Novel aliphatic N-oxide of naphthalimides as fluorescent markers for hypoxic cells in solid tumor

European Journal of Medicinal Chemistry

Volumn 46, Issue 7, 2011, Pages 3030-3037

  Yin, Hong ^a   Zhu, Weiping ^a   Xu, Yufang ^a   Dai, Min ^a   Qian, Xuhong ^a   Li, Yuanli ^a   Liu, Jianwen ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Bioreduction; Fluorescent marker; Hypoxic; N Oxide; Naphthalimide

Indexed keywords

N OXIDE 3 AMINO 1,8 NAPHTHALIMIDE; N OXIDE 3 NITRO 1,8 NAPHTHALIMIDE; N OXIDE BENZO[B]XANTHENE [2,1 C]NAPHTHALIMIDE; N OXIDE BENZO[K,L]THIOXANTHENE 3,4 NAPHTHALIMIDE; N OXIDE BENZO[K,L]XANTHENE 3,4 NAPHTHALIMIDE; NAPHTHALIMIDE DERIVATIVE; UNCLASSIFIED DRUG; BIOLOGICAL MARKER; DNA; FLUORESCENT DYE; MOLECULAR PROBE; OXIDE;

ANIMAL CELL; ARTICLE; CHROMATOPHORE; DRUG DNA BINDING; DRUG SYNTHESIS; FLUORESCENCE ANALYSIS; HYPOXIC CELL; IMAGE ANALYSIS; IN VITRO STUDY; NONHUMAN; SOLID TUMOR; ANIMAL; CELL HYPOXIA; CHEMISTRY; CHO CELL LINE; CRICETULUS; MOLECULAR PROBE; OXIDATION REDUCTION REACTION; SYNTHESIS;

ANIMALS; BIOLOGICAL MARKERS; CELL HYPOXIA; CHO CELLS; CRICETULUS; DNA; FLUORESCENT DYES; MOLECULAR PROBES; NAPHTHALIMIDES; OXIDATION-REDUCTION; OXIDES;

EID: 79957454838     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.04.040     Document Type: Article

References (49)

1. R.S. Bush, R.D.T. Jenkin, W.E.C. Allt, F.A. Beale, H. Bean, A.J. Dembo, and J.F. Prinde Br. J. Cancer. 37 1978 302 306
2. I. Churchill-Davidson, C.A. Foster, G. Wiernik, C.D. Collins, N.C. Piezez, D.B.L. Skeggs, and P.R. Purser Br. J. Radiol. 39 1966 321 331
3. L.H. Gray, A.D. Conger, M. Ebert, S. Hornsey, and O.C.A. Scott Br. J. Radiol. 26 1953 638 648
4. R.J. Hodgkiss Anti-Cancer Drug Des 13 1998 687 702
5. J.A. Raleigh, M.W. Dewhirst, and D.E. Thrall Semin. Radiat. Oncol. 6 1996 37 45
6. M. Bache1, M. Kappler, H.M. Said, A. Staab, and D. Vordermark Curr. Med. Chem. 15 2008 322 338
7. K. Gulliksrud, I.K. Vestvik, K. Galappathi, B. Mathiesen, and E.K. Rofstad Radiat. Res. 170 2008 638 650
8. A. Cheguillaume, J. Gillart, D. Labar, V. Grégoire, and J. Marchand-Brynaert Bioorg. Med. Chem. 13 2005 1357 1367
9. A.W. Fyles, M. Miolsevic, R. Wong, M.C. Kavanagh, M. Pintilie, A. Sun, W. Chapman, W. Levin, L. Manchul, T.J. Keane, and R.P. Hill Radiother. Oncol. 48 1998 149 156
10. H.A. Al-Hallaq, J.N. River, M. Zamora, H. Oikawa, and G.S. Karczmar Int. J. Radiat. Oncol. Biol. Phys. 41 1998 151 159
11. A.Y. Karen, B.P. Siham, M.L. Rachelle, Q.B. Darrell, C.F. Matthew, S.B. James, E.H. Gerald, and J.D. Chapman Int. J. Radiat. Oncol. Biol. Phys. 33 1995 111 118
12. A.S.E. Ljungkvist, J. Bussink, P.F.J.W. Rijken, J.A. Raleigh, J. Denekamp, and A.J. van der Kogel Int. J. Radiat. Oncol. Biol. Phys. 48 2000 1529 1538
13. J.A. Raleigh, A.J. Franko, C.J. Koch, and J.L. Born Br. J. Cancer 51 1985 229 235
14. J.D. Chapman, A.J. Franko, and J.A. Sharplin Br. J. Cancer 45 1982 694 699
15. B.M. Garrecht, and J.D. Chapman Br. J. Radiol. 56 1983 745 753
16. J.S. Rasey, K.A. Krohn, Z. Grunbaum, P.J. Conroy, K. Bauer, and R.M. Sutherland Radiat. Res. 102 1985 76 85
17. Z. Li, T. Chu, X. Liu, and X. Wang Nucl. Med. Biol. 32 2005 225 231
18. M. Dai, W. Zhu, Y. Xu, and X. Qian J. Fluoresc 18 2008 591 597
19. W. Zhu, M. Dai, Y. Xu, and X. Qian Bioorg. Med. Chem. 16 2008 3255 3260
20. A.C. Begg, E.L. Engelhardt, R.J. Hodgkiss, N.J. McNally, N.H.A. Terry, and P. Wardman Br. J. Radiol. 56 1983 970 973
21. P.L. Olive, and R.E. Durand Cancer Res. 43 1983 3276 3280
22. P.L. Olive Int. J. Radiat. Oncol. Biol. Phys. 10 1984 1357 1360
23. M.R.L. Stratford, E.D. Clarke, R.J. Hodgkiss, R.W. Middleton, and P. Wardman Int. J. Radiat. Oncol. Biol. Phys. 10 1984 1353 1356
24. P. Wardman, E.D. Clarke, R.J. Hodgkiss, R.W. Middleton, J. Parrick, and M.R.L. Stratford Int. J. Radiat. Oncol. Biol. Phys. 10 1984 1347 1351
25. A.C. Begg, R.J. Hodgkiss, N.J. McNally, R.W. Middleton, M.R.L. Stratford, and N.H.A. Terry Br. J. Radiol. 58 1985 645 654
26. P.L. Olive, and D.J. Cha-din Int. J. Radiat. Oncol. Biol. Phys. 12 1986 1247 1250
27. R.J. Hodgkiss, R.W. Middleton, M.R.L. Stratford, and R.D. Buono Biochem. Pharmcol. 36 1987 1483 1487
28. M.F. Braña, M. Cacho, A. Gradillas, B. de Pascual-Teresa, and A. Ramos Curr. Pharm. Des. 7 2001 1745 1780
29. M. Hockel, K. Schlenger, C. Knoop, and P. Vaupel Cancer Res. 51 1991 6098 6102
30. W. Mueller-Klieser, P. Vaupel, R. Manz, and R. Schmidseder Int. J. Radiat. Oncol. Biol. Phys. 7 1981 1397 1404
31. P. Vaupel, K. Schlenger, C. Knoop, and M. Hockel Cancer Res. 51 1991 3316 3322
32. W.A. Denny, W.R. Wilson, and M.P. Hay Br. J. Cancer 74 1996 32 38
33. W.A. Denny, W.R. Wilson, and J. Pharm Pharmacology 50 1988 387 394
34. J.M. Brown, and W.R. Wilson Nat. Rev. Cancer 4 2004 437 447
35. L.H. Patterson Cancer Metastasis. Rev. 12 1993 119 134
36. A.K. Sinhababu, and D.R. Thakker Adv. Drug. Deliv. Rev. 19 1996 241 273
37. K. Král, and P. Zdenk Microelectron. Engineer 69 2003 256 260
38. E. Gaiauskas, and K.H. Feller J. Lumin 102-103 2003 13 20
39. K.H. Feller, and E. Gaiauskas J. Lumin 83 1999 265 270
40. K.R. Naqvi, T.B. Melo, B.B. Raju, T. Javorfi, and G. Garab Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 53 1997 1925 1936
41. W. Chen, Y. Qin, Z. Cai, C. Chan, G. Luo, and Z. Jiang Bioorg. Med. Chem. 13 2005 1859 1866
42. R.J. Hodgkiss, A.C. Begg, R.W. Middleton, J. Parrick, M.R.L. Stratford, P. Wardman, and G.D. Wilson Biochem. Pharmacol. 41 1991 533 541
43. R.J. Hodgkiss, R.W. Middleton, J. Parrick, H.K. Rami, P. Wardman, G.D. Wilson, and J. Med Chem 35 1992 1920 1926
44. R.J. Hodgkiss, J. Parrick, P. Manuchehr, and M.R.L. Stratford J. Med. Chem. 37 1994 4352 4356
45. W.R. Wilson, P. van Zijl, and W.A. Denny Int. J. Radiat. Oncol. Biol. Phys. 22 1992 693 696
46. D.C. Heimbrook, and A.C. Sartorelli Mol. Pharmacol. 26 1986 168 172
47. Y. Xu, B. Qu, X. Qian, and Y. Li Bioorg. Med. Chem. Lett. 15 2005 1139 1142
48. X. Qian, Y. Li, Y. Xu, Y. Liu, and B. Qu Bioorg. Med. Chem. Lett. 14 2004 2665 2668
49. Y.S. Bcheshtiha, M.M. Heravi, and F.A. Salehi Indian. J. Chem. 37B 1998 1177 1179