Sequence-specific recognition and modification of double-helical DNA by minor-groove binding conjugates structurally related to netropsin and distamycin

Advances in DNA Sequence-Specific Agents

Volumn 3, Issue C, 1998, Pages 97-156

  Bailly, Christian ^a  

^a Institut de Recherche sur le Cancer de Lille   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77957023609     PISSN: 1067568X     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S1067-568X(98)80007-8     Document Type: Article

References (354)

1. Bishop J.M. Science 235 (1987) 305
2. Stein C.A., and Cohen J.S. Cancer Res. 48 (1988) 2659
3. Hélène C. Eur. J. Cancer 27 (1991) 1466
4. Thuong N.T., and Hélène C. Angew. Chem. Int. Ed. Engl. 32 (1993) 666
5. Saison-Behmoaras T., and Hélène C. In: Waring M.J., and Ponder B.A.J. (Eds). The Search for New Anticancer Drugs (1992), Kluwer Academic, Dordrecht, Netherlands 259
6. Anderson W.F. Science 256 (1992) 808
7. Thompson L. Science 258 (1992) 744
8. Sikora K. Gene Therapy 1 (1994) 149
9. Stevens M.F.G. In: Waring M.J., and Ponder B.A.J. (Eds). The Search for New Anticancer Drugs (1992), Kluwer Academic, London 1
10. Waring M.J. Annu. Rev. Biochem. 50 (1981) 159
11. Wakelin L.P.G., and Waring M.J. In: Sammes P.G. (Ed). Comprehensive Medicinal Chemistry (1990), Pergamon, London 703
12. Feigon J., Denny W.A., Leupin W., and Kearns D.R. J. Med. Chem. 27 (1984) 450
13. Bailly C., and Waring M.J. Biochemistry 32 (1993) 5985
14. Bailly C., and Waring M.J. Antiviral Chem. Chemother. 4 (1993) 113
15. Bailly C., Denny W.A., Mellor L., Wakelin L.P.G., and Waring M.J. Biochemistry 31 (1992) 3514
16. Bailly C., Hénichart J.P., Colson P., and Houssier C. J. Mol. Recognit 5 (1992) 155
17. Baguley B.C. Anti-Cancer Drug Des 6 (1991) 1
18. Denny W.A. In: Waring M.J., and Ponder B.A.J. (Eds). The Search for New Anticancer Drugs (1992), Kluwer Academic, Oxford 19
19. Hurley L.H. J. Med. Chem. 32 (1989) 2027
20. Steitz T.A. Structural Studies of Protein-Nucleic Acid Interaction (1993), University Press, London
21. Travers A.A. DNA-Protein Interactions (1993), Chapman and Hall, Cambridge
22. Pellegrini M., and Ebright R.H. J. Am. Chem. Soc. 118 (1996) 5832
23. Travers A.A. Annu. Rev. Biochem. 58 (1989) 427
24. Churchill M.E.A., and Travers A.A. Trends Biochem. Sci. 16 (1991) 92
25. Bonnefoy E., and Rouvière-Yaniv J. EMBO J. 10 (1991) 687
26. Wang S., Cosstick R., Gardner J.F., and Gumport R.I. Biochemistry 34 (1995) 13082
27. Lee D.K., Horikoshi M., and Roeder R.G. Cell 67 (1991) 1241
28. Starr D.B., and Hawley D.K. Cell 67 (1991) 1231
29. Juo Z.S., Chiu T.K., Leiberman P.M., Baikalov I., Berk A.J., and Dickerson R.E. J. Mol. Biol. 261 (1996) 239
30. Reardon B.J., Winters R.S., Gordon D., and Winter E. Proc. Natl. Acad. Sci. USA (1993) 11327
31. King C.-Y., and Weiss M.A. Proc. Natl. Acad. Sci. USA 90 (1993) 11990
32. Wong J.M., and Bateman E. Nucleic Acids Res. 22 (1994) 1890
33. Ades S.E., and Sauer R.T. Biochemistry 34 (1995) 14601
34. Suzuki M. EMBO J. 8 (1989) 797
35. Suzuki M. J. Mol. Biol. 207 (1989) 61
36. Suzuki M. In: Eckstein F., and Lilley D.M.J. (Eds). Nucleic Acids and Molecular Biology (1991), Springer-Verlag, London 126
37. Lindsey G.G., and Thompson P. J. Biol. Chem. 267 (1992) 14622
38. Suzuki M., and Yagi N. Proc. R. Soc. Lond. B 246 (1991) 231
39. Suzuki M., Gerstein M., and Johnson T. Protein Engr. 6 (1993) 565
40. Strauss F., and Varshavsky A. Cell 37 (1984) 889
41. Bailly F., Bailly C., Waring M.J., and Hénichart J.P. Biochem. Biophys. Res. Commun. 184 (1992) 930
42. Flock S., Bailly F., Bailly C., Waring M.J., Hénichart J.P., Colson P., and Houssier C. J. Biomol. Struct. Dyn. 11 (1994) 881
43. in press. Bourdouxhe-Housiaux C., Colson P., Houssier C., and Bailly C. Anti-Cancer Drug Design (1996)
44. Schumacher M.A., Choi K.Y., Zalkin H., and Brennan R.G. Science 266 (1994) 763-770
45. Van Dyke M.W., Hertzberg R.P., and Dervan P.B. Proc. Natl. Acad. Sci. USA 79 (1983) 5470
46. Harshman K.D., and Dervan P.B. Nucleic Acids Res. 13 (1985) 4825
47. Portugal J., and Waring M.J. Eur. J. Biochem. 167 (1987) 281
48. Bailly C., Donkor I.O., Gentle D., Thornalley M., and Waring M.J. Mol. Pharmacol. 46 (1994) 313
49. Abu-Daya A., Brown P.M., and Fox K.R. Nucleic Acids Res. 23 (1995) 3385
50. Churchill M.E.A., and Suzuki M. EMBO J. 8 (1989) 4189
51. Reeves R., and Nissen M.S. J. Biol. Chem. 265 (1990) 8573
52. Geierstanger B.H., Volkman B.F., Kremer W., and Wemmer D.E. Biochemistry 33 (1994) 5347
53. Verweij J., den Hartigh J., and Pinedo H.M. Antitumor Antibiotics in Cancer Chemotherapy-Principles and Practice. In: Chabner B.A., and Collins J.M. (Eds) (1990), J. B. Lippincott, Berlin 382
54. Ray R., Snyder R.C., Thomas S., Koller C.A., and Miller D.M. J. Clin. Invest. 83 (1989) 2003
55. Snyder R.C., Ray R., Blume S., and Miller D.M. Biochemistry 30 (1991) 4290
56. Vigneswaran N., Mayfield C.A., Rodu B., James R., Kim H.-G., and Miller D.M. Biochemistry 35 (1996) 1106
57. Keniry M.A., Banville D.L., Simmonds P.M., and Shafer R. J. Mol. Biol. 231 (1993) 753
58. Sastry M., and Patel D.J. Biochemistry 32 (1993) 6588
59. Van Dyke M.W., and Dervan P.B. Biochemistry 22 (1983) 2373
60. Liu C., and Chen F.-M. Biochemistry 33 (1994) 1419
61. Grootenhuis P.D.J., Kollman P.A., Seibel G.L., DesJarlais R.L., and Kuntz I.D. Anti-Cancer Drug Des. 5 (1990) 237
62. Hurley L.H., and Draves P.H. In: Neidlle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1993), Macmillan, Philadelphia 89-133
63. Hurley L.H., and Sun D. J. Mol. Recognit. 7 (1994) 123
64. Boger D.L., and Johnson D.S. Angew. Chem. Int. Ed. Engl. 35 (1996) 1438
65. Zimmer C., and Wähnert U. Prog. Biophys. Mol. Biol. 47 (1986) 31
66. Wartell R.M., Larson J.E., Wells R.D., and Netropsin. J. Biol. Chem. 249 (1974) 6719
67. Kopka M.L., Yoon C., Goodsell D., Pjura P., and Dickerson R.E. J. Mol. Biol. 183 (1985) 553
68. Coll M., Frederick C.A., Wang A.H.J., and Rich A. Proc. Natl. Acad. Sci. USA 84 (1987) 8385
69. Coll M., Aymami J., van der Marel G.A., van Boom J.H., Rich A., and Wang A.H.-J. Biochemistry 28 (1989) 310
70. Tabernero L., Verdaguer N., Coll M., Fita I., van der Marel G.A., van Boom J.H., Rich A., and Aymami J. Biochemistry 32 (1993) 8403
71. Goodsell D.S., Leung NgH., Kopka M.L., Lown J.W., and Dickerson R.E. Biochemistry 34 (1995) 16654
72. Kopka M.L., Yoon C., Goodsell D., Pjura P., and Dickerson R.E. Proc. Natl. Acad. Sci. USA 82 (1985) 1376
73. Chen X., Ramakrishnan B., and Sundaralingam M. Nature Struct. Biol. 2 (1995) 733
74. Goodsell D.S., Kopka M.L., and Dickerson R.E. Biochemistry 34 (1995) 4983
75. Youngquist R.S., and Dervan P.B. Proc. Natl. Acad. Sci. USA 82 (1985) 2565
76. Dervan P.B. Science 232 (1986) 464
77. Goodsell D., and Dickerson R.E. J. Med. Chem. 29 (1986) 727
78. Khorlin A.A., Krylov A.S., Grokhovsky S.L., Zhuze A.L., Zasedatelev A.S., Gursky G.V., and Gottikh B.P. FEBS Lett. 118 (1980) 311
79. Lown J.W., Krowicki K., Balzarini J., Newman R.A., and De Clercq E. J. Med. Chem. 32 (1989) 2368
80. Wang W., and Lown J.W. J. Med. Chem. 35 (1992) 2890
81. Kissinger K.L., Dabrowiak J.C., and Lown J.W. Chem. Res. Toxicol. 3 (1990) 162
82. Rao K.E., Zimmermann J., and Lown J.W. J. Org. Chem. 56 (1991) 786
83. Singh M.P., Plouvier B., Hill G.C., Gueck J., Pon R.T., and Lown J.W. J. Am. Chem. Soc. 116 (1994) 7006
84. Leinsoo T.A., Nikolaev V.A., Grokhovskii S.L., Surovaya A.M., Sidorova N.Y., Streltsov S.A., Zasedatelev A.S., and Zhuze A.L. Mol. Biol. 23 (1989) 1616
85. Nikolaev V.A., Grokhovsky S.L., Surovaya A.N., Leinsoo T.A., Sidorova N.Y., Zasedatelev A.S., Zhuze A.L., Strahan G.A., Shafer R.H., and Gursky G.V. J. Biomol. Struct. Dyn. 14 (1996) 31
86. Zakrzewska K., and Pullman B. J. Biomol. Struct. Dyn. 5 (1988) 1043
87. Pullman B. In: Jortner J., and Pullman B. (Eds). Perspectives in Quantum Chemistry (1989), Kluwer Academic, London
88. Zakrzewska K., Randrianarivelino M., and Pullman B. J. Biomol. Struct. Dyn. 6 (1988) 331
89. Waring M.J., and Bailly C. Gene 149 (1994) 69
90. Bailly C., and Waring M.J. Nucleic Acids Res. 23 (1995) 885
91. Marchand C., Bailly C., McLean M.J., Moroney S.E., and Waring M.J. Nucleic Acids Res. 20 (1992) 5601
92. Bailly C., Marchand C., and Waring M.J. J. Am. Chem. Soc. 115 (1993) 3784
93. Bailly C., Payet D., Travers A.A., and Waring M. J. Proc. Natl. Acad. Sci. USA 93 (1996) 13623
94. Waring, M. J.; Bailly, C. J. Mol. Recognit., in press.
95. Lown J.W. Anti-Cancer Drug Des. 3 (1988) 25
96. Lown J.W. J. Mol. Recognit. 7 (1994) 79
97. Lown J.W., Krowicki K., Balzarini J., and De Clercq E. J. Med. Chem. 29 (1986) 1210
98. Lown J.W., Krowicki K., Bhat U.G., Skorobogaty A., Ward B., and Dabrowiak J.C. Biochemistry 25 (1986) 7408
99. Krowicki K., and Lown J.W. J. Org. Chem. 52 (1987) 3493
100. Kissinger K.L., Krowicki K., Dabrowiak J.C., and Lown J.W. Biochemistry 26 (1987) 5590
101. Lee M., Pon R.T., Krowicki K., and Lown J.W. J. Biomol. Struct. Dyn. 5 (1988) 939
102. Lee M., Coulter D.M., Pon R.T., Krowicki K., and Lown J.W. J. Biomol. Struct. Dyn. 5 (1988) 1059
103. Lee M., Hartley J.A., Pon R.T., Krowicki K., and Lown J.W. Nucleic Acids Res. 16 (1988) 665
104. Lee M., Chang D.K., Hartley J.A., Pon R.T., Krowicki K., and Lown J.W. Biochemistry 27 (1988) 445
105. Lee M., Krowicki K., Hartley J.A., Pon R.T., and Lown J.W. J. Am. Chem. Soc. 110 (1988) 3641
106. Burckhardt G., Luck G., Zimmer C., Störl J., Krowicki K., and Lown J.W. Biochim. Biophys. Acta 1009 (1989) 11
107. Lee M., Rhodes A.L., Wyatt M.D., Forrow S., and Hartley J.A. Biochemistry 32 (1993) 4237
108. Wyatt M.D., Garbiras B.J., Lee M., Forrow S.M., and Hartley J.A. Bioorg. Med. Chem. Lett. 4 (1994) 801
109. Rao K.E., Bathini Y., and Lown J.W. J. Org. Chem. 55 (1990) 728
110. Rao K.E., Shea R.G., Yadagiri B., and Lown J.W. Anti-Cancer Drug Des. 5 (1990) 3
111. Kumar S., Jaseja M., Zimmermann J., Yadagiri B., Pon R.T., and Sapse A.M. J. Biomol. Struct. Dyn. 8 (1990) 99
112. Kumar S., Bathini Y., Joseph T., Pon R.T., and Lown J.W. J. Biomol. Struct. Dyn. 9 (1991) 1
113. Plouvier B., Bailly C., Houssin R., Rao K.E., Lown J.W., Hénichart J.-P., and Waring M.J. Nucleic Acids Res. 19 (1991) 5821
114. Lee M., Krowicki K., Shea R.G., Lown J.W., and Pon R.T. J. Mol. Recognit. 2 (1989) 84
115. Kopka M.L., and Larsen T.A. In: Propst C.L., and Perun T.J. (Eds). Nucleic Acid Targeted Drug Design (1992), Marcel Dekker, Dordrecht 303-374
116. Pullman A., and Pullman B. Q. Rev. Biophysics 14 (1981) 289
117. Marky L.A., and Breslauer K.J. Proc. Natl. Acad. Sci. USA 84 (1987) 4359
118. Singh S.B., Wemmer D.E., and Kollman P.A. Proc. Natl. Acad. Sci. USA 91 (1994) 7673
119. Zhang Y., Chen F.-X., Mehta P., and Gold B. Biochemistry 32 (1993) 7954
120. Wade W.S., and Dervan P.B. J. Am. Chem. Soc. 109 (1987) 1574
121. Bailly C., Colson P., Houssier C., Houssin R., Mrani D., Gosselin G., Imbach J.L., Waring M.J., Lown J.W., and Hénichart J.P. Biochemistry 31 (1992) 8349
122. Kuwahara J., and Sugiura Y. Proc. Natl. Acad. Sci. USA 85 (1988) 2459
123. Pelton J.G., and Wemmer D.E. Proc. Natl. Acad. Sci. USA 86 (1989) 5723
124. Pelton J.G., and Wemmer D.E. J. Am. Chem. Soc. 112 (1990) 1393
125. Fagan P., and Wemmer D.E. J. Am. Chem. Soc. 114 (1992) 1080
126. Chen X., Ramakrishnan B., Rao S.T., and Sundaraligam M. Struct. Biol. 1 (1994) 169
127. Rentzeperis D., and Marky L.A. Biochemistry 34 (1995) 2937
128. Animati F., Arcamone F.M., Conte M.R., Felicetti P., Galeone A., Lombardi P., Mayol L., Paloma L.G., and Rossi C. J. Med. Chem. 38 (1995) 1140
129. Wade W.S., Mrksich M., and Dervan P.B. Biochemistry 32 (1993) 11385
130. Geierstanger B.H., Dwyer T.J., Bathini Y., Lown J.W., and Wemmer D.E. J. Am. Chem. Soc. 115 (1993) 4474
131. Geierstanger B.H., Jacobsen J.P., Mrksich M., Dervan P.B., and Wemmer D.E. Biochemistry 33 (1994) 3055
132. Mrksich M., Wade W.S., Dwyer T.J., Geierstanger B.H., Wemmer D.E., and Dervan P.B. Proc. Natl. Acad. Sci. USA 89 (1992) 7586
133. Mrksich M., and Dervan P.B. J. Am. Chem. Soc. 115 (1993) 9892
134. Mrksich M., and Dervan P.B. J. Am. Chem. Soc. 116 (1994) 3663
135. Dwyer T.J., Geierstanger B.H., Mrksich M., Dervan P.B., and Wemmer D.E. J. Am. Chem. Soc. 115 (1993) 9900
136. Mrksich M., and Dervan P.B. J. Am. Chem. Soc. 116 (1994) 7983
137. Cho J., Parks M.E., and Dervan P.B. Proc. Natl. Acad. Sci. USA 92 (1995) 10389
138. Trauger J.W., Baird E.E., Mrksich M., and Dervan P.B. J. Am. Chem. Soc. 118 (1996) 6160
139. Al-Said N.H., and Lown J.W. Tetrahedron Lett. 35 (1994) 7577
140. Chen Y.-H., and Lown J.W. J. Am. Chem. Soc. 116 (1994) 6995
141. Parks M.E., Baird E.E., and Dervan P.B. J. Am. Chem. Soc. 118 (1996) 6147
142. Parks M.E., and Baird E.E. J. Am. Chem. Soc. 118 (1996) 6153
143. Geierstanger B.H., Mrksich M., Dervan P.B., and Wemmer D.E. Science 266 (1994) 646
144. Sinyakov A.N., Lokhov S.G., Kutyavin I.V., Gamper H.B., and Meyer Jr. R.B. J. Am. Chem. Soc. 117 (1995) 4995
145. Szewczyk J.W., Baird E.E., and Dervan P.B. J. Am. Chem. Soc. 118 (1996) 6778
146. Robles J., Rajur S.B., and McLaughlin L.W. J. Am. Chem. Soc. 118 (1996) 5820
147. Wiederholt K., Rajur S.B., Giuliano Jr. J., O'Donnell M.J., and McLaughlin L.W. J. Am. Chem. Soc. 118 (1996) 7055
148. Szewczyk J.W., Baird E.E., and Dervan P.B. Angew. Chem. Int. Ed. Engl. 35 (1996) 1487
149. Mattes W.A., Hartley J.A., Kohn K.W., and Matheson D.W. Carcinogenesis 9 (1988) 2065
150. Zerial M., Salinas J., Filipski J., and Bernardini G. Eur. J. Biochem. 160 (1986) 479
151. Broggini M., Ponti M., Ottolenghi S., D'Incalci M., Mongelli N., and Mantovani R. Nucleic Acids Res. 17 (1989) 1051
152. Gambari R., Barbieri R., Nastruzzi C., Chiorboli V., Feriotto G., Natali G.P., Giacomini P., and Arcamone F. Biochem. Pharmacol. 41 (1991) 497
153. Dorn A., Affolter M., Muller M., Gehring W.J., and Leupin W. EMBO J. 11 (1992) 279
154. Chai S., and Alonso J.C. Nucleic Acids Res. 24 (1996) 282
155. Gambari R., and Nastruzzi C. Biochem. Pharmacol. 47 (1994) 599
156. Broggini M., and D'Incalci M. Anti-Cancer Drug Des. 9 (1994) 373
157. Oakley M.G., Mrksich M., and Dervan P.B. Biochemistry 31 (1992) 10969
158. Browne K.A., He G.-X., and Bruice T.C. J. Am. Chem. Soc. 115 (1993) 7072
159. Blaskó A., and Bruice T.C. Proc. Natl. Acad. Sci. USA 90 (1993) 10018
160. Blaskó A., Browne K.A., and Bruice T.C. J. Am. Chem. Soc. 116 (1994) 3726
161. He G.-X., Browne K.A., Blaskò A., and Bruice T.C. J. Am. Chem. Soc. 116 (1994) 3716
162. He G.-X., Browne K.A., Groppe J.C., Blaskò A., Mei H.-Y., and Bruice T.C. J. Am. Chem. Soc. 115 (1993) 7061
163. Blaskò A., Browne K.A., and Bruice T.C. BioOrg. Med. Chem. 3 (1995) 631
164. Xue T., Browne K.A., and Bruice T.C. Bioconjugate Chem. 6 (1995) 82
165. Hansma H.G., Browne K.A., Groppe J.C., Bezanilla M., and Bruice T.C. Biochemistry 33 (1994) 8436
166. Browne K.A., and Bruice T.C. J. Am. Chem. Soc. 114 (1992) 4951
167. Bruice T.C., Mei H.-H., He G.-X., and Lopez V. Proc. Natl. Acad. Sci. USA 89 (1992) 1700
168. Sigman D.S., Mazumder A., and Perrin D.M. Chem. Rev. 93 (1993) 2295
169. Hartley J.A. In: Neidle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1993), Macmillan, New York 1
170. Hansen M., and Hurley L. Acc. Chem. Res. 29 (1996) 249
171. Tomasz M. In: Neidle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1994), Macmillan, London 312
172. Boyd F.L., Cheatham S.F., Remers W., Hill G.C., and Hurley L.H. J. Am. Chem. Soc. 112 (1990) 3279
173. Kopka M.L., Goodsell D., Baikalov I., Grzeskowiak K., Cascio D., and Dickerson R.E. Biochemistry 33 (1994) 13593
174. Krowicki K., Balzarini J., De Clercq E., Newman R.A., and Lown J.W. J. Med. Chem. 31 (1988) 341
175. Arcamone F.A., Animati F., Barbieri B., Configliacchi E., D'Alesio R., Geroni C., Giulani F.C., Lazzari E., Menozzi M., Mongelli N., Penco S., and Verini M.A. J. Med. Chem. 32 (1989) 774
176. Baker B.F., and Dervan P.B. J. Am. Chem. Soc. 107 (1985) 8266
177. Baker B.F., and Dervan P.B. J. Am. Chem. Soc. 111 (1989) 2700
178. Lee M., Rhodes A.L., Wyatt M.D., Forrow S., and Hartley J.A. Anti-Cancer Drug Des. 8 (1993) 173
179. Xie G., Gupta R., and Lown J.W. Anti-Cancer Drug Des. 10 (1995) 389
180. Wyatt M.D., Lee M., Garbirasd B.J., Souhami R.L., and Hartley J.A. Biochemistry 34 (1995) 13034
181. Ciucci A., Manzini S., Lombardi P., and Arcamone F. Nucleic Acids Res. 24 (1996) 311
182. Chen H.Y., Liu J.X., and Lown J.W. BioOrg. Med. Chem. Lett. 5 (1995) 2223
183. Gourdie T.A., Valu K.K., Gravatt G.L., Boritzki T.J., Baguley B.C., Wakelin L.P.G., Wilson W.R., Woodgate P.D., and Denny W.A. J. Med. Chem. 33 (1990) 1177
184. Palmer B.D., Lee H.H., Johnson P., Baguley B.C., Wicklam G., Wakelin L.P.G., McFadyen W.D., and Denny W.A. J. Med. Chem. 33 (1990) 3008
185. Prakash A.S., Denny W.A., Gourdie T.A., Valu K.K., Woodgate P.D., and Wakelin L.P.G. Biochemistry 29 (1990) 9799
186. Valu K.K., Gourdie T.A., Boritzki T.J., Gravatt G.L., Baguley B.C., Wilson W.R., Wakelin L.P.G., Woodgate P.D., and Denny W.A. J. Med. Chem. 33 (1990) 3014
187. Wickham G., Prakash A.S., Wakelin L.P.G., and McFadyen W.D. Biochim. Biophys. Acta 1073 (1991) 528
188. Vlassov V.V., Gaidamakov S.A., Zarytova V.F., Knorre D.G., Levina A.S., Nikonova A.A., Podust L.M., and Fedorova O.S. Gene 72 (1988) 313
189. Kutyavin I.V., Gamper H.B., Gall A.A., and Meyer Jr. R.B. J. Am. Chem. Soc. 115 (1993) 9303
190. Broggini M., Erba E., Ponti M., Ballinari D., Geroni C., Spreafico F., and D'Incalci M. Cancer Res. 51 (1991) 199
191. Montecucco A., Fontana M., Focher F., Lestingi M., Spadari S., and Ciarrochi G. Nucleic Acids Res. 19 (1991) 1067
192. Fontana M., Lestingi M., Mondello C., Braghetti A., Montecucco A., and Ciarrochi G. Anti-Cancer Drug Des. 7 (1992) 131
193. Broggini M., Coley H.M., Mongelli N., Pesenti E., Wyatt M.D., Hartley J.A., and D'Incalci M. Nucleic Acids Res. 23 (1995) 81
194. Broggini M., Moncollin V., D'Incalci M., Mongelli N., and Mantovani R. Nucleic Acids Res. 23 (1995) 1657
195. Pezzoni G., Grandi M., Biasoli G., Capolongo L., Ballinari D., Giuliani F.C., Barbieri B., Pastori A., Pesenti E., and Mongelli N. Br. J. Cancer 64 (1991) 1047
196. Coley H.M., Mongelli N., and D'Incalci M. Biochem. Pharmacol. 45 (1993) 619
197. Rhoads C.J. JAMA 131 (1946) 656
198. Wang Y., Gupta R., Huang L., Luo W., and Lown J.W. Anti-Cancer Drug Des. 11 (1996) 15
199. Fregeau N.L., Wang Y., Pon R.T., Wylie W.A., and Lown J.W. J. Am. Chem. Soc. 117 (1995) 8917
200. Church K.M., Wurdeman R.L., Zhang Y., and Gold B. Biochemistry 29 (1990) 6827
201. Sigurdsson S.T., Rink S.M., and Hopkins P.B. J. Am. Chem. Soc. 115 (1993) 12633
202. Fagan P.A., Spielmann H.P., Sigurdsson S.Th., Rink S.M., Hopkins P.B., and Wemmer D.E. Nucleic Acids Res. 24 (1996) 1566
203. Walker W.L., Kopka M.L., Filipowsky M.E., Dickerson R.E., and Goodsell D.S. Biopolymers 35 (1995) 543
204. Nielsen P.E. J. Mol. Recognit. 3 (1990) 1
205. Takasugi M., Guendouz A., Chassignol M., Decout J.L., Lhomme J., Thuong N.T., and Hélène C. Proc. Natl. Acad. Sci. USA 88 (1991) 5602
206. Godard G., François J.C., Duroux I., Asseline U., Chassignol M., Thuong N., Hélène C., and Saison-Behmoaras T. Nucleic Acids Res. 22 (1994) 4789
207. Hartley J.A., McAdam S.R., Das S., Roldan M.C., Haskell M.K., and Lee M. Anti-Cancer Drug Des. 9 (1994) 181
208. Rao K.E., Gosselin G., Mrani D., Périgaud C., Imbach J.L., Bailly C., Hénichart J.P., Colson P., Houssier C., and Lown J.W. Anti-Cancer Drug Des. 9 (1994) 221
209. Hartley J.A., Webber J., Wyatt M.D., Bordenick N., and Lee M. BioOrg. Med. Chem. Lett. 3 (1995) 623
210. Herfeld P., Helissey P., and Giorgi-Renault S. Bioconjugate Chem. 5 (1994) 67
211. Bouziane M., Ketterlé C., Helissey P., Herfeld P., Le Bret M., Giorgi-Renault S., and Auclair C. Biochemistry 34 (1995) 14051
212. Ketterlé C., Gabarro-Arpa J., Ouali M., Bouziane M., Auclair C., Helissey P., Giorgi-Renault S., and Le Bret M. J. Biomol. Struct. Dyn. 13 (1996) 963
213. Helissey P., Bailly C., Vishwakarma J.N., Auclair C., Waring M.J., and Giorgi-Renault S. Anti-Cancer Drug Des. 11 (1996) 527-551
214. Meunier B. Chem. Rev. 92 (1992) 141
215. Munson B.R., and Fiel R.J. Nucleic Acid Res. 20 (1992) 1315
216. Anneheim-Herbelin G., Perrée-Fauvet M., Gaudemer A., Helissey P., and Giorgi-Renault S. Tetrahedron Lett. 34 (1993) 7263
217. Perrée-Fauvet M., and Gresh N. J. Biomol. Struct. Dyn. 11 (1994) 1203
218. Matsumoto T., Utsumi Y., Sakai Y., Toyooka K., and Shibuya M. Heterocycles 34 (1992) 1697
219. Wilson W.R. In: Waring M.J., and Ponder B.A.J. (Eds). The Search for New Anticancer Drugs (1992), Kluwer Academic, London 87
220. Tocher J.H., and Edwards D.I. Biochem. Pharmacol. 48 (1994) 1089
221. Kappen L.S., Lee T.R., Yang C.-C., and Goldberg I.H. Biochemistry 28 (1989) 4540
222. Nishiwaki E., Lee H., Matsumoto T., Toyooka K., Sakurai H., and Shibuya M. Tetrahedron Lett. 31 (1990) 1299
223. Parrick J., Porssa M., Davies L.K., Dennis M.F., Patel K.B., Stratford M.R.L., and Wardman P. BioOrg. Med. Chem. Lett. 3 (1993) 1697
224. Matsumoto T., Sakai Y., Toyooka K., and Shibuya M. Heterocycles 33 (1992) 135
225. Nishiwaki E., Nakagawa H., Takasaki M., Matsumoto T., Sakurai H., and Shibuya M. Heterocycles 31 (1990) 1763
226. Nishiwaki E., Lee H., Matsumoto T., Toyooka K., Sakurai H., and Shibuya M. Tetrahedron Lett. 31 (1990) 1299
227. Grokhovsky S.L., and Zubarev V.E. Nucleic Acids Res. 19 (1991) 257
228. Galas D.J., and Schmitz A. Nucleic Acids Res. 5 (1978) 3157
229. Dabrowiak J.C., Stankus A.A., and Goodisman J. In: Propst C.L., and Perun T.J. (Eds). Nucleic Acid Targeted Drug Design (1992), Marcel Dekker, London 93
230. Bailly C., and Waring M.J. J. Biomol. Struct. Dyn. 12 (1995) 869
231. Schultz P.G., and Dervan P.B. J. Biomol. Struct. Dyn. 1 (1983) 1133
232. Taylor J.S., Schultz P.G., and Dervan P.B. Tetrahedron 40 (1984) 457
233. Schultz P.G., and Dervan P.B. Proc. Natl. Acad. Sci. USA 80 (1983) 6834
234. Schultz P.G., Taylor J.S., and Dervan P.B. J. Am. Chem. Soc. 104 (1982) 6861
235. Schultz P.G., and Dervan P.B. J. Am. Chem. Soc. 105 (1983) 7748
236. Youngquist R.S., and Dervan P.B. J. Am. Chem. Soc. 107 (1985) 5528
237. Youngquist R.S., and Dervan P.B. J. Am. Chem. Soc. 109 (1987) 7564
238. Wade W.S., Mrksich M., and Dervan P.B. J. Am. Chem. Soc. 114 (1992) 8783
239. Mrksich M., and Dervan P.B. J. Am. Chem. Soc. 115 (1993) 2572
240. Camerman N., Camerman A., and Sarkar B. Can. J. Chem. 54 (1976) 1309
241. Pickart L., Freedman J.H., Loker W.J., Peisach J., Perkins C.M., Stenkamp R.E., and Weinstein B. Nature 288 (1980) 715
242. Freedman J.H., Pickart L., Weinstein B., Mims W.B., and Peisach J. Biochemistry 21 (1982) 4540
243. Chikira M., Sato T., Antholine W.E., and Petering D.H. J. Biol. Chem. 266 (1991) 2859
244. Sigman D.S., Mazumder A., and Perrin D.M. Chem. Rev. 93 (1993) 2295
245. Bailly C., Bernier J.L., Houssin R., Helbecque N., and Hénichart J.P. Anti-Cancer Drug Des. 1 (1987) 303
246. Morier-Teissier E., Bailly C., Bernier J.L., Houssin R., Helbecque N., Catteau J.P., Colson P., Houssier C., and Hénichart J.P. Anti-Cancer Drug Des. 4 (1989) 37
247. Morier-Teissier E., Bernier J.L., Lohez M., Catteau J.P., and Hénichart J.P. Anti-Cancer Drug Des. 5 (1990) 291
248. Bailly C., Sun J.S., Colson P., Houssier C., Hélène C., Waring M.J., and Hénichart J.P. Bioconjugate Chem. 3 (1992) 100
249. Grokhovskii S.L., Nikolaev V.A., Zubarev V.E., Surovaya A.N., Zhuze A.L., Chernov B.K., Sidorova N.Y., Zasedatelev A.S., and Gurskii G.V. Molecular Biol. 6 (1993) 839
250. Chen X.C., Rokita S.E., and Burrows C.J. J. Am. Chem. Soc. 113 (1991) 5884
251. Mack D.P., and Dervan P.B. J. Am. Chem. Soc. 112 (1990) 4604
252. Footer M., Egholm M., Kron S., Coull J.M., and Matsudaira P. Biochemistry 35 (1996) 10673
253. Hecht S.M. Acc. Chem. Res. 19 (1986) 383
254. Stubbe J., and Kozarich J.W. Chem. Rev. 87 (1987) 1107
255. Natrajan A., and Hecht S.M. In: Neidle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1994), Macmillan, New York 197
256. Pratviel G., Bernadou J., and Meunier B. Angew. Chem. Int. Ed. Engl. 34 (1995) 746
257. Stubbe J., Kozarich J.W., Wu W., and Vanderwall D.E. Acc. Chem. Res. 29 (1996) 322
258. Farinas E., Tan J.D., Baidya N., and Mascharak P.K. J. Am. Chem. Soc. 115 (1993) 2996
259. Hénichart J.P., Houssin R., Bernier J.L., and Catteau J.P. J. Chem. Soc., Chem. Commun. (1982) 1295
260. Hénichart J.P., Bernier J.L., Houssin R., Lohez M., Kénani A., and Catteau J.P. Biochem. Biophys. Res. Commun. 126 (1985) 1036
261. Kohda J., Shinozuka K., and Sawai H. Tetrahedron Lett. 36 (1995) 5575
262. Otsuka M., Masuda T., Haupt A., Ohno M., Shiraki T., Sugiura Y., and Maeda K. J. Am. Chem. Soc. 112 (1990) 838
263. Owa T., Haupt A., Otsuka M., Kobayashi S., Tomioka N., Itai A., Ohno M., Shiraki T., Uesugi M., Sugiura Y., and Maeda K. Tetrahedron 48 (1992) 1193
264. Huang L., Morgan R., and Lown J.W. BioOrg. Med. Chem. Lett. 3 (1993) 1751
265. Huang L., Quada J.C., and Lown J.W. Tetrahedron Lett. 35 (1994) 5323
266. Huang L., Quada Jr. J.C., and Lown J.W. Bioconjugate Chem. 6 (1995) 21
267. Huang L., Quada Jr. J.C., and Lown J.W. BioOrg. Med. Chem. 3 (1995) 647
268. Kane S.A., Natrajan A., and Hecht S.M. J. Biol. Chem. 269 (1994) 10899
269. Oakley M.G., Turnbull K.D., and Dervan P.B. Bioconjugate Chem. 5 (1994) 242
270. Zarytova V.F., Sergeyev D.S., and Godovikova T.S. Bioconjugate Chem. 4 (1993) 189
271. Nicolaou K.C., and Dai W.-M. Angew. Chem. Int. Ed. Engl. 30 (1991) 1387
272. Nicolaou K.C., Dai W.-M., Tsay S.-C., Estevez V.A., and Wrasidlo W. Science 256 (1992) 1172
273. Nicolaou K.C., Smith A.L., and Yue E.W. Proc. Natl. Acad. Sci. USA 90 (1993) 5881
274. Tokuda M., Fujiwara K., Gomibuchi T., Hirama M., Uesugi M., and Sugiura Y. Tetrahedron Lett. 34 (1993) 669
275. Semmelhack M.F., and Gallagher J.J. J. Org. Chem. 59 (1993) 4357
276. Bregant T.M.; Groppe J.; Little R.D. 1994, 116, 3635
277. Spielmann H.P., Fagan P.A., Bregant T.M., Little R.D., and Wemmer D.E. Nucleic Acids Res. 23 (1995) 1576
278. Xie G., Morgan A.R., and Lown J.W. BioOrg. Med. Chem. Lett. 3 (1993) 1565
279. Flanagan M.E., Rollins S.B., and Williams R.M. Chem. Biol. 2 (1995) 145
280. Bailly C., and Hénichart J.P. Bioconjugate Chem. 2 (1991) 379
281. Bailly C., and Hénichart J.P. In: Neidle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1994), Macmillan, London 162
282. Kamitori S., and Takusagawa F. J. Mol. Biol. 225 (1992) 445
283. Kamitori S., and Takusagawa F. J. Am. Chem. Soc. 116 (1994) 4154
284. Chen H., Liu X., and Patel D.J. J. Mol. Biol. 258 (1996) 457
285. Bailly C., Ridge G., Graves D.E., and Waring M.J. Biochemistry 33 (1994) 8736
286. Chu W., Shinomiya M., Kamitori K.Y., Kamitori S., Carlson R.G., Weaver R.F., and Takusagawa F. J. Am. Chem. Soc. 116 (1994) 7971
287. Wang A.H.J. Curr. Opin. Struct. Biol. 2 (1992) 361
288. Waring M.J. In: Neidle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1993), Macmillan, London 213
289. Sugiura Y., Shiraki T., Konishi M., and Oki T. Proc. Natl. Acad. Sci. USA 87 (1993) 3831
290. Lee S.H., and Goldberg I.H. Biochemistry 28 (1989) 1019
291. Krivtsora M.A., Moroshkina E.B., and Glibin E. Mol. Biol. 18 (1984) 950
292. Wartell R.M., Larson J.E., and Wells R.D. J. Biol. Chem. 250 (1975) 2698
293. Patel D.J., Kozlowski S.A., Rice J.A., Broka C., and Itakura K. Proc. Natl. Acad. Sci. USA 78 (1981) 7281
294. Bourdouxhe C., Colson P., Houssier C., Hénichart J.P., Waring M.J., Denny W.A., and Bailly C. Anti-Cancer Drug Des. 10 (1994) 131
295. Eliadis A., Phillips D.R., Reiss J.A., and Skorobogaty A. J. Chem. Soc., Chem. Commun. (1988) 1049
296. Shinomiya M., and Kuroda R. Tetrahedron Lett. 33 (1992) 2697
297. Kuroda R., Satoh H., Shinomiya M., Watanabe T., and Otsuka O. Nucleic Acids Res. 23 (1995) 1524
298. Bailly C., Pommery N., Houssin R., and Hénichart J.P. J. Pharm. Sci. 78 (1989) 910
299. Bailly C., Helbecque N., Hénichart J.P., Colson P., Houssier C., Rao K.E., Shea R.G., and Lown J.W. J. Mol. Recognit. 3 (1990) 26
300. Fossé P., René B., Saucier J.M., Hénichart J.P., Waring M.J., Colson P., Houssier C., and Bailly C. Biochemistry 33 (1994) 9865
301. Bailly C., OhUigin C., Rivalle C., Bisagni E., Hénichart J.P., and Waring M.J. Nucleic Acids Res. 18 (1990) 6283
302. Bourdouxhe C., Colson P., Houssier C., Sun J.-S., Montenay-Garestier T., Hélène C., Rivalle C., Bisagni E., Waring M.J., Hénichart J.-P., and Bailly C. Biochemistry 31 (1992) 12385
303. Bailly C., Leclère V., Pommery N., Colson P., Houssier C., Rivalle C., Bisagni E., and Hénichart J.P. Anti-Cancer Drug Des. 8 (1993) 145
304. Bailly C., OhUigin C., Houssin R., Colson P., Houssier C., Rivalle C., Bisagni E., Hénichart J.P., and Waring M.J. Mol. Pharmacol. 41 (1992) 845
305. Bailly C., Michaux C., Colson P., Houssier C., Sun J.S., Garestier T., Hélène C., Hénichart J.P., Rivalle C., Bisagni E., and Waring M.J. Biochemistry 33 (1994) 15348
306. Auclair C. Arch. Biochem. Biophys. 258 (1987) 1
307. Auclair C., Schwaller M.A., René B., Banoun H., Saucier J.M., and Larsen A.K. Anti-Cancer Drug Des. 3 (1988) 133
308. Mrani D., Gosselin G., Auclair C., Balzarini J., De Clercq E., Paoletti C., and Imbach J.L. Eur. J. Med. Chem. 26 (1991) 481
309. Subra F., Carteau S., Pager J., Paoletti J., Paoletti C., Auclair C., Mrani D., Gosselin G., and Imbach J.L. Biochemistry 30 (1991) 1642
310. Subra F., Mouscadet J.F., Lavignon M., Roy C., and Auclair C. Biochem. Pharmacol. 45 (1993) 93
311. Goulaouic H., Carteau S., Subra F., Mouscadet J.F., Auclair C., and Sun J.-S. Biochemistry 33 (1994) 1412
312. Ralph R.K., Judd W., Pommier Y., and Kohn K.W. In: Neidle S., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions (1994), Macmillan, London 1
313. Wang J.C. Annu. Rev. Biochem. 65 (1996) 635
314. Berger J.M., Gamblin S.J., Harrison S.C., and Wang J.C. Nature 379 (1996) 225
315. Roca J., and Wang J.C. Cell 71 (1992) 833
316. Roca J., and Wang J.C. Cell 77 (1994) 609
317. Pommier Y., and Bertrand R. In: Kirsch I.R. (Ed). The Causes and Consequences of Chromosomal Aberrations (1993), CRC, London 277
318. Liu L.F. Annu. Rev. Biochem. 58 (1989) 351
319. Zunino F., and Capranico G. Anti-Cancer Drug Des. 5 (1990) 307
320. Capranico G., and Zunino F. Curr. Pharm. Des. 1 (1995) 1
321. Fesen M., and Pommier Y. J. Biol. Chem. 264 (1989) 11354
322. McHugh M.M., Woynarowski J.M., Sigmund R.D., and Beerman T.A. Biochem. Pharmacol. 38 (1989) 2323
323. Woynarowski J.M., McHugh M., Sigmund R.D., and Beerman T.A. Mol. Pharmacol. 35 (1989) 177
324. Woynarowski J.M., Sigmund R.D., and Beerman T.A. Biochemistry 28 (1989) 3850
325. McHugh M., Sigmund R.D., and Beerman T.A. Biochem. Pharmacol. 39 (1990) 707
326. Riou J.F., Grondard L., Naudin A., and Bailly C. Biochem. Pharmacol. 50 (1995) 424
327. Wilson W.R., Baguley B.C., Wakelin L.P.G., and Waring M.J. Mol. Pharmacol. 20 (1981) 404
328. Nelson E.M., Tewey K.M., and Liu L.F. Proc. Natl. Acad. Sci. USA 81 (1984) 1361
329. Baguley B.C., Holdaway K.M., and Fray L.M. J. Natl. Cancer Inst. 82 (1990) 398
330. Zwelling L.A., Mitchell M.J., Satitpunwaycha P., Mayes J., Altschuler E., Hinds M., and Baguley B. Cancer Res. 52 (1992) 209
331. Bailly C., Collyn-d'Hooghe M., Lantoine D., Fournier C., Hecquet B., Fossé P., Saucier J.M., Colson P., Houssier C., and Hénichart J.P. Biochem. Pharmacol. 43 (1992) 457
332. Jensen P.B., Sørensen S.B., Sehested M., Demant E.J.F., Kjeldsen E., Friche E., and Hansen H.H. Biochem. Pharmacol. 45 (1993) 2025
333. Chow K.C., MacDonald T.L., and Ross W.E. Mol. Pharmacol. 34 (1989) 467
334. Capranico G., Palumbo M., Tinelli S., Mabilia M., Pozzan A., and Zunino F. J. Mol. Biol. 235 (1994) 1218
335. Palumbo M., Mabilia M., Pozzan A., Capranico G., Tinelli S., and Zunino F. J. Mol. Recognit. 7 (1994) 227
336. René B., Fossé P., Khélifa T., Jacquemin-Sablon A., and Bailly C. Mol. Pharmacol. 49 (1996) 343
337. Charcosset J.Y., Bendirdjian J.P., Lantieri M.F., and Jacquemin-Sablon A. Cancer Res. 45 (1985) 4229
338. Pommier Y., Schwartz R.E., Zwelling L.A., Kerrigan D., Mattern M.R., Charcosset J.Y., Jacquemin-Sablon A., and Kohn K.W. Cancer Res. 46 (1986) 611
339. Charcosset J.Y., Saucier J.M., and Jacquemin-Sablon A. Biochem. Pharmacol. 37 (1988) 2145
340. Jacquemin-Sablon A., Bojanowski K., Casabianca-Pignède M.R., Crémier S., Delaporte C., Khelifa T., Markovits J., René B., Saucier J.M., and Larsen A.K. Bull. Cancer 81 (1994) 381
341. Gewirtz D.A. Biochem. Pharmacol. 42 (1991) 2253
342. Plouvier, B.; Houssin, R.; Hecquet, B.; Colson, P.; Houssier, C.; Waring, M. J.; Hénichart, J. P.; Bailly, C. Bioconjugate Chem. 5, 475.
343. Denny W.A., and Wakelin L.P.G. Cancer Res. 46 (1986) 1717
344. Bailly C., Denny W.A., Mellor L., Wakelin L.P.G., and Waring M.J. Biochemistry 31 (1992) 3514
345. Bourdouxhe-Housiaux C., Colson P., Houssier C., Waring M.J., and Bailly C. Biochemistry 35 (1996) 4251
346. Hénichart J.P., Waring M.J., Riou J.F., Denny W.A., and Bailly C. Mol. Pharmacol. 51 (1997) 448
347. McCaunaughie A.W., and Jenkins T.C. J. Med. Chem. 38 (1995) 3488
348. Gupta R., Al-Said N.H., Oreski B., and Lown J.W. Anti-Cancer Drug Des. 11 (1996) 325
349. Lown J.W. Drug Development Res. 34 (1995) 145
350. Geierstanger B.H., and Wemmer D.E. Annu. Rev. Biophys. Biomol. Struct. 24 (1995) 463
351. Zunino F., Animati F., and Capranico G. Curr. Pharm. Des. 1 (1995) 83
352. Kahne D. Chem. Biol. 2 (1995) 7
353. Remy J.-S., Sirlin C., Vierling P., and Behr J.-P. Bioconjugate Chem. 5 (1994) 647
354. Clanton D.J., Buckeit Jr. R.W., Terpening S.J., Kiser R., Mongelli N., Borgia N.L., Schultz R., Narayanan V., Bader J.P., and Rice W.G. Antiviral Res. 27 (1995) 335