Spectrophotometric study of basic properties of glycosylated tetraphenylporphin derivatives

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Abstract

The paper presents the results of spectrophotometric study of the basic properties of glycosylated substituted derivatives of 5,10,15,20-tetraphenylporphyrin, namely 5-(4′- O -galactosylphenyl)-10,15,20-tris( N -methylpyridin-3-yl)porphine, 5,15-bis(4′- O -galactosylphenyl)-10,20-bis( N -methylpyridin-3-yl)porphine, 5,10,15,20-tetra( N -methylpyridin-3-yl)porphin, 5,10,15,20-tetra(4- O -galactosylphenyl)porphin. The basic properties of the studied ligands in acetonitrile at 298 K were studied by spectrophotometric method. The effect of glycosylated fragments, as constituents of a macromolecule, on protolytic equilibria during acid-base interactions of the ligand in basic media and the change in the reactivity of porphyrin ligands depending on the nature of the peripheral substituent was analyzed.

About the authors

Yu. B. Ivanova

G.A. Krestov Institute of Chemistry of Solutions, Russian Academy of Sciences

Email: jjiv@yandex.ru

S. G Pukhovskaya

Ivanovo State University of Chemical Technology

A. V Lyubimtsev

Ivanovo State University of Chemical Technology

S. A Syrbu

G.A. Krestov Institute of Chemistry of Solutions, Russian Academy of Sciences;Ivanovo State University of Chemical Technology

References

  1. Maillard P., Guerquin J.-L., Momenteau M. // J. Am. Chem. Soc. 1989. Vol. 111. P. 9125. doi: 10.1021/ja00207a033
  2. Maillard P., Guerquin J.-L., Huel C., Momenteau M. // J. Org. Chem. 1993. Vol. 58. P. 2774. doi: 10.1021/jo00062a020
  3. Maillard P., Guerquin J.-L., Momenteau M. // Tetrahedron Lett. 1991. Vol. 37. P. 4901. doi: 10.1016/S0040-4039(00)93491-9
  4. Driaf K., Granet R., Krausz P., Kaouadji M., Tomasson F., Chilia A., Spiro M., Biais J.-C. // Can. J. Chem. 1996. Vol. 74. P. 1550. doi: 10.1139/v96-172
  5. Миронов А.Ф., Исаева Г.М., Швец В.И., Евстигнеева Р.П., Степанов А.Н., Перов А.А., Куприянов С.Е. // Биоорг. хим. 1978. Т. 4. № 10. С. 1410.
  6. Аксенова А.А., Себякин Ю.Л., Миронов А.Ф. // Биоорг. хим. 2000. Т. 26. № 2. С. 126.
  7. Малышев В.Д. Интенсивная терапия острых водноэлектролитных нарушений. М.: Медицина, 1985. С. 192.
  8. Halestrap A.P., Doran E., Gillespie J.P., O'Toole A. // Biochem. Soc. Trans. 2000.Vol. 28. P. 170. doi: 10.1042/bst0280170
  9. Андрианов В.Г., Малкова О.В. // Макрогетероциклы. 2009. Т. 2. С. 130
  10. Andrianov V.G., Malkova O.V. // Macroheterocycles. 2009. Vol. 2. P. 130. doi: 10.6060/mhc2009.2.130
  11. Шейнин В.Б., Иванова Ю.Б. // ЖФХ. 2007. Т. 81. № 8. С. 1419
  12. Sheinin V.B., Ivanova Yu.B. // Russ. J. Phys. Chem. (A). 2007. Vol. 81. N 8. P. 1250. doi: 10.1134/S0036024407080134
  13. Kolthoff I.M., Chantooni M.K., Sadhana Ir. // Anal. Chem. 1967. Vol. 39. N 13. P. 1627. doi: 10.1021/ac50156a039
  14. Пуховская С.Г., Иванова Ю.Б., Нам Д.Т., Вашурин А.С. // ЖФХ. 2014. Т. 88. С. 1487
  15. Pukhovskaya S.G., Ivanova Yu.B., Nam D.T., Vashurin A.S. // Russ. J. Phys. Chem. 2014. Vol. 88. P. 1670. doi: 10.7868/S004445371410032X
  16. Słota R., Broda M. A., Dyrda G., Ejsmont K., Mele G. // Molecules. 2011. Vol. 16. N 12. P. 9957. doi: 10.3390/molecules16129957
  17. Пуховская С.Г., Иванова Ю.Б., Чижова Н.В., Сырбу С.А. // ЖОХ. 2021. T. 91. № 6. C. 935
  18. Puchovskaya S.G., Ivanova Y.B., Chizhova N.V., Syrbu S.A. // Russ. J. Gen. Chem. 2021. Vol. 91. N 6. P. 1050. doi: 10.1134/S1070363221060104
  19. Dalila Oulmi D., Maillard P., Guerquin-Kern J.-L., Huel C., Momenteau M. // J. Org. Chem. 1995. Vol. 60. N 6. P. 1554. doi: 10.1021/jo00111a013
  20. Любимцев А.В., Семейкин А.С., Жеглова Н., Шейнин В.Б., Куликова О.М., Сырбу С.А. // Макрогетероциклы. 2018. Т. 11. С. 103
  21. Lyubimtsev A.V., Semeikin A.S., Zheglova N., Sheinin V.B., Kulikova O.M., Syrbu S.A. // Macroheterocycles. 2018. Vol. 11. P. 103. doi: 10.6060/mhc171151l
  22. Иванова Ю.Б., Чурахина Ю.И., Мамардашвили Н.Ж. // ЖОХ. 2008. T. 78. № 4. С. 691
  23. Ivanova Yu.B., Churakhina Yu.I., Mamardashvili N.Zh. // Russ. J. Gen. Chem. 2008. Vol. 78. N 4. P. 673. doi: 10.1134/S1070363208040269
  24. Иванова Ю.Б., Шейнин В.Б., Мамардашвили Н.Ж. // ЖОХ. 2007. Т. 77. № 8. С. 1380
  25. Ivanova Yu.B., Sheinin V.B., Mamardashvili N.Zh. // Russ. J. Gen. Chem. 2007. Vol. 77. N 8. P. 1458. doi: 10.1134/S1070363207080270

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