Igor A. Kirilyuk, Ph.D.

Born in 1962 in Novosibirsk, USSR
Education and scientific degree:
  • 1984 M. Sci. (Chemistry), Novosibirsk State University
  • 1995 Ph. D. (Chemistry), Novosibirsk Institute of Organic Chemistry

Professional appointments:
  • 1984-1986: Practical course at Lab. of Nitrogen Compounds, NIOCH, SB AS USSR
  • 1986-1992: Junior researcher, Lab. of Nitrogen Compounds, NIOCH, SB AS USSR
  • 1992-1998: Researcher, Lab. of Nitrogen Compounds, NIOCH, SB AS USSR
  • 1998- now: Senior researcher, Lab. of Nitrogen Compounds, NIOCH, SB AS USSR

Research Stays
  • 1995, 1996, 1997, 1998, 1999, 2000, 2001: Institute of Molecular Pharmacology, Berlin, Germany (BMBF scholarship).
Fields of scientific interest:
  • Chemistry of heterocyclic compounds, especially of nitrones and of stable nitroxides
  • Development of novel spin trapping compounds
  • Biochemical applications of spin labels and spin traps

Publications in Referred Journals and Conference Proceedings:
  1. Volodarsky L.B., Grigor’ev I.A.,Grigor’eva L.N., Kirilyuk I.A.
    Nitration of imidazoline N-oxide nitroxides containing the aryl nitrone group.
    Tetrahedron Lett.-1984.- V. 25. - No. 50- P. 5809-5812.
  2. Grigor’ev I.A., Volodarsky L.B., Starichenko V.F., Shchukin G.I., Kirilyuk I.A.
    Route to stable nitroxides with alkoxy groups at a-carbon - the derivatives of 2- and 3- imidazolines.
    Tetrahedron Lett.-1985.- V. 26.- No. 41.- P. 5085-5088.
  3. Volodarsky L.B., Grigor’ev I.A., Grigor’eva L.N., Kirilyuk I.A. , Amitina S.A.
    Nitrovanie 4-aril- è 4-getaril-2,2,5,5-tetrametil-3-imidazolin-3-oksidov i nitroksil'nykh radikalov na ikh osnove.
    Zhurnal Organicheskoj Khimii -1985. - Ò. 21. - ¹ 2 - s. 443-449, (Rus).
  4. Kirilyuk I.A. , Grigor’ev I.A., Volodarsky L.B.
    Synthesis of 3-Imidazoline-3-oxide Nitroxides Containing Phenylamino Group, Their Diazotization and Azocoupling.
    Bull. Acad. Sci. USSR, Div. Chem. Sci., 36, 1467-1472, (1989) (Engl. Transl.).
  5. Gulin V.I., Dikanov S.A., Tsvetkov Yu.D., Grigor’ev I.A., Kirilyuk I.A.
    Magnitno-rezonansnye parametry nitrokcil'nykh radikalov 3- i 2-imidazolina s alkoksigruppami u a-atoma ugleroda radikal'nogo tsentra po dannym ESR 2-mm diapazona.
    Zhurnal Strukturnoj Khimii - 1988. - Ò. 29. - ¹ 3. - s. 139-142, (Rus).
  6. Grigor’ev I.A., Kirilyuk I.A. , Volodarsky L.B.
    Spektry NMR tsiklicheskikh nitronov. 4. Sintez i spektry NMR 13Ñ N-oksidov i N,N-dioksidov 4Í-imidazola.
    Khimiya Geterotsiklicheskikh Soedinenij - 1988. -¹ 12. - s. 1640-1648, (Rus).
  7. Kirilyuk I.A. , Grigor’ev I.A., Volodarsky L.B.
    Poluchenie 3-imidazolinov i 3-imidazolin-3-oksidov, soderzhashchikh atom vodoroda u ugleroda Ñ-2.
    Izvestiya SOAN SSSR. Ser. Khim. Nauk. - 1989. - Vyp. 2. - ¹ 4. - s. 99-106, (Rus).
  8. Grigor’ev I.A., Kirilyuk I.A., Starichenko V.F., Volodarsky L.B.
    Oxidative Alkoxylation of 4H-Imidazol-N-oxides as a New Method of Synthesis of Stable 2- and 3-Imidazoline Nitroxides with Alkoxy Groups at a-Carbon Atom of the Radical Center.
    Bull. Acad. Sci. USSR, Div. Chem. Sci., 38, 1488, (1989) (Engl. Transl.).
  9. Grigor’ev I.A., Kirilyuk I.A., Volodarsky L.B., Starichenko V.F.
    Synthesis of stable nitroxides with amino group and fluorine atom at a-carbon atom of the radical center.
    Tetrahedron Lett.-1989.- V. 30.- No. 6.- P. 751-754.
  10. Grigor’ev I.A., Kirilyuk I.A. , Starichenko V.F., Volodarsky L.B.
    Poluchenie stabil'nykh nitroksil'nykh radikalov s aminogruppoj u a-yglerodnogo atoma radikal'nogo tsentra pri okislitel'nom aminirovanii N,N-dioksidov i N-oksidov 4Í-imidazola.
    Izvestiya AN SSSR. Ser. Khim. -1989. - ¹ 3. - s. 661-667, (Rus).
  11. Grigor’ev I.A., Kirilyuk I.A. , Starichenko V.F., Volodarsky L.B.
    Obrazovanie nitroksil'nykh radikalov s b-atomami ftora pri vzaimodejstvii nitronov s diftoridom ksenona.
    Izvestiya AN SSSR. Ser. Khim. -1989. - ¹ 4. - s. 933-937, (Rus).
  12. Kirilyuk I.A. , Grigor’ev I.A., Volodarsky L.B.
    Synthesis of 2H-Imidazol-1-oxides and its conversion into Stable Nitroxides.
    Bull. Acad. Sci. USSR, Div. Chem. Sci., 40, 1871-1880 (1991) (Engl. Transl.).
  13. Kirilyuk I.A.., Grigor’ev I.A., Volodarsky L.B.
    Synthesis of Stable Nitroxides - 5,5-Dimethoxy-3-imidazoline-3-oxide-1-oxyls from 2H-Imidazol-1,3-dioxides.
    Bull. Acad. Sci. USSR, Div. Chem. Sci., 40, 1880-1885 (1991) (Engl. Transl.).
  14. Kursakina I.G., Starichenko V.F., Grigor’ev I.A., Kirilyuk I.A. , Volodarsky L.B.
    Elektrokhimicheskoe okislenie N-oksidov 4Í-imidazola.
    Izvestiya AN SSSR. Ser. Khim. -1991. - ¹ 9. - s. 2009-2013, (Rus).
  15. Dikalov S.I., Kirilyuk I.A., Grigor’ev I.A., Volodarsky L.B.
    2H-Imidazol-N-oxides as spin Traps.
    Bull. Russ. Acad. Sci., Div. Chem. Sci., 41, 834-837 (1992) (Engl. Transl.).
  16. Bakunova S.M., Kirilyuk I.A. , Grigor’ev I.A., Gatilov Yu.V., Bagryanskaya I.Yu., Volodarsky L.B.
    Synthesis of Stable Oxazolidine Nitroxides with Methoxy Groups at a-Carbon Atom of the Radical Center.
    Bull. Russ. Acad. Sci., Div. Chem. Sci., 41, 758 (1992) (Engl. Transl.).
  17. Gatilov Yu.V., Bagryanskaya I.Yu., Grigor’ev I.A., Kirilyuk I.A. , Volodarsky L.B.
    Molekulyarnaya struktura stabil'nykh nitroksil'nykh radikalov imidazolina s gem-dialkoksigruppami u a-uglerodnogo atoma radikal'nogo tsentra.
    Zhurnal Strukturnoj Khimii. - 1992. - Ò. 34. - ¹ 3. - s. 139-142, (Rus).
  18. Kirilyuk I.A. , Grigor’ev I.A., Petrenko O.P., Volodarsky L.B.
    Photochemical Isomerization of 2H-Imidazol N-oxides.
    Russ. Chem. Bull., 42, 2009-2013 (1993) (Engl. Transl.).
  19. Reznikov V.A., Berezina T.A., Kirilyuk I.A. , Volodarsky L.B.
    Synthesis of a New Spin Labels Based on Aminoaryl Substituted Imidazoline Nitroxides.
    Russ. Chem. Bull., 43, 424-427 (1993) (Engl. Transl.)].
  20. Woldman Ya.Yu., Khramtsov V.V., Grigor’ev I.A., Kirilyuk I.A., Utepbergenov D.I.
    Spin trapping of nitric oxide by nitronylnitroxides: measurements of the activity of NO synthase from rat cerebellum.
    Biochem. Biophys. Res. Commun. -1994 V. 202. - P. 193-200.
  21. Burdukov A.I., Ovcharenko V.I., Sagdeev R.Z., Podoplelov A.V., Pervukhina N.V., Ikorskii V.N., Grigor’ev I.A., Kirilyuk I.A.
    Two Cu(hfac)2 complexes with the imidazoline nitroxide 4-amido-2,2-dimethyl-5,5-dimethoxy-3-imidazoline-1-oxyl. Conversion of a discrete molecular structure to a chain structure as a result of stoichiometric changes.
    Polyhedron. –1995.-V. 14.-No. 4.- P. 501-506.
  22. Khramtsov V., Woldman Ya., Grigor'ev I., Kirilyuk I., Utepbergenov D.
    Trapping of nitric oxide and nitric oxide synthase activity measurement by nitronylnitroxyl radicals.
    Magnetic Reson. in Medicine. – 1995. -V.6, P. 285-287.
  23. Dikalov S.I., Kirilyuk I.A., Grigor’ev I.A.
    Spin trapping of O-centered and S-centered radicals and peroxynitrite by 2H-imidazol-1-oxides.
    Biochem. Biophys. Res. Commun. -1996 V. 218. - P. 616-622.
  24. Burdukov A.I., Ovcharenko V.I., Pervukhina N.V., Ikorskii V.N., Grigor’ev I.A., Kirilyuk I.A.
    The competition of basicity and sterical availability of nitroxide donor functions in metal complexes: the study of M(hfac)2 (M=Co, Ni) adduct with 3-imidazoline-3-oxides.
    Polyhedron. –1996.-V. 15.-No. 23.- P. 4211-4219.
  25. Khramtsov V.V., Utepbergenov D.I., Vol'dman Ya.Yu., Vlasenko L.P., Markel' A.L., Kirilyuk I.A. , Grigor’ev I.A., Mazhukin D.G., Tikhinov A.Ya., Volodarsky L.B.
    Issledovaniya in vitro i in vivo proizvodnykh 1,2-diazetina i nitronilnitroksida v kachestve donorov i aktseptorov oksida azota.
    Biokhimiya. - 1996. - Ò. 61. - ¹ 10. - s. 1731-1742, (Rus).
  26. Haseloff R.F., Zoellner S., Kirilyuk I.A., Grigor'ev I.A., Reszka R., Bernhardt R., Mertsch K., Roloff B., Blasig I.E.
    Superoxide-mediated reduction of the nitroxide group can prevent detection of nitric oxide by nitronyl nitroxides.
    Free Rad. Res. –1997. –V. 26. –P. 7-17.
  27. Haseloff R.F., Kirilyuk I.A., Dikalov S.I., Khramtsov V.V., Blasig I.E., Grigor'ev I.A.
    Synthesis and spin trapping application of 2,2-dimethyl-d6-4-methyl-2H-imidazole-1-oxide-1-15N.
    Free Rad. Res. –1997. –V. 26. –P. 159-168.
  28. Zoellner S., Haseloff R.F., Kirilyuk I.A., Blasig I.E., Rubanyi G. M.
    Nitroxides increase the detectable amount of nitric oxide released from endothelial cells.
    J. Biol. Chem. –1997. – V. 272. - No. 37. – P. 23076-23080.
  29. Kirilyuk I.A., Utepbergenov D.I., Mazhukin D.G., Haseloff R.F., Fechner K., Mertsch K., Khramtsov V.V., Blasig I.E.
    Thiol-induced NO release from 3-halogeno-3,4-dihydrodiazete 1,2-dioxides.
    J. Med. Chem. –1998. – V. 41. – No. 7. - P. 1027-1033.
  30. Bakunova S.M., Grigor’ev I.A., Kirilyuk I.A.
    The reduction of nitroxides with alkoxy groups at a-carbon atom of nitroxide group: synthesis of a-alkoxynitrones and acetals of N-hydroxyamides.
    Russ. Chem. Bull., 48, 2136-43 (1999) (Engl. Transl.).
  31. Grigor’ev I.A., Bakunova S.M., Kirilyuk I.A.
    Reactions of cyclic a-methoxynitrones with nucleophylic reagents.
    Russ. Chem. Bull., 49, 2031-2036 (2000) (Engl. Transl.).
  32. Bakunova S.M., Kirilyuk I.A. , Grigor’ev I.A.
    The 1,3-dipolar cycloaddition reactions of cyclic nitrones of 2H-imidazole-1-oxide and 4H-imidazole-3-oxide series
    Russ. Chem. Bull., 50, (2001) 882-899 (Engl. Transl.).
  33. Irtegova I.G., Starichenko V.F.,Kirilyuk I.A. , Grigor’ev I.A.
    Elektrokhimicheskoe okislenie N-oksidov 2Í-imidazola.
    Izvestiya RAN. Ser. Khim. -2002. - ¹ 11. - s. 1910-1915, (Rus).
  34. Kirilyuk I.A., Shevelev T.G., Morozov D.A., Khromovskih E.L., Skuridin N.G., Khramtsov V.V., Grigor'ev I.A.
    Grignard Reagent Addition to 5-Alkylamino-4H-Imidazole 3-Oxides: Synthesis of New pH-Sensitive Spin Probes.
    Synthesis. – 2003. - No. 6. – P. 871-878.
  35. Kirilyuk I.A., Bobko A.A., Grigor'ev I.A., Khramtsov V. V.
    Synthesis of the tetraethyl substituted pH-sensitive nitroxides of imidazole series with enhanced stability towards reduction.
    Org. Biomol. Chem. 2004, 2, 1025-1030.