Inhibitors of the bacterial cell wall biosynthesis enzyme Mur D

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 13, 1998, Pages 1643-1648

  Gegnas, Laura D ^a   Waddell, Sherman T ^a   Chabin, Renee M ^a   Reddy, Sreelatha ^a   Wong, Kenny K ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFECTIVE AGENT; BACTERIAL ENZYME; ENZYME INHIBITOR; MURAMIC ACID; PEPTIDOGLYCAN;

ARTICLE; BACTERIAL CELL WALL; DRUG SYNTHESIS; ENZYME INHIBITION; ESCHERICHIA COLI; NONHUMAN; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

CELL WALL; ESCHERICHIA COLI; MOLECULAR STRUCTURE; ORGANOPHOSPHORUS COMPOUNDS; PEPTIDE SYNTHASES;

EID: 0032493338     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00285-6     Document Type: Article

References (29)

1. 1. Bugg, T. D. H.; Walsh, C. T. Natural Product Reports 1992, 199.
2. 2. (a) Meek, T. D.; Johnson, K. A.; Villafranca, J. J. Biochemistry 1982, 21, 2158.
3. (b) Meek, T. D.; Villafranca, J. J. Biochemistry, 1980, 19, 5513.
4. (c) Stadtman, E. R.; Ginsberg, A. In The Enzymes; Boyer, P. D., Ed.; Academic: New York, 1974; Vol. 10, pp 755-807.
5. (d) Wedler, F. C.; Horn, B. R. J. Biol. Chem. 1976, 251, 7530.
6. (e) Midelfort, C. F.; Rose, I. A. J. Biol. Chem. 1976, 251, 5881.
7. 3. (a) Kato, H.; Tanaka, T.; Yamaguchi, H.; Hara, T.; Nishioka, T.; Katsube, Y.; Oda, J. Biochemistry 1994, 33, 4995.
8. (b) Tanaka, T.; Yamaguchi, H.; Kato, H.; Nishioka, T.; Katsube, Y.; Oda, J. Biochemistry 1993, 32, 12398.
9. (c) Meister, A. In The Enzymes; Boyer, P. D., Ed.; Academic: New York, 1974; Vol. 10, pp 671-697.
10. 4. (a)Shi, Y.; Walsh, C. T. Biochemistry 1995, 34, 2768.
11. (b) Mullins, L. S.; Zawadzke, L. E.; Walsh, C. T.; Raushel, F. M. J. Biol. Chem. 1990, 265, 8993.
12. (c) Fan, C.; Moews, P. C.; Walsh, C. T.; Knox, J. R. Science 1994, 266, 439.
13. 5. Falk, P. J.; Ervin, K. M.; Volk, K. S.; Ho, H-T. Biochemistry 1996, 35, 1417.
14. 6. Vaganay, S.; Tanner, M. E.; van Heijenoort, J. ; Blanot, D. Microbial Drug Resistance 1996, 2, 51.
15. 7. (a) Abell, L. M.; Villafranca, J. J. Biochemistry 1991, 30, 6135.
16. (b) Colanduoni, J. A.; Villafranca, J. J. Bioorg. Chem. 1986, 14, 163.
17. 8. Hiratake, J.; Kato, H.; Oda, J. J. Am. Chem. Soc. 1994, 116, 12059.
18. 9. Parsons, W. H.; Patchett, A. A.; Bull, H. G.; Schoen, W. R.; Taub, D.; Davidson, J.; Combs, P. L.; Springer, J. P.; Gadebusch, H.; Weissberger, B.; Valiant, M. E.; Mellin, T. N.; Busch, R. D. J. Med. Chem. 1988, 31, 1772.
19. 10. (a) McDermott, A. E.; Creqzet, F.; Griffin, R. G.; Zawadzke, L. E.; Ye, Q.-Z.; Walsh, C. T. Biochemistry 1990, 29, 5767.
20. (b) Duncan, K.; Walsh, C. T. Biochemistry 1988, 27, 3709.
21. 11. Tanner, M. E.; Vaganay, S.; van Heijenoort, J. ; Blanot, D. J. Org. Chem. 1996, 61, 1756.
22. 12. Baylis, E. K.; Campbell, C. D.; Dingwall, J. G. J. Chem. Soc. Perkin Trans. I 1984, 2845.
23. 13. Amri, H.; Rambaud, M.; Villieras, J. Tetrahedron Lett. 1989, 30, 7381.
24. 14. Available from Sigma Chemical Company.
25. 15. Tzokov, S. B.; Devedjiev, I. T.; Bratovanova, E. K.; Petkov, D. D. Angew. Chem. Int. Ed. Engl. 1994, 33, 2302.
26. 16. Bieg, T.; Szeja, W. Synthesis 1985, 76.
27. 17. Inage, M.; Chake, H.; Kusumoto, S.; Shiba, T. Chem. Lett. 1982, 1281.
28. 18. Moffatt, J. G.; Khorana, H. G. J. Am. Chem. Soc. 1961, 83, 649.
29. 19. Wittman, V.; Wong, C.-H. J. Org. Chem. 1997, 62, 2144.