Molecular basis for the DNA sequence selectivity of ecteinascidin 736 and 743: Evidence for the dominant role of direct readout via hydrogen bonding

Journal of the American Chemical Society

Volumn 120, Issue 50, 1998, Pages 13028-13041

  Seaman, Frederick C ^a   Hurley, Laurence H ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

TRABECTEDIN;

ANTINEOPLASTIC ACTIVITY; ARTICLE; DNA DRUG COMPLEX; DNA SEQUENCE; DRUG DNA INTERACTION; DRUG STRUCTURE; HYDROGEN BOND;

EID: 0032561788     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja983091x     Document Type: Article

References (20)

1. (a) Rinehart, K. L.; Holt, T. G.; Fregeau, N. L.; Stroh, J. G.; Keifer, P. A.; Sun, F.; Li, L. H.; Martin, D. G. J. Org. Chem. 1990, 55, 4512-4515.
2. (b) Sakai, R.; Jares-Erijman, E. A.; Manzanares, I.; Elipe, M. V. S.; Rinehart, K. L. J. Am. Chem. Soc. 1996, 118, 9017-9023.
3. Jimeno, J. M.; Faircloth, G.; Cameron, L.; Meely, K.; Vega, E.; Gómez, A.; Fernandez Sousa-Faro, J. Ma.; Rinehart, K. Drugs Future 1996, 21, 1155-1165.
4. Bowman, A.; Twelves, C.; Hoekman, K.; Simpson, A.; Smyth, J.; Vermerken, J.; Höppener, F.; Beijnen, J.; Vega, E.; Jimeno, J.; Hanauske, A.-R. Ann. Oncol. 1998, 9 (Suppl. 2), 119.
5. Villalona-Calero, M.; Eckhardt, S. G.; Weiss, G.; Campbell, E.; Hidalgo, M.; Kraynak, M.; Beijnen, J.; Jimeno, J.; Von Hoff, D.; Rowinsky, E. Ann. Oncol. 1998, 9 (Suppl. 2), 118.
6. Cvitkovic, E.; Mekranter, B.; Taamma, A.; Goldwasser, F.; Beijnen, J. H.; Jimeno, J.; Riofrio, M.; Vega, E.; Misset, J. L.; Hop, P. Ann. Oncol. 1998, 9 (Suppl. 2), 119.
7. Sakai, R.; Rinehart, K. L.; Guan, Y.; Wang, H.-J. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 114656-11460.
8. Pommier, Y.; Kohlhagen, G.; Bailly, C.; Waring, M.; Mazumder, A.; Kohn, K. W. Biochemistry 1996, 35, 13303-13309.
9. Moore, B. M., II; Seaman, F. C.; Hurley, L. H. J. Am. Chem. Soc. 1997, 119, 5475-5476. On page 5476 in this article, the authors incorrectly identified the HB1 and HB3 acceptors as O2 and O1′, respectively, of 21T instead of 20T.
10. Moore, B. M., II; Seaman, F. C.; Wheelhouse, R. T.; Hurley, L. H. J. Am. Chem. Soc. 1998, 120, 2490-2491.
11. Guan, Y.; Sakai, R.; Rinehart, K. L.; Wang, A. H.-J. J. Biomol. Struct. Dyn. 1993, 10, 793-818.
12. Rao, K. E.; Lown, J. W. Biochemistry 1992, 31, 12076-12082.
13. Mountzouris, J. A.; Hurley, L. H. Advances in DNA Sequence Specific Agents; JAI Press Inc.: New York, 1992; Vol. 1, pp 263-392.
14. Cox, M. B.; Arjunan, P.; Arora, S. K. J. Antibiot. 1991, 44, 885-894.
15. Seaman, F. C.; Hurley, L. H. Biochemistry 1993, 32, 12577-12585.
16. Sklenar, V.; Bax, A. J. Magn. Reson. 1987, 74, 469-479.
17. Blake, P. R.; Summers, M. F. J. Magn. Reson. 1990, 86, 622-624.
18. Schmitz, U.; Pearlman, D. A.; James, T. L. J. Mol. Biol. 1991, 221, 271-292.
19. Weisz, K.; Shafer, R. H.; Egan, W.; James, T. L. Biochemistry 1994, 33, 354-366.
20. Pearlman, D. A.; Case, D. A.; Caldwell, J. W.; Ross, W. S.; Cheatham, T. E.; Ferguson, D. M.; Seibel, G. L.; Singh, C.; Weiner, P. K.; Kollman, P. A. AMBER 4.1, University of California, San Francisco, 1995.