Synthesis, crystal structure and biological activity of hydroxyphosphonates

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

A series of О,О-dialkyl((aryl(hydroxy)methyl)phosphonates 1-4 with various substituents at the phosphorus atom was obtained by the Abramov reaction. The structure of the isolated products was confirmed by a complex of physical research methods: NMR, IR spectroscopy, mass spectrometry, and X-ray diffraction analysis. All the obtained compounds demonstrated activity against strains of B. cereus and S. aureus bacteria.

About the authors

A. N. Sedov

Kazan (Volga region) Federal University, Butlerov Institute of Chemistry

Email: sedandrey1998@gmail.com

R. R. Davletshin

Kazan (Volga region) Federal University, Butlerov Institute of Chemistry

N. V. Davletshina

Kazan (Volga region) Federal University, Butlerov Institute of Chemistry

Email: kurnosova.nataliya@yandex.ru

K. A. Ivshin

Kazan (Volga region) Federal University, Butlerov Institute of Chemistry

A. P. Fedonin

Kazan (Volga region) Federal University, Butlerov Institute of Chemistry

A. R. Osogostok

Kazan (Volga region) Federal University, Butlerov Institute of Chemistry

M. P. Shulaeva

Kazan State Medical Academy

References

  1. Tezel U., Pavlostathis S.G. Curr. Opin. Biotechnol. 2015, 33, 296-304. doi: 10.1016/j.copbio.2015.03.018
  2. Buffet-Bataillona S., Tattevinc P., Bonnaure-Mallet M., Jolivet-Gougeonb A. Int. J. Antimicrob. Agents. 2012, 39, 381-389. doi: 10.1016/j.ijantimicag.2012.01.011
  3. Pateiro-Moure M., Arias-Estevez M., Simal-Gandara J. Environ. Sci. Technol. 2013, 47, 4984-4998. doi: 10.1021/es400755h
  4. Galkina I.V., Khayarov K.R., Davletshin R.R., Gaynullin A.Z., Gerasimov A.V., Shulaeva M.P., Pozdeev O.K., Egorova S.N., Usupova L.M., Galkin V.I. Phosphorus, Sulfur Silicon Relat. Elem. 2019, 194, 463-466. doi: 10.1080/10426507.2018.1539848
  5. Gayneev A., Davletshin R., Davletshina N., Galkina I., Mirkhuzina M., Sedov A., Kuchaev E., Islamov D. Phosphorus, Sulfur Silicon Relat. Elem. 2022, 197, 1-3. doi: 10.1080/10426507.2021.2021527
  6. Davletshin R., Gayneev A., Ermakova E., Davletshina N., Galkina I., Ivshin K., Shulaeva M., Pozdeev O. Mendeleev Commun. 2022, 32, 180-182. doi: 10.1016/j.mencom.2022.03.009
  7. Lima Y.R., Da Costa G.P., Xavier M.C.D.F., De Moraes M.C., Barcellos T., Alves D., Silva M.S. ChemistrySelect. 2020, 5, 12487-12493. doi: 10.1002/slct.202003761
  8. Kiss N.Z., Radai Z., Keglevich G. Phosphorus, Sulfur Silicon Relat. Elem. 2019, 194, 1-4. doi: 10.1080/10426507.2019.1630407
  9. Sampath S., Raju C.N., Rao C.V. Phosphorus, Sulfur Silicon Relat. Elem. 2016, 191, 95-99. doi: 10.1080/10426507.2015.1032412
  10. Kalla R.M.N., Lee H.R., Cao J., Yoo J.W., Kim I. New J. Chem. 2015, 39, 3916-3922. doi: 10.1039/C4NJ01695E
  11. Колодяжный О.И. Усп. хим. 2006, 75, 254-282. doi: 10.1070/RC2006v075n03ABEH001193
  12. Prechelmacher S., Mereiter K., Hammerschmidt F. Org. Biomol. Chem. 2018, 16, 3672-3680. doi: 10.1039/C8OB00419F
  13. Vincze D.A., Abranyi-Balogh P., Bagi P., Keglevich G. Molecules. 2019, 24, 3859. doi: 10.3390/molecules24213859
  14. Cytlak T., Skibinska M., Kaczmarek P., Kazmierczak M., Rapp M., Kubickia M., Koroniaka H. New J. Chem. 2018, 8, 11957-11974. doi: 10.1039/C8RA01656A
  15. Iorga B., Eymery F., Savignac P. Tetrahedron. 1999, 55, 13109-13150. doi: 10.1016/S0040-4020(99)00822-4
  16. Baccari Z., Sanhoury M.A.K., Crousse B., Barhoumi-Slimi T. Synth. Commun. 2018, 48, 1-7. doi: 10.1080/00397911.2018.1439175
  17. Desai J., Wang Y., Wang K., Malwal S.R., Oldfield E. ChemMedChem. 2016, 11, 1-12. doi: 10.1002/cmdc.201600343
  18. Zengxiang Z., Wanhua X., Yuxing G., Guo T., Yufen Z. Chem. Asian J. 2013, 8, 713-716. doi: 10.1002/asia.201201062
  19. Boobalan R., Chen C. Adv. Synth. Catal. 2013, 355, 3443-3450. doi: 10.1002/adsc.201300653

Supplementary files

Supplementary Files
Action
1. JATS XML
Download

Copyright (c) 2023 Russian Academy of Sciences