Synthesis and Sonodynamic Activity of Ferrocenyltriazoleporphyrin

Elena Yu. Rogatkina,^a@ Alexey N. Rodionov,^a,b Svetlana E. Mazina,^c Yurii A. Belousov,^a and Alexander A. Simenel^a,d

^aNesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russia

^bEngelhardt Institute of Molecular Biology, Russian Academy of Sciences, 119991 Moscow, Russia

^cDepartment of Chemistry, Moscow State University, 119991 Moscow, Russia

^d“Moscow Institute of Steel and Alloys” National University of Science and Technology, 119049 Moscow, Russia

^@Corresponding author E-mail: jdyotvet@yandex.ru

DOI: 10.6060/mhc200493r
Macroheterocycles 2020 13 (3) 248-251

The ferrocene-containing triazoleporphyrin was synthesized by the [3+2] dipolar cycloaddition of tetraphenylporphyrinazide with ferrocenylethyl propargyl ether. The cytotoxicity of the compound to Escherichia coli was studied. It was shown that the obtained compound exhibits a pronounced sonodynamic effect under the action of ultrasound.

References:

Click here to expand or collapse this section

1. Endo S., Kudo N., Yamaguchi S., Sumiyoshi K., Motegi H., Kobayashi H., Terasaka S., Houkin K. Ultrasound Med. Biol. 2015, 41(9), 2458-2465.
https://doi.org/10.1016/j.ultrasmedbio.2015.05.007

2. Nikolaev A.L., Gopin A.V., Bozhevolnov V.E., Mazina S.E., Severin A.V., Rudin V.N., Andronova N.V., Treschalina H.M., Kaliya O.L., Solovyeva L.I., Lukyanets E.A. Russ. Chem. Bull. 2014, 63(5), 1036-1047.
https://doi.org/10.1007/s11172-014-0546-2

3. Chen H., Zhou X., Gao Y., Zheng B., Tang F., Huang J. Drug Discovery Today 2014, 19(4), 502-509.
https://doi.org/10.1016/j.drudis.2014.01.010

4. Morley S., Griffiths J., Philips G., Moseley H., O'Grady C., Mellish K., Lankester C.L., Faris B., Young R.J., Brown S.B., Rhodes L.E. Br. J. Dermatol. 2014, 168(3), 617-624.
https://doi.org/10.1111/bjd.12098

5. Dai Z.-J., Li S., Gao J. Medical Hypotheses 2013, 80, 300-302.
https://doi.org/10.1016/j.mehy.2012.12.009

6. Tsuru H., Shibaguchi H., Kuroki M., Yamashita Y., Kuroki M. Free Radical Biol. Med. 2012, 53, 464-472.
https://doi.org/10.1016/j.freeradbiomed.2012.04.025

7. Bucher C., Devillers C.H., Moutet J.-C., Royal G., Saint-Aman E. Coord. Chem. Rev. 2009, 253(1-2), 21-36.
https://doi.org/10.1016/j.ccr.2007.11.025

8. Osipova E.Yu., Rodionov A.N., Simenel A.A., Konovalova N.V., Kachala V.V. Macroheterocycles 2011, 4, 124-126.
https://doi.org/10.6060/mhc2011.2.11

9. Osipova E.Yu., Rodionov A.N., Kudryashova E.F., Konovalova N.V., Simenel A.A. Macroheterocycles 2017, 10(3), 317-319.
https://doi.org/10.6060/mhc170398o

10. Osipova E.Yu., Rodionov A.N., Simenel A.A., Belousov Yu.A., Nikitin O.M., Kachala V.V. J. Porphyrins Phthalocyanines 2012, 16, 1225-1232.
https://doi.org/10.1142/S1088424612501246

11. Snegur L.V., Simenel A.A., Rodionov A.N., Boev V.I. Russ. Chem. Bull. 2014, 63, 26-36.
https://doi.org/10.1007/s11172-014-0390-4

12. Rodionov A.N., Zherebker K.Ya., Snegur L.V., Korlyukov A.A., Arhipov D.E., Peregudov A.S., Ilyin M.M., Ilyin Jr. M.M., Nikitin O.M., Morozova N.B., Simenel A.A. J. Organomet. Chem. 2015, 783, 83-91.
https://doi.org/10.1016/j.jorganchem.2015.01.031

13. Snegur L.V., Zykova S.I., Simenel A.A., Nekrasov Yu.S., Starikova Z.A., Peregudova S.M., Ilin M.M., Kachala V.V., Sviridova I.K., Sergeeva N.S. Russ. Chem. Bull. 2013, 62(9), 2056-2064.
https://doi.org/10.1007/s11172-013-0298-4

14. Simenel A.A., Dokuchaeva G.A., Snegur L.V., Rodionov A.N., Ilyin M.M., Zykova S.I., Ostrovskaya L.A., Bluchterova N.V., Fomina V.A., Rikova M.M. Appl. Organomet. Chem. 2011, 25(1), 70-75.
https://doi.org/10.1002/aoc.1691

15. Rodionov A.N., Snegur L.V., Simenel A.A., Dobryakova Yu.V., Markevich V.A. Russ. Chem. Bull. 2017, 66(1), 136-142.
https://doi.org/10.1007/s11172-017-1711-1

16. Snegur L.V., Lyapunova M.V., Verina D.D., Kachala V.V., Korlyukov A.A., Ilyin M.M., Davankov V.A., Ostrovskaya L.A., Bluchterova N.V., Fomina M.M., Malkov V.S., Nevskaya K.V., Pershina A.G., Simenel A.A. J. Organomet. Chem. 2018, 871, 10-20.
https://doi.org/10.1016/j.jorganchem.2018.06.019

17. Rodionov A.N., Snegur L.V., Dobryakova Y.V., Ilyin M.M., Markevich V.A., Simenel A.A. Appl. Organomet. Chem. 2020, 34, e5276.
https://doi.org/10.1002/aoc.5276

18. Séverac M., Le Pleux L., Scarpaci A., Blart E., Odobel F. Tetrahedron Lett. 2007, 48, 6518-6522.
https://doi.org/10.1016/j.tetlet.2007.07.049

19. Ol'shevskaya V.A., Makarenkov A.V., Borisov Yu.A., Ananyev I.V., Kononova E.G., Kalinin V.N., Ponomaryov A.B. Polyhedron 2018, 141, 181-190.
https://doi.org/10.1016/j.poly.2017.11.034

20. Osipova E.Yu., Rodionov A.N., Belousov Yu.A., Il'in M.M., Nikolaev A.L., Gopin A.V., Mazina S.E., Simenel A.A. Russ. J. Org. Chem. 2016, 52(1), 127-130.
https://doi.org/10.1134/S1070428016010243

21. Rogatkina E.Yu., Rodionov A.N., Mazina S.E., Simenel A.A. J. Porphyrins Phthalocyanines. 2020, 25, 31-36.

https://doi.org/10.1142/S1088424620500431

Attachment	Size
mhc200493r.pdf	1.25 MB

Журнал "Макрогетероциклы"

Navigation

Languages

News

Search

References: