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ISSN 1998-9539
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Spectral Сharacterization of Сomplexes of Tetra- and Tricationic Porphyrins with DNA Duplex
N. Sh. Lebedeva,
a
E. S. Yurina,
a
M. A. Lebedev,
a,b
A. N. Kiselev,
a,b
S. A. Syrbu,
a
and Yu. A. Gubarev
a@
a
G.A. Krestov Institute of Solution Chemistry of the Russian academy of Sciences, 153045 Ivanovo, Russia
b
Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia
@
Corresponding author E-mail:
gua@isc-ras.ru
DOI: 10.6060/mhc214031g
Macroheterocycles
2021
14
(4) 342-347
Dedicated to the memory of Prof. G. V. Ponomarev, Prof. A. F. Mironov, and Prof. T. S. Kurtikyan
A systematic spectral study of the interaction of DNA with a number of tetra- and tricationic porphyrins, in which the N-methyl group is located in the para- or meta-position of the pyridyl substituent, has been carried out. The conditions for the formation of intercalation complexes of DNA with the studied porphyrins were established. It was shown that DNA exhibits greater affinity for porphyrins with an N-methyl group in the para-position of the peripheral substituent, compared to porphyrins with an N-methyl group in the meta-position. Intercalation complexes of DNA with porphyrins with the meta-position of the N-methyl group are characterized by spectral features, such as a slight bathochromic shift of the Soret band in the UV-Visible spectrum and the absence of band inversion in the fluorescence spectrum of intercalated porphyrins. For DNA complexes with monohetaryl-substituted porphyrins, a “semi-intercalation” binding model has been proposed.
References:
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1. Trannoy L.L., Lagerberg J.W., Dubbelman T.M., Schuitmaker H.J., Brand A. Transfusion 2004, 44, 1186.
https://doi.org/10.1111/j.1537-2995.2004.03275.x
2. Otvagin V.F., Nyuchev A.V., Kuzmina N.S., Grishin I.D., Gavryushin A.E., Romanenko Y.V., Koifman O.I., Belykh D.V., Peskova N.N., Shilyagina N.Y. Eur. J. Med. Chem. 2018, 144, 740.
https://doi.org/10.1016/j.ejmech.2017.12.062
3. Fiel R.J. J. Biomol. Struct. Dyn. 1989, 6, 1259.
https://doi.org/10.1080/07391102.1989.10506549
4. Fiel R., Munson B. Nucleic Acids Res. 1980, 8, 2835.
https://doi.org/10.1093/nar/8.12.2835
5. Marzilli L., Banville D., Zon G., Wilson W. J. Am. Chem. Soc 1986, 108, 4188.
https://doi.org/10.1021/ja00274a056
6. Lipscomb L.A., Zhou F.X., Presnell S.R., Woo R.J., Peek M.E., Plaskon R.R., Williams L.D. Biochemistry 1996, 35, 2818.
https://doi.org/10.1021/bi952443z
7. Pratviel G., Pitié M., Bernadou J., Meunier B. Angew. Chem. Int. Ed. 1991, 30, 702.
https://doi.org/10.1002/anie.199107021
8. Kumar S., Cheng X., Klimasauskas S., Mi S., Posfai J., Roberts R.J., Wilson G.G. Nucleic Acids Res. 1994, 22, 1.
https://doi.org/10.1093/nar/22.1.1
9. Savva R., Pearl L.H. Nat. Struct. Biol. 1995, 2, 752.
https://doi.org/10.1038/nsb0995-752
10. Lebedeva N.S., Yurina E.S., Gubarev Y.A., Syrbu S.A. Spectrochim. Acta A 2018, 199, 235.
https://doi.org/10.1016/j.saa.2018.03.066
11. Gubarev Y.A., Lebedeva N.S., Yurina E.S., Syrbu S.A., Kiselev A.N., Lebedev M.A. J. Pharmaceut. Analysis 2021, 11, 691-698.
https://doi.org/10.1016/j.jpha.2021.08.003
12. Peacocke A., Skerrett J.H. Trans. Faraday Soc. 1956, 52, 261.
https://doi.org/10.1039/tf9565200261
13. Walker G.T., Stone M.P., Krugh T.R. Biochemistry 1985, 24, 7462.
https://doi.org/10.1021/bi00346a065
14. Nafisi S., Saboury A.A., Keramat N., Neault J.-F., Tajmir-Riahi H.-A. J. Mol. Struct. 2007, 827, 35.
https://doi.org/10.1016/j.molstruc.2006.05.004
15. Dharanivasan G., Jesse D.M.I., Chandirasekar S., Rajendiran N., Kathiravan K. J. Fluoresc. 2014, 24, 1397.
https://doi.org/10.1007/s10895-014-1417-9
16. Pasternack R.F., Caccam M., Keogh B., Stephenson T.A., Williams A.P., Gibbs E.J. J. Am. Chem. Soc. 1991, 113, 6835.
https://doi.org/10.1021/ja00018a019
17. Kang J., Wu H., Lu X., Wang Y., Zhou L. Spectrochim. Acta A 2005, 61, 2041.
https://doi.org/10.1016/j.saa.2004.08.009
18. Pratviel G. Coord. Chem. Rev. 2016, 308, 460.
https://doi.org/10.1016/j.ccr.2015.07.003
19. Lebedeva N. S., Malkova E., Popova T., Kutyrev A., Syrbu S., Parfenyuk E., Vyugin A. Spectrochim. Acta A 2014, 118, 395.
https://doi.org/10.1016/j.saa.2013.06.101
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