Netropsin, a minor groove binding ligand: A potential radioprotective agent

Radiation Research

Volumn 172, Issue 6, 2009, Pages 698-705

  Mishra, K ^a   Bhardwaj, R ^a   Chaudhury, N K ^a  

^a INSTITUTE OF NUCLEAR MEDICINE AND ALLIED SCIENCES   (India)

Author keywords

[No Author keywords available]

Indexed keywords

4 [5 (4 METHYL 1 PIPERAZINYL)[2,5' BI 1H BENZIMIDAZOL] 2' YL]PHENOL; CELL DNA; CONGOCIDINE;

ARTICLE; AT RICH SEQUENCE; CONTROLLED STUDY; DNA DAMAGE; GAMMA IRRADIATION; NONHUMAN; PRIORITY JOURNAL; PROTEIN DNA BINDING; RADIATION DOSE; RADIATION PROTECTION;

ANIMALS; CATTLE; DNA, SINGLE-STRANDED; ELECTROPHORESIS, AGAR GEL; LIGANDS; NETROPSIN; RADIATION-PROTECTIVE AGENTS;

EID: 70549091391     PISSN: 00337587     EISSN: None     Source Type: Journal    
DOI: 10.1667/RR1815.1     Document Type: Article

References (40)

1. J. F. Ward, Nature of lesions formed by ionizing radiation. In DNA Damage and Repair: DNA Repair in Higher Eukaryotes (J. A. Nickoloff and M. F. Hoekstra, Eds.), pp. 65-84. Humana Press, Totowa, NJ, 1998.
2. B. Nguyen, S. Neidle and W. D. Wilson, A role for water molecules in DNA-ligand minor groove recognition. Acc. Chem. Res. 42, 11-21 (2009).
3. J. W. Lown, Design of sequence-specific agents: lexitropsins. In Molecular Aspects of Anticancer Drug-DNA Interaction (S. Neidle and M. J. Waring, Eds.), pp. 322-355. Macmillan, London, 1993.
4. K. J. Breslauer, D. P. Remeta, W. Y. Chou, R. Ferrente, D. Zaunczkowski, J. G. Synder and L. A. Marky, Enthalpy-entropy compensation in drug-DNA binding studies. Proc. Natl. Acad. Sci. USA 84, 8922-8926 (1987).
5. J. Ren and J. B. Chaires, Sequence and structural selectivity of nucleic acid binding ligands. Biochemistry 38, 16067-16075 (1999).
6. U. Tawar, A. K. Jain, R. Chandra, Y. Singh, B. S. Dwarakanath, N. K. Chaudhury, L. Good and V. Tandon, Minor groove binding ligand with expanded A/T sequence length recognition, selective binding to bent DNA regions and enhanced fluorescent properties. Biochemistry 42, 13339-13346 (2003).
7. P. J. Smith and C. O. Anderson, Modification of the radiation sensitivity of human tumour cells by a bis-benzimidazole derivative. Int. J. Radiat. Biol. 46, 331-344 (1984).
8. S. D. Young and R. P. Hill, Radiation sensitivity of tumour cells strand in vitro or in vivo with the benzimidazole fluorescence Hoechst 33342. Br. J. Cancer 60, 715-721 (1989).
9. N. V. Lyubimova, P. G. Coultas, K. Yuen and R. F. Martin, In vivo radioprotection of mouse brain endothelial cells by Hoechst 33342. Br. J. Radiol. 74, 77-82 (2001).
10. L. Denison, A. Haigh, G. D'Cunha and R. F. Martin, DNA ligands as radio protectors: molecular studies with Hoechst 33342 and Hoechst 33258. Int. J. Radiat. Biol. 61, 69-81 (1992).
11. R. F. Martin and L. Denison, DNA ligands as radiomodifiers: studies with minor groove binding bisbenzimidazoles. Int. J. Radiat. Oncol. Biol. Phys. 23, 579-584 (1992).
12. C. Savoye, C. Swenberg, S. Hugot, D. Sy, R. Sabattier, M. Charlier and M. Spotheim-Maurizot, Thiol WR-1065 and disulphide WR-33278, two metabolites of the drug ethyol (WR-2721), protect DNA against fast neutron-induced strand breakage. Int. J. Radiat. Biol. 71, 193-202 (1997).
13. R. F. Martin, S. Broadhurst, M. E. Reum, C. J. Squire, G. R. Clark, P. N. Lobachevsky, J. M. White, C. Clark, D. Sy, M. Spotheim-Maurizot and D. P. Kelly, In vitro studies with methylproamine: a potent new radioprotector. Cancer Res. 64, 1067-1070 (2004).
14. R. F. Martin and R. F. Anderson, Pulse radiolysis studies indicate that electron transfer is involved in radioprotection by Hoechst3342 and methylprolamine. Int. J. Radiat. Oncol. Biol. Phys. 42, 827-831 (1998).
15. P. B. Dervan, Design of sequence-specific DNA-binding molecules. Science 232, 464-471 (1986).
16. U. Tawar, A. K. Jain, B. S. Dwarakanath, R. Chandra, Y. Singh, N. K. Chaudhury, D. Khaitan and V. Tandon, Influence of phenyl ring substitution on bisbenzimidazole and terbenzimidazole cyto-toxicity: synthesis and biological evaluation as radioprotectors. J. Med. Chem. 46, 3785-3792 (2003).
17. N. K. Chaudhury and R. Bhardwaj, Structural stabilization by Hoechst 333258 in c-irradiated DNA: evidenced by spectroscopic studies. Curr. Sci. 87, 1256-1262 (2004).
18. N. K. Chaudhury, R. Bhardwaj, K. Mishra, B. S. Dwarakanath, A. Jain, U. Tawar and V. Tandon, Spectroscopic studies on irradiated trisbenzimidazole-calf thymus DNA complex: implications on mechanism of radioprotection. Indian J. Radiat. Res. 3, 39-53 (2006).
19. J. Sambrook, F. E. Fritsch and T. Maniatis, Molecular Cloning: A Laboratory Manual, 2nd ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY, 1989.
20. G. L. Newton, A. Ly, N. Q. Tran, J. F. Ward and J. R. Milligan, Radioprotection of plasmid DNA by oligolysines. Int. J. Radiat. Biol. 80, 643-651 (2004).
21. J. R. Milligan, J. A. Aguilera and J. F. Ward, Variation of single-strand break yield with scavenger concentration for plasmid DNA irradiated in aqueous solution. Radiat. Res. 133, 151-157 (1993).
22. J. R. Milligan, A. D. Arnold and J. F. Ward, The effect of super helical density on the yield of single-strand breaks in c-irradiated plasmid DNA. Radiat. Res. 132, 69-73 (1992).
23. J. H. Miller, J. M. Nelson, M. Ye, C. E. Swenberg, J. M. Speicher and C. J. Benham, Negative supercoiling increases the sensitivity of plasmid DNA to single-strand break induction by X-rays. Int. J. Radiat. Biol. 59, 941-949 (1991).
24. F. J. Nabben, H. A. vander Stroom and H. Loman, Inactivation of biologically active DNA by isopropanol and formate radicals. Int. J. Radiat. Biol. 43, 495-504 (1983).
25. K. Hempel and E. Mildenberger, Determination of G-values for single and double strand break induction in plasmid DNA using agarose gel electrophoresis and curve fitting procedure. Int. J. Radiat. Biol. 52, 125-138 (1987).
26. E. R. Blazek and M. J. Peak, The role of hydroxyl radicals quenching in the protection by acetate and ethylene diamine acetates of super coiled plasmid DNA from ionizing radiation-induced strand breakage. Int. J. Radiat. Biol. 53, 237-247 (1988).
27. C. Z. Chen and J. C. Sutherland, Gel electrophoresis method for quantitation of gamma ray induced single and double-strand breaks in DNA irradiated in vitro Electrophoresis 10, 318-326 (1989).
28. J. H. Van Touw, J. B. Verberne, J. Retel and H. Loman, Radiation-induced strand breaks in phiX 174 replicative forms DNA: An improved experimental and theoretical approach. Int. J. Radiat. Biol. 48, 567-578 (1985).
29. A. Pingoud and A. Jeltsch, Structure and function of type II restriction endonucleases. Nucleic Acids Res. 29, 3705-3727 (2001).
30. A. Pingoud, M. Fuxreiter, V. Pingoud and W. Wende, Type II restriction endonucleases: structure and mechanism. Cell. Mol. Life Sci. 62, 685-707 (2005).
31. Y. W. Park and K. J. Breslauer, Drug binding to higher ordered DNA structures: netropsin complexation with a nucleic acid triple helix. Proc. Natl. Acad. Sci. USA 89, 6653-6657 (1992).
32. I. Haq, J. E. Ladbury, B. Z. Chowdhry, T. C. Jenkins and J. B. Chairs, Specific binding of Hoechst33258 to the d(CGCAA-ATTTGCG)2 duplex: calorimetric and spectroscopic studies. J. Mol. Biol. 271, 244-257 (1997).
33. K. S. Haveles, A. G. Georgakilas, E. G. Sideris and V. Sophia-nopoulou, Effects of radical scavengers on radiation-induced DNA double strand breaks. Int. J. Radiat. Biol. 76, 51-59 (2000).
34. K. D. Goodwin, E. C. Long and M. M. Georgiadis, A host-guest approach for determining drug-DNA interactions: an example using netropsin. Nucleic Acids Res. 33, 4106-4116 (2005).
35. M. L.Kopka,C. Youn,D. Goodsell, P.Pjura and R. E. Dickerson, The molecular origin of DNA-drug specificity in netropsin and distamycin. Proc. Natl. Acad. Sci. USA 82, 1376-1380 (1985).
36. P. E. Pjura, K. Grzeskowiak and R. E. Dickerson, Binding of Hoechst 33258 to the minor groove of B-DNA. J. Mol. Biol. 197, 257-271 (1987).
37. S. A. Shaikh, S. R. Ahmed and B. Jayaram, Molecular thermodynamic view of DNA-drug interactions: a case study of 25 minor-groove binders. Arch. Biochem. Biophys. 429, 81-99 (2004).
38. N. N. Degtyareva, B. D. Wallace, A. R. Bryant, K. M. Loo and J. T. Petty, Hydration changes accompanying the binding of minor groove ligands with DNA. Biophys. J. 92, 959-960 (2007).
39. W. Wang, D. Becker and M. D. Sevilla, The influence of hydration on the absolute yields of primary ionic free radicals in gamma-irradiated DNA at 77 K. I. Total radical yields. Radiat. Res. 135, 146-154 (1993).
40. M. Spotheim-Maurizot, F. Garnifer, R. Sabattier and M. Charlier, Metal ions protect DNA against strand breakage induced by fast neutrons. Int. J. Radiat. Biol. 62, 659-666 (1992).