Статьи\Научно-образовательный центр фармацевтики - Казанский (Приволжский) федеральный университет
Публикации

1) Штырлин, Н.В. Новый метод синтеза 6-метил-2,3,4-трис(гидроксиметил)пиридин-5-ола / Н.В. Штырлин, А.Д. Стрельник, Л.П. Сысоева, О.А. Лодочникова, Е.Н. Климовицкий, Ю.Г. Штырлин // Журн. орг. химии. – 2009. – Т. 45, Вып. 8. – С. 1274-1275.

2) Штырлин, Н.В. Теоретическое и экспериментальное изучение циклических ацетонидов 6-метил-2,3,4-трис(гидроксиметил)пиридин-5-олов / Н.В.Штырлин, О.В. Лодочникова, М.В. Пугачев, Т.И. Маджидов, Л.П. Сысоева, И.А. Литвинов, Е.Н. Климовицкий, Ю.Г. Штырлин.  // Журнал органической химии - 2010. - Т.46, №4 - С.569-575.

3) Иксанова, А.Г. Новая система доставки биологически активных веществ в клетки на основе олигоэфирполиола / Иксанова А.Г., Фаттахова А.Н., Габитова Л.Р., Малофеева Е.В., Щербина Л.Л., Салафутдинов И.И., Стрельник А.Д., Абдуллин Т.И., Штырлин Ю.Г.  // Ученые записки Казанского университета. - 2010. - Т. 152, N. 3. - С. 123-134

4) Штырлин Н.В. Экспериментальное и теоретическое исследование 6-замещенных производных пиридоксина. Синтез циклических ацетонидов 2,4,5,6-тетракис(гидроксиметил)пиридин-3-ола / Н.В. Штырлин, А.Б. Добрынин, M.В. Пугачев, Т.И. Маджидов, Л.П. Сысоева, Р.З. Мусин, И.А. Литвинов, Е.Н. Климовицкий, Ю.Г. Штырлин // Журн. орг. химии. – 2011. – Т. 47, Вып. 1. – С. 101-109.

5) Shtyrlin N.V. Regioisomeric oximes and thiosemicarbazones derived from 6-substituted pyridoxines / N.V. Shtyrlin, O.A. Lodochnikova, Y.G. Shtyrlin // Mendeleev Commun. - 2012. - V. 22, Iss. 3. - P. 169–170.

https://doi.org/10.1016/j.mencom.2012.05.021

6) Shtyrlin N.V. Synthesis of novel 6-substituted sulfur-containing derivatives of pyridoxine / N.V. Shtyrlin, R.S. Pavelyev, M.V. Pugachev, L.P. Sysoeva, R.Z. Musin, Yu.G. Shtyrlin // Tetrahedron Letters – 2012. – V.53, Iss. 31. – P. 3967-3970.

https://doi.org/10.1016/j.tetlet.2012.05.086

7) Pugachev M.V. Bis-phosphonium salts of pyridoxine: the relationship between structure and antibacterial activity / M.V. Pugachev, N.V. Shtyrlin, S.V. Sapognikov, L.P. Sysoeva, A.G. Iksanova, E.V. Nikitina, R.Z. Musin, O.A. Lodochnikova, E.A. Berdnikov, Yu.G. Shtyrlin // Bioorg. Med. Chem. – 2013. – V. 21, Iss. 23. - P. 7329-7341.

https://doi.org/10.1016/j.bmc.2013.09.056

8) Bondar O.V. Conjugation of succinic acid to non-ionogenic amphiphilic polymers modulates their interaction with cell plasma membrane and reduces cytotoxic activity / O.V. Bondar, A.V. Sagitova, Y.V. Badeev, Y.G. Shtyrlin, T.I. Abdullin // Colloids and Surfaces B: Biointerfaces. - 2013. - V. 109. - P. 204-211.

https://doi.org/10.1016/j.colsurfb.2013.03.051

9) Pugachev M.V. Synthesis and antibacterial activity of novel phosphonium salts on the basis of pyridoxine / M.V. Pugachev, N.V. Shtyrlin, E.V. Nikitina, L.P. Sysoeva, T.I. Abdullin, A.G. Iksanova, A.A. Ilaeva, E.A. Berdnikov, R.Z. Musin, Yu.G. Shtyrlin // Bioorg. Med. Chem. - 2013. – V. 21, Iss. 14. - P. 4388-4395.

https://doi.org/10.1016/j.bmc.2013.04.051

10) Бондарь, О.В. Мембранотропные свойства конъюгатов блоксополимеров этилен- и пропиленоксида с янтарной кислотой / О.В. Бондарь, А.В. Сагитова, Ю.В. Бадеев, Ю.Г. Штырлин, Т.И. Абдуллин // Биологические мембраны. - 2013. - Т. 30, № 2., С. 147-156.  

11) Bondar O.V. Lipid-like trifunctional block copolymers of ethylene oxide and propylene oxide: Effective and cytocompatible modulators of intracellular drug delivery / O.V. Bondar, Y.V. Badeev, Y.G. Shtyrlin, T.I. Abdullin // International Journal of Pharmaceutics. - 2014. - V. 461, Iss. 1-2. - P. 97-104.

https://doi.org/10.1016/j.ijpharm.2013.11.002

12) Strel'nik, A.D. Structural and spectral characterization of novel non-centrosymmetric 2,4-dinitrobenzene derivative / A.D. Strel'nik , M.R. Garipov , A.S. Petukhov , N.V. Shtyrlin , О.А. Lodochnikova , I.A. Litvinov , A.K. Naumov , O.A. Morozov , A.E. Klimovitskii , Yu.G. Shtyrlin // Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy - 2014. – V. 117. – P. 793 – 797.

https://doi.org/10.1016/j.saa.2013.09.092

13) Aganova, O. The Study of the Conformation and Dynamics of the New Quaternary Phosphonium Salts by NMR Spectroscopy / Aganova,O., Galiullina,L., Aganov,A., Shtyrlin,Yu., Pugachev, M., Shtyrlin,N., Klochkov,V.// Applied Magnetic Resonance. - 2014. - V.45, №7. - P. 653-665.

DOI: 10.1007/s00723-014-0544-4

14) Rakhmatullin, I.Z. Dynamic NMR study of cyclic derivatives of pyridoxine / I.Z. Rakhmatullin, L.F. Galiullina, M.R. Garipov, A.D. Strel'nik, Y.G. Shtyrlin, V.V. Klochkov // Magnetic resonance in chemistry, 2014, V.52, 12, 769-778.  

https://doi.org/10.1002/mrc.4123

15) Bondar, O.V. Evaluation of Cell Membrane-Modulating Properties of Non-Ionic Surfactants with the use of Atomic Force Spectroscopy / O.V. Bondar, D.V. Lebedev, V.D. Shevchenko, A.A. Bukharaev, Yu.N. Osin, Yu.G. Shtyrlin, T.I. Abdullin // BioNanoScience. - 2015. - V5, - N 2. - P. 91-96. 

doi:10.1007/s12668-015-0166-9

16) Ziganshin, A.U. Antagonistic properties of new non-phosphorylated derivatives of nitrogen-containing heterocycles towards P2 receptors / A.U. Ziganshin, O.S. Kalinina, A.D. Strelnik, M.R. Garipov, S.A. Koshkin, L.E. Ziganshina, Y.G. Shtyrlin // International Journal of Pharmacology. - 2015. - V. 11, Iss. 4. - P. 400-404. 

DOI: 10.3923/ijp.2015.400.404

17) Rakhmatullin, I.Z. Dynamic NMR study of dinitrophenyl derivatives of seven-membered cyclic ketals of pyridoxine / I.Z. Rakhmatullin, L.F. Galiullina, M.R. Garipov, A.D. Strel'nik, Yu.G. Shtyrlin, V.V. Klochkov  // Magnetic Resonance in Chemistry. - 2015. - Vol.53, Is.10. - P.805-812.  

https://doi.org/10.1002/mrc.4251

18) Kayumov, A.R. New Derivatives of Pyridoxine Exhibit High Antibacterial Activity Against Biofilm-Embedded Staphylococcus Cells // A.R. Kayumov, A.A. Nureeva, G. R. Gazizova, M.I. Bogachev, N.V. Shtyrlin, M.V. Pugachev, S.V. Sapozhnikov, Y.G. Shtyrlin // Biomed research international. - 2015. - Vol.2015. - Art. № 890968. 

https://doi.org/10.1155/2015/890968

19) Bondar, O. Intracellular delivery of VEGF165 encoding gene therapeutic using trifunctional copolymers of ethylene oxide and propylene oxide / O. Bondar, V. Shevchenko, A. Martynova, D. Salakhieva, I. Savina, Y. Shtyrlin, T. Abdullin // European Polymer Journal. - 2015. - V. 68. - P. 680-686.  

https://doi.org/10.1016/j.eurpolymj.2015.03.042

20) Pugachev, M.V. Synthesis and antitumor activity of pyridoxine monoalkenyl derivatives / M. V. Pugachev, R. S. Pavelyev, T. N. T. Nguyen, A. G. Iksanova, O. A. Lodochnikova, Yu. G. Shtyrlin // Russian Chemical Bulletin. – 2016. – Vol. 65, I. 2. – P. 532-536. 

DOI: 10.1007/s11172-016-1333-z

21) Shtyrlin, N.V.  Synthesis and Antibacterial Activity of Quaternary Ammonium 4-Deoxypyridoxine Derivatives / N.V. Shtyrlin, S.V. Sapozhnikov, A.S. Galiullina, A.R. Kayumov, O.V. Bondar, E.P. Mirchink, E.B. Isakova, A.A. Firsov, K.V. Balakin, Yu.G. Shtyrlin // BioMed Research International. - 2016. - Vol.2016, - Art. № 3864193.

https://doi.org/10.1155/2016/3864193

22) Nikitina E.V. Antibacterial effects of quaternary bis-phosphonium and ammonium salts of pyridoxine on Staphylococcus aureus cells: A single base hitting two distinct targets? / Nikitina E.V., Zeldi M. I., Pugachev M.V., Sapozhnikov S.V., Shtyrlin N.V., Kuznetsova S.V., Evtygin V.E., Bogachev M.I., Kayumov A.R., Shtyrlin Y.G. // World Journal of Microbiology and Biotechnology. - 2016. - V.32, Is.1. - P. 1-7. 

doi: 10.1007/s11274-015-1969-0

23) Rakhmatullin, I.Z.  1H NMR Characterization of Two New Pyridoxine Derivatives / Rakhmatullin I.Z., Galiullina L.F., Garipov M.R., Strel'nik A.D., Shtyrlin Y.G., Klochkov V.V. // BioNanoScience. - 2016. - Vol.6, Is.3. - P.243-245.

DOI: 10.1007/s12668-016-0214-0

24) Штырлин Н.В. Синтез и биологическая активность четвертичных фосфониевых солей на основе 3-гидроксипиридина и 4-дезоксипиридоксина / Н.В. Штырлин, Р.М. Вафина, М.В. Пугачёв, Р.М. Хазиев, Е.В. Никитина, М.И. Зелди, А.Г. Иксанова, Ю.Г. Штырлин // Известия академии наук. Серия химическая. - 2016. - № 2. - С. 537-545.

 DOI: 10.1007/s11172-016-1334-y

25) Shevchenko, V.D. Propoxylation of cationic polymers provides a novel approach to controllable modulation of their cellular toxicity and interaction with nucleic acids / V.D. Shevchenko, D.V. Salakhieva, A.A. Yergeshov, Yu.V. Badeev, Yu.G. Shtyrlin, T.I. Abdullin // Materials Science and Engineering C. - 2016. - Vol.69, Is.. - P.60-67. 

https://doi.org/10.1016/j.msec.2016.05.024

26) Strelnik A.D. Novel potent pyridoxine-based inhibitors of AChE and BChE, structural analogs of pyridostigmine, with improved in vivo safety profile / A.D. Strelnik, A.S. Petukhov, I.V. Zueva, V.V. Zobov, K.A. Petrov, E.E. Nikolsky, K.V. Balakin, S.O. Bachurin, Y.G. Shtyrlin //Bioorganic and Medicinal Chemistry Letters. - 2016. - Vol.26, Is.16. - P.4092-4094.

DOI: 10.1016/j.bmcl.2016.06.070

27) Aganova, O. Synthesis of a new quaternary phosphonium salt: NMR study of the conformational structure and dynamics / Aganova, O., Galiullina, L., Aganov, A., Shtyrlin, N., Pugachev, M., Strel'nik, A., Koshkin, S., Shtyrlin, Y., Klochkov, V. // Magnetic Resonance in Chemistry. - 2016. - V. 54, № 4. - P. 320-327.   

https://doi.org/10.1002/mrc.4378

28) Павельев, Р. С. Синтез и антиадренергические свойства β - замещенных спиртов на основе 6 - гидроксиметилпиридоксина / Р. С. Павельев, Р.Р. Хайруллина, С. А. Кошкин, А. Г. Иксанова, О. А. Лодочникова, Н. Н. Хаертдинов, Г. Ф. Ситдикова, А.Ф. Сафина, Э.Г. Александрова, Л.Е. Зиганшина, Ю. Г. Штырлин // Известия Академии наук. Серия химическая.- 2016. - № 2.- C. 519 - 531.  

DOI: 10.1007/s11172-016-1332-0

29) Sapozhnikov S.V. New quaternary ammonium pyridoxine derivatives: synthesis and antibacterial activity / S.V. Sapozhnikov, N.V. Shtyrlin, A.R. Kayumov, A.E. Zamaldinova, A.G. Iksanova, Е.V. Nikitina, Е.S. Krylova, D.Yu. Grishaev, K.V. Balakin, Y.G. Shtyrlin // Medicinal Chemistry Research. - 2017. - V.26(12). - P. 3188-3202. 

DOI: 10.1007/s00044-017-2012-9

30) Dzyurkevich, M.S. Pyridoxine dipharmacophore derivatives as potent glucokinase activators for the treatment of type 2 diabetes mellitus / M.S. Dzyurkevich, D.A. Babkov, N.V. Shtyrlin, O.Yu. Mayka, A.G. Iksanova, P.M. Vassiliev, K.V. Balakin, A.A. Spasov, Va.V. Tarasov, G. Barreto, Y.G. Shtyrlin, G. Aliev / Sci. Rep. – 2017. – V. 7, N. 1 – P. 16072.

DOI: 10.1038/s41598-017-16405-2

31) Pugachev, M.V.  Synthesis and Antitumor Activity of Novel Pyridoxine-Based Bioisosteric Analogs of trans -Stilbenes / Pugachev M.V, Nguyen T.T.N, Bulatov T.M, Pavelyev R.S., Iksanova A.G., Bondar O.V., Balakin K.V., Shtyrlin Y.G. //Journal of Chemistry. - 2017. - Vol. 2017. - Art. № 8281518. 

DOI: 10.1016/j.ejmech.2009.11.039

32) Garipov M.R. Fluconazole-Pyridoxine Bis-Triazolium Compounds with Potent Activity against Pathogenic Bacteria and Fungi Including Their Biofilm-Embedded Forms / M.R. Garipov, R.S. Pavelyev, S.A. Lisovskaya, E.V. Nikitina, A.R. Kayumov, A.E. Sabirova, O.V. Bondar, A.G. Malanyeva, A.M. Aimaletdinov, A.G. Iksanova, K.V. Balakin, Y.G. Shtyrlin // Journal of Chemistry. - 2017. - Art. №4761650.  

DOI: 10.1155/2017/4761650

33) Nikitina, E.V. Elucidation of the Mode of Action of New Antibacterial Bis-Phosphonium Salts of Pyridine Derivatives Active Against Staphylococcus aureus / E.V. Nikitina, M.I. Zeldi, R.M. Vafina, M.V. Pugachev, N.V. Shtyrlin, S.V. Kuznetsova, V.G. Evtugyn, A.R. Kayumov, Yu.G. Shtyrlin // Res. J. Pharm, Biol Chem. Scien. - 2017. - V.8, N.3. - 1906-1915. 

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34) Нгуен, Т.Н.Т. Синтез и противоопухолевая активность новых алкенилпроизводных пиридоксина, содержащих фрагмент куркумина / Т.Н.Т. Нгуен, Р.С. Павельев, А.А. Зиганшина, М.В. Пугачев, З.Р. Хисаметдинова, О.Н. Катаева, Ю.Г. Штырлин // Бутлеровские сообщения. – 2017. – Т.50, № 4. – С. 35-44.

35) Pugachev, M.V. Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative / M.V. Pugachev, T.M. Bulatov, T.T.N. Nguyen, R.S. Pavelyev, O.I. Gnezdilov, O.A. Lodochnikova, D.R. Islamov, O.N. Kataeva, K.V. Balakin, Y.G. Shtyrlin // Tetrahedron Letters – 2017. – V. 58, Iss. 8. – P. 766-769.  

https://doi.org/10.1016/j.tetlet.2017.01.031

36) Pugachev, M.V. Synthesis and Antitumor Activity of Novel Pyridoxine-Based Bioisosteric Analogs of trans -Stilbenes / M.V. Pugachev, T.T.N. Nguyen, T.M. Bulatov, R.S. Pavelyev, A.G. Iksanova, O.V. Bondar, K.V. Balakin, Y.G. Shtyrlin // Journal of Chemistry. - 2017. - Article ID 8281518. 

https://doi.org/10.1155/2017/8281518

37) Rakhmatullin, I.Z. Stereodynamics of some pyridoxine derivatives / Rakhmatullin I.Z., Galiullina L.F., Balandina A.A., Garipov M.R., Strelnik A.D., Galiullina A.S., Shtyrlin Y.G., Klochkov V.V. // Magnetic Resonance in Chemistry. - 2017. - V.55, N. 4. - P. 304-311.

https://doi.org/10.1002/mrc.4528

38) Iksanova, A.G. In-vitro antitumor activity of new quaternary phosphonium salts, derivatives of 3-hydroxypyridine / A.G. Iksanova, R.R. Gabbasova, T.V. Kupriyanova, A.A. Akhunzyanov, M.V. Pugachev, R.M. Vafiva, N.V. Shtyrlin, K.V. Balakin, Y.G. Shtyrlin // Anti-Cancer Drugs. – 2018. – V. 29., N.7. – P. 682–690.  

DOI:10.1097/CAD.0000000000000642

39) Antonenko, T.A. Antioxidative vs cytotoxic activities of organotin complexes bearing 2,6-di-tert-butylphenol moieties / T.A. Antonenko, D.B. Shpakovsky, M.A. Vorobyov, Yu.A. Gracheva, E.V. Kharitonashvili, L.G. Dubova, E.F. Shevtsova, V.A. Tafeenko, L.A. Aslanov, A.G. Iksanova, Yu.G. Shtyrlin, E.R. Milaeva //Applied Organometallic Chemistry. - 2018. - Vol.32, Is.7.

https://doi.org/10.1002/aoc.4381

40) Grigor'ev, A.A. Synthesis, antibacterial and antitumor activity of methylpyridinium salts of pyridoxine functionalized 2-amino-6-sulfanylpyridine-3,5-dicarbonitriles / A.A. Grigor'ev, N.V. Shtyrlin, R.R. Gabbasova, M.I. Zeldi, D.Yu. Grishaev, O.I. Gnezdilov, K.V. Balakin, O.E. Nasakin, Y.G. Shtyrlin / Syn. Comm. – 2018. – V. 48, Iss. 17 – P. 2288-2304.

https://doi.org/10.1080/00397911.2018.1501487

41) Хазиев, Р.М. Синтез и исследование антимикобактериальной активности гидразидов на основе производных пиридоксина / Р.М. Хазиев, Н.В. Штырлин, О.А. Лодочникова, Н.В. Волобуева, Р.В. Честнова, А.П. Алексеев, Е.И. Романова, К.В. Балакин, Ю.Г. Штырлин // Журн. орг. химии. – 2018. – Т. 54, Вып. 3. – С. 421-425.

42) Pugachev, M.V. Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative / M.V. Pugachev, T.M. Bulatov, T.T.N. Nguyen, Y.G. Shtyrlin //Tetrahedron Letters. - 2017. - Vol. 58, Is. 8. - P.766-769. 

https://doi.org/10.1016/j.tetlet.2017.01.031

43) Iksanova, A.G. In-vitro antitumor activity of new quaternary phosphonium salts, derivatives of 3-hydroxypyridine / A.G. Iksanova, R.R. Gabbasova, T.V. Kupriyanova, A.A. Akhunzyanov, M.V. Pugachev, R.M. Vafiva, N.V. Shtyrlin, K.V. Balakin, Yu.G. Shtyrlin // Anti-cancer drugs. – 2018. – Т. 29. – №. 7. – С. 682-690.

DOI: 10.1097/CAD.0000000000000642

44) Pavelyev, R.S. Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane / R.S. Pavelyev, O.V. Bondar, T.N.T. Nguyen, R.S. Pavelyev, O.V. Bondar, T.N.T. Nguyen, A.A. Ziganshina, Al M. Farroukh, R. Karwt, G.D. Alekbaeva, M.V. Pugachev, Z.R. Yamaleeva, O.N. Kataeva, K.V. Balakin, Y.G. Shtyrlin // Bioorganic and Medicinal Chemistry. - 2018. - Vol. 26, Is. 22. - P. 5824-5837. 

DOI: 10.1016/j.bmc.2018.10.031

45) Rakhmatullin, I.Z.  Spatial Structure and Conformational Mobility of Seven-Membered Cyclic Acetals and Ketals Containing Pyridoxine Moiety in Solution by NMR Methods / Rakhmatullin I.Z., Galiullina L.F., Balandina A.A., Karataeva F.Kh., Shtyrlin Y.G., Klochkov V.V. // BioNanoScience. - 2018. - Vol.8, Is.4. - P.963-970.

46) Garipov, M.R. Synthesis and nonlinear optical properties of pyridoxine-based stilbazole derivatives and their azo-analogs / M.R. Garipov, A.D. Strelnik, N.V. Shtyrlin, A.I. Nagimova, A.K. Naumov, O.A. Morozov, K.V. Balakin, Yu.G. Shtyrlin // SYNTHETIC COMMUNICATIONS. -2018.- V48. - N7. - P. 768–777.

https://doi.org/10.1080/00397911.2017.1422520

47) Petrov, K. C-547, a 6-methyluracil derivative with long-lasting binding and rebinding on acetylcholinesterase: Pharmacokinetic and pharmacodynamic studies / K. Petrov, I. Zueva, I. Kovyazina, I. Sedov, S. Lushchekina, A. Kharlamova, O. Lenina, S. Koshkin, Yu. Shtyrlin, E. Nikolsky, P. Masson // Neuropharmacology. - 2018. - Vol.131, Is.. - P.304-315. 

https://doi.org/10.1016/j.neuropharm.2017.12.034

48) Tarasov, A.S. NMR-spectral and structural characteristics of new pyridoxine derivatives / Tarasov A.S., Rakhmatullin I.Z., Shtyrlin Yu.G., Klochkov V.V. // Uchenye Zapiski Kazanskogo Universiteta. Seriya Estestvennye Nauki, 2019, vol. 161, no. 2, pp. 231–244.

49) Khaziev, R. Synthesis and antimicrobial activity of adamantyl substituted pyridoxine derivatives / R. Khaziev, N. Shtyrlin, R. Pavelyev, R. Nigmatullin, R. Gabbasova, D. Grishaev, A. Shtro, A. Galochkina, Yu. Nikolaeva, T. Vinogradova, O. Manicheva, M. Dogonadze, O. Gnezdilov, E. Sokolovich, P. Yablonskiy, K. Balakin, Yu. Shtyrlin // Letters in Drug Design and Discovery. - 2019. - Vol.16, Is.12. - P.1360-1369. 

DOI: 10.2174/1570180816666190911150705

50) Shtyrlin, Y.G.  Chemistry of pyridoxine in drug design / Y.G. Shtyrlin, A.S. Petukhov, A.D. Strelnik, N.V. Shtyrlin, A.G. Iksanova, M.V. Pugachev, R.S. Pavelyev, M.S. Dzyurkevich, M.R. Garipov, K.V. Balakin // Russian Chemical Bulletin. - 2019. - Vol.68, Is.5. - P.911-945. 

DOI: 10.1007/s11172-019-2504-5

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