Effect of side groups of phenanthridines on their hetero¬association with antibiotic daunomycin and the competitive binding with a DNA oligomer.
Abstract
500 MHz 'H NMR spectroscopy has been used to study the hetero-association of phenanthndine dyes, containing different side groups in the chromophore, with anthracycline antibiotic daunomycin (DAU) and the competitive binding of aromatic dye/drug molecules with a DNA oligomer 5'-d(TpGpCpA ). The magnitudes of the hetero- association parameters of Ethidium Bromide (EB) and its azido-denvatives, 8-azido-Ethidium Bromide (EMB) and 3,8-Diazido-Ethidium Chloride (EDC) with DAU show a successive decrease with mono and di-substitution ot the 3,8-amino groups of EB due to less probability of the formation of an intermolecular hydrogen bond between the amino groups of EB and the 9 MeCO group of DAU. Analysis has shown that the equilibrium balance of self- association, hetero-association and dye/drug-DNA binding depends on solution conditions. In order to elucidate the molecular complexation processes in multi-component equilibria occurring in mixed solution (including mutagen, aromatic antibiotic and DNA), it is necessary to take into account not only the hetero-association of the aromatic molecules but also the competition between drug and mutagen for the oligonucleotide binding sitesю.
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References
Gale E.F., Cundliffe E, Reynolds P.E., Richmond M.H., Waring M.J. // The molecular basis London. 1981.500p.
Graves D.E., Velea L.M. // Current Org. Chem. 2000. V.4. P. 915-929.
Davies D.B., Veselkov D.A., Kodintsev V.V., Evstigneev M.P., Veselkov A.N. // Mol. Physics. 1971.
Davies D.B., Veselkov D.A., Djimant L.N.,Veselkov A.N. // Eur. Biophys. .J. 2001. V.30. P.354-366
Adel A.L., Dorr R.T., Liddil J.D. //Cancer Invest. 1993. V.11. P. 15-24.
Larsen R.W., Jasuja R., Hetzler R., Muraoka P.T., Andrada V.G., Jameson D.M. // Biophys.1994
Graves D.E.,.Watkins C.L., Yielding L.W.//Biochemistry 1981. V.20. P. 1887-1892.
Laugaa P., Delbarre A.. Le Pecq J-B.. Roques B.P. // Eur.J.Biochem. 1983. V.134. P.163-173
Feigon .J., W.Leupin., W.A.Denny and D.R.Kearns. //Nucl. Acids Res. 1982. V.10. P.749-761
Davies D.B., Djimant L.N., Veselkov A.N. // J. Chem. Soc. Faraday Trans. 1996. V.92. P 383-390
Veselkov A.N.. Lantushenko A.O.. Veselkov D.A., Davies D.B. // J. Struct. Chem. 2002.
V 43
Bresloff J.L., Crothers D.M. // Biochemistry. 1981. V.20. P. 3547-3553.
Graves D.E., Yielding L.W., Watkins C.L., Yielding K..L. // Biochim. Biophys. Acta. 1977. V 479. P. 98-104.
Huang Y.M., Phillips D R // Biophys. Chem. 1977 , V.6. P. 363-368.
Chaires J.B., Dattagupta N., Crothers D.M. // Biochemistry. 1982. V.21. P. 3927-3932.
Davies D.B., Veselkov D A., Veselkov A.N. //Mol.Physics. 1999. V.97. P. 439-451.
Davies D.B., Eaton R.J., Baranovsky S.F., Veselkov A.N. // J. Biomol. Str. Dyn. 2000 V.17
P 887-901.
Davies D.B., Veselkov D.A., Veselkov A.N.// Eur. Biophys. J. 2002. V.31, P. 153-162.
Giessner-Prettre C., Pullman B. // Quart. Rev. Biophys. 1987. V.20. P. l13-172
Davies D.B., Karawajew L., Veselkov A.N. // Biopolymers. 1996. V.38. P. 745-757.
Veselkov A.N., Evstigneev M.P., Veselkov D.A., Djimant L.N., Davies D.B // Biophys. Bull. Kharkov Univ , V.525. № 1(8). P. 18-26.
Ross P.D., Subramanian S. // Biochemstry 1981. V.20 P.3096-3102.
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