Differential poisoning of topoisomerases by menogaril and nogalamycin dictated by the minor groove-binding nogalose sugar

Biochemistry

Volumn 36, Issue 43, 1997, Pages 13285-13291

  Sim, Sai Peng ^a   Gatto, Barbara ^a   Yu, Chiang ^a   Liu, Angela A ^a   Li, Tsai Kun ^a   Pilch, Daniel S ^a   LaVoie, Edmond J ^b   Liu, Leroy F ^a  

^a RUTGERS ROBERT WOOD JOHNSON MEDICAL SCHOOL   (United States)

^b RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACYCLINE ANTIBIOTIC AGENT; CAMPTOTHECIN; DEOXYRIBONUCLEASE I; DNA TOPOISOMERASE; HOE 33342; MENOGARIL; MITOXANTRONE; NOGALAMYCIN;

ARTICLE; BASE PAIRING; BINDING SITE; CONTROLLED STUDY; DNA FOOTPRINTING; DRUG DNA BINDING; DRUG MECHANISM; ENZYME BINDING; ENZYME INHIBITION; HUMAN; HUMAN CELL; INHIBITION KINETICS; PRIORITY JOURNAL; SEQUENCE ANALYSIS;

ANTI-BACTERIAL AGENTS; BASE SEQUENCE; DEOXYRIBONUCLEASE I; DNA; DNA DAMAGE; DNA FOOTPRINTING; DNA TOPOISOMERASES, TYPE I; DNA TOPOISOMERASES, TYPE II; ENZYME STABILITY; MENOGARIL; METHYLMANNOSIDES; NOGALAMYCIN; TETRACYCLINES;

MAMMALIA;

EID: 0030836293     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi971261x     Document Type: Article

References (60)

1. Hsiang, Y.-H., Hertzberg, R., Hecht, S., and Liu, L. F. (1985) J. Biol. Chem. 260, 14873-14878.
2. Porter, S. E., and Champoux, J. J. (1989) Nucleic Acids Res. 17, 8521-8532.
3. Chen, A. Y., Yu, C., Gatto, B., and Liu, L. F. (1993b) Proc. Natl. Acad. Sci. U.S.A. 90, 8131-8135.
4. Fuji, N., Yamashita, Y., Saitoh, Y., and Nakano, H. (1993) J. Biol. Chem. 268, 13160-13165.
5. Poddevin, B., Riou, J. F., Lavelle, F., and Pommier, Y. (1993) Mol. Pharmacol. 44, 767-774.
6. Wang, L. K., Johnson, R. K., and Hecht, S. M. (1993) Chem. Res. Toxicol. 6, 813-818.
7. Yoshinari, T., Yamada, A., Uemura, D., Nomura, K., Arakawa, H., Kojiri, K., Yoshida, E., Suda, H., and Okura, A. (1993) Cancer Res. 53, 490-494.
8. Leteurtre, F., Fujimori, A., Tanizawa, A., Chhabra, A., Mazumder, A., Kohlhagen, G., Nakano, H., and Pommier, Y. (1994) J. Biol. Chem. 269, 27702-27707.
9. Sun, Q., Gatto, B., Yu, C., Liu, A., Liu, L. F., and LaVoie, E. J. (1994) Bioorg. Med. Chem. Lett. 4, 2771-2776.
10. Kanzawa, F., Nishio, K., Kubota, N., and Saijo, N. (1995) Cancer Res. 55, 2806-2813.
11. Makhey, D., Gatto, B., Yu, C., Liu, A., Liu, L. F., and LaVoie, E. J. (1995) Med. Chem. Res. 5, 1-12.
12. Sun, Q., Gatto, B., Yu, C., Liu, A., Liu, L. F., and LaVoie, E. J. (1995) J. Med. Chem. 38, 3638-3644.
13. Gatto, B., Sanders, M. M., Yu, C., Wu, H.-Y., Mahkey, D., LaVoie, E. J., and Liu, L. F. (1996) Cancer Res. 56, 2895-2700.
14. Makhey, D., Gatto, B., Yu, C., Liu, A., Liu, L. F., and LaVoie, E. J. (1996) Bioorg. Med. Chem. 4, 781-791.
15. Trask, D. K., and Muller, M. T. (1988) Proc. Natl. Acad. Sci. U.S.A. 85, 1417-1421.
16. Wassermann, K., Markovits, J., Jaxel, C., Capranico, G., Kohn, K. W., and Pommier, Y. (1990) Mol. Pharmacol. 38, 38-45.
17. Yamashita, Y., Kawada, S., Fujii, N., and Nakano, H. (1991) Biochemistry 30, 5838-5845.
18. Bodley, A. L., Liu, L. F., Israel, M., Giuliani, F. C., Silber, R., Kirschenbaum, S., and Potmesil, M. (1989) Cancer Res. 49, 5969-5978.
19. Chen, A. Y., Yu, C., Bodley, A., Peng, L. F., and Liu, L. F. (1993a) Cancer Res. 53, 1332-1337.
20. Pilch, D. S., Xu, Z., Sun, Q., LaVoie, E. J., Liu, L. F., Geacintov, N. E., and Breslauer, K. J. (1996) Drug Des. Discovery 13, 115-133.
21. Clark, G. R., Gray, E. J., and Neidle, S. (1996) Biochemistry 35, 13745-13752.
22. Li, L. H., and Krueger, W. C. (1991) Pharmacol. Ther. 51, 239-255.
23. Searle, M. S., Hall, J. G., Denny, W. A., and Wakelin, L. P. G. (1988) Biochemistry 28, 4340-4349.
24. Gao, Y.-G., Liaw, Y.-C., Robeinson, H., and Wang, A. H.-J. (1990) Biochemistry 29, 10307-10316.
25. Zhang, X., and Patel, D. J. (1990) Biochemistry 29, 9451-9466.
26. Egli, M., Williams, L. D., Frederick, C. A., and Rich, A. (1991) Biochemistry 30, 1364-1372.
27. van Houte, L. P. A., van Garderen, C. J., and Patel, D. J. (1993) Biochemistry 32, 1667-1674.
28. Neidle, S., Pearl, L. H., and Skelly, J. V. (1987) Biochem. J. 243, 1-13.
29. Fox, K. R., and Alam, Z. (1992) Eur. J. Biochem. 209, 31-36.
30. Halligan, B. D., Edward, K. A., and Liu, L. F. (1985) J. Biol. Chem. 260, 2475-2482.
31. Beck, W. T., Cirtain, M. C., Danks, M. K., Felsted, R. L., Safa, A. R., Wolverton, J. S., Suttle, D. P., and Trent, J. M. (1987) Cancer Res. 47, 5455-5460.
32. Sambrook, J., Fritsch, E. F., and Maniatis, T. (1989) Molecular cloning: a laboratory manual, 2nd ed., Cold Spring Harbor Laboratory, Plainview, New York.
33. Maxam, A. H., and Gilbert, W. (1977) Proc. Natl. Acad. Sci. U.S.A. 74, 560-564.
34. Ono, K., Ikegami, Y., Nishizawa, M., and Andoh, T. (1992) Jpn. J. Cancer Res. 83, 1018-1023.
35. Bugg, B. Y., Danks, M. K., Beck, W. T., and Suttle, D. P. (1991) Proc. Natl. Acad. Sci. U.S.A. 88, 7654-7658.
36. Pommier, Y., Kohlhagen, G., Kohn, K. W., Leteurtre, F., Wani, M. C., and Wall, M. E. (1995) Proc. Natl. Acad. Sci. U.S.A. 92, 8861-8865.
37. Liaw, Y. C., Gao, Y.-G., Robinson, H., Van der Marel, G. A., Van Boom, J. H., and Wang, A. H.-J. (1989) Biochemistry 27, 9913-9918.
38. Tewey, K. M., Rowe, T. C., Yang, L., Halligan, B. C., and Liu, L. F. (1984) Science 226, 466-468.
39. Jaxel, C., Capranico, G., Kerrigan, D., Kohn, K. W., and Pommier, Y. (1991) J. Biol. Chem. 266, 20418-20423.
40. Li, L. H., Fraser, T. J., Olin, E. J., and Bhuyan, B. K. (1972) Cancer Res. 32, 2643-2650.
41. D'Arpa, P., Beardmore, C., and Liu, L. F. (1990) Cancer Res. 50, 6919-24.
42. Holm, C., Convey, J. M., Kerrigan, D., and Pommier, Y. (1989) Cancer Res. 49, 6365-6368.
43. Hsiang, Y. H., Lihou, M. G., and Liu, L. F. (1989) Cancer Res. 49, 5077-5082.
44. Tsao, Y. P., Russo, A., Nyamuswa, G., Silber, R., and Liu, L. F. (1993) Cancer Res. 53, 5908-5914.
45. Wu, R. S., Kumar, A., and Warner, J. R. (1971) Proc. Nat. Acad. Sci. U.S.A. 68, 3009-3014.
46. Zhang, H., Wang, J. C., and Liu, L. F. (1988) Proc. Natl. Acad. Sci. U.S.A. 85, 1060-1064.
47. Grieder, A., Maurer, R., and Stahelin, H. (1974) Cancer Res. 34, 1788-1793.
48. DiNardo, S., Voelkel, K., and Sternglanz, R. (1984) Proc. Natl. Acad. Sci. U.S.A. 81, 2616-2620.
49. Yang, L., Wold, M. S., Li, J. J., Kelly, T. J., and Liu, L. F. (1987) Proc. Natl. Acad. Sci. U.S.A. 84, 950-954.
50. Stevnsner, T., Mortensen, U. H., Westergaard, O., and Bonven, B. J. (1989) J. Biol. Chem. 264, 10110-10113.
51. Andersen, A. H., Gocke, E., Bonven, B., Nielsen, O. F., and Westergaard, O. (1985) Nucleic Acids Res. 13, 1543-1557.
52. Chen, A. Y., and Liu, L. F. (1994) Annu. Rev. Pharmacol. Toxicol. 34, 191-218.
53. Christiansen, K., Dirac Svejstrup, A. B., Andersen, A. H., and Westergaard, O. (1993) J. Biol. Chem. 268, 9690-9701.
54. Capranico, G., Hohn, K. W., and Pommier, Y. (1990) Nucleic Acids Res. 18, 6611-6619.
55. Pommier, Y., Capranico, G., and Kohn, K. W. (1991) Nucleic Acids Res. 19, 5973-5980.
56. Freudenreich, C. H., and Kreuzer, K. N. (1994) Proc. Natl. Acad. Sci. U.S.A. 91, 11007-11011.
57. Lanza, A., Tomaletti, S., Rodolfo, C., Scanavini, M. C., and Pedrini, A. M. (1996) J. Biol. Chem. 271, 6978-6986.
58. Jain, S. C., and Sobell, H. M. (1972) J. Mol. Biol. 13, 153-190.
59. Tagusagawa, F., Dabrow, M., Neidle, S., and Berman, H. M. (1982) Nature 296, 466-469.
60. Dervan, P. B. (1986) Science 232, 464-471.