, J. Chem. Soc., Chem. Commun., 1992, 595.
21. J. T. Welch, J. S. Plummer and T.-S. Chou, J. Org. Chem., 1991, 56, 353.
22. G. Just and D. Crosilla, Can. J. Chem., 1980, 58, 2349.
23. D. A. Evans, K. M. Hurst, L. K. Truesdale and J. M. Takacs, Tetrahedron Lett., 1977, 2495;
24. D. A. Evans, K. M. Hurst and J. M. Takacs, J. Am. Chem. Soc., 1978, 100, 3467.
25. H.-J. Ha, S.-K. Lee, Y.-J. Haand J.-W. Park, Synth. Commun., 1994, 24, 2557.
26. J. C. Micheau and A. Lattes, Bull. Soc, Chim. Fr., 1970, 11, 4018.
27. P. M. Jordan and J. S. Seehra, FEBS Lett., 1980, 114, 283.
28. P. M. Jordan and J. S. Seehra, J. Chem. Soc., Chem. Commun., 1980, 240.
29. P. M. Jordan and P. N. B. Gibbs, Biochem. J., 1985, 227, 1015.
30. N. P. J. Stamford, D. Appleton and F. J. Leeper, manuscript in preparation.
31. D. Mauzerall and S. Granick, J. Biol. Chem., 1956, 219, 435.
32. R. M. Lüönd, J. Walker and R. W. Neier, J. Org. Chem., 1992, 57, 5005.
33. P. N. B. Gibbs, M. G. Gore and P. M. Jordan, Biochem. J., 1985, 225, 573.
34. P. Spencer and P. M. Jordan, Biochem. J., 1993, 290, 279.
35. M. Hansson, L. Rutberg, I. Schröder and L. Hederstedt, J. Bacteriol., 1991, 173, 2590.
36. E. K. Jaffe, Comments Inorg. Chem., 1993, 15, 67.
37. P. Nayar, N. J. Stolowich and A. I. Scott, Bioorg. Med. Chem. Lett., 1995, 5, 2105.
38. F. J. Leeper, M. Rock and D. Appleton, J. Chem. Soc., Perkin Trans. 1, 1996, 2633.
39. J. Ratusky and F. Sorm, Chem. Listy, 1957, 51, 1091
40. (Chem. Abstr., 1957, 51, 13 843a).
41. D. B. Denney and S. T. Ross, J. Org. Chem., 1962, 27, 998.
42. N. A. Porter, D. M. Scott, I. J. Rosenstein, B. Giese, A. Veit and H. G. Zeitz, J. Am. Chem. Soc., 1991, 113, 1791.
43. M. W. Rathke and A. Lindert, Tetrahedron Lett., 1971, 3995.
44. R. Schwyzer, US Pat. 2 824 863, 1958 (Chem. Abstr., 1958, 52, 14 689e).