Skip to main content
Log in

Synthesis and Biological Activity of Aminophosphabetaines with Long-chain Substitutes at the Nitrogen Atom

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Aminophosphabetaines containing higher alkyl substituents at the nitrogen atom were synthesized by a three-stage procedure. The structure of the products was proved by IR and NMR spectroscopy, mass spectrometry, and X-ray diffraction analysis. All the synthesized compounds showed moderate antimicrobial activity against B. cereus and S. aureus bacterial strains, as well as Candida albicans fungi.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme
Fig. 1.
Fig. 2.

Similar content being viewed by others

REFERENCES

  1. Trippett, S. and Walker, D.M., J. Chem. Soc., 1961, vol. 246, p. 1266. https://doi.org/10.1039/JR9610001266

    Article  Google Scholar 

  2. Gross, H., Costisella, B., and Bürger, W., J. Prakt. Chem., 1969, vol. 311, p. 563. https://doi.org/10.1002/prac.19693110405

    Article  CAS  Google Scholar 

  3. Giersberg, J. and Kollmeier, H., US Patent no. 4983750, 1991; Chem. Abstr., 1991, vol. 558, p. 134000

    Google Scholar 

  4. Gallot, B., Germanaud, L., Chevalier, Y., and Le Perche, P., J. Colloid Interface Sci., 1988, vol. 121, p. 522.

    Article  CAS  Google Scholar 

  5. Jiang, X., Chen, Q., Lin, S., and Shen, J., J. Wuhan Univer. Technol.-Mater. Sci. Ed., 2010, vol. 25, p. 969. https://doi.org/10.1007/s11595-010-0131-y

    Article  CAS  Google Scholar 

  6. Hamaide, T., Germanaud, L., and Perchec, P.L., Makromol. Chem., 1986, vol. 187, p. 1097. https://doi.org/10.1002/MACP.1986.021870506

    Article  CAS  Google Scholar 

  7. Grigoriev, E.V., Yashina, N.S., Petrosyan, V.S., Pellerito, L., Gianguzza, A., Pellerito, A., Avtomonov, E.V., Lorberth, J., Prischenko, A.A., and Livantsov, M.V., J. Organometal. Chem., 1999, vol. 577, p. 113. https://doi.org/10.1016/S0022-328X(98)01033-X

    Article  CAS  Google Scholar 

  8. Bureš, F., Top. Cur. Chem., 2019, vol. 377, p. 1. https://doi.org/10.1007/s41061-019-0239-2

    Article  CAS  Google Scholar 

  9. Badura, A., Krysicski, J., Nowaczyk, A., and Bucicski, A., Arab. J. Chem., 2021, vol. 14, p. 103233. https://doi.org/10.1016/j.arabjc.2021.103233

    Article  CAS  Google Scholar 

  10. Li, Z., Liu, H., Xu, X., Ma, L., Shang, S., and Song, Z., Mater. Des., 2020, vol. 189, p. 108493. https://doi.org/10.1016/j.matdes.2020.108493

    Article  CAS  Google Scholar 

  11. Morandini, A., Spadati, E., Leonetti, B., Sole, R., Gatto, V., Rizzolio, F., and Beghetto, V., R. Soc. Chem., 2021, vol. 11, p. 28092. https://doi.org/10.1039/d1ra03455c

    Article  CAS  Google Scholar 

  12. Zhang, L., Feng, X.-Z., Xiao, Z.-Q., Fan, G.-R., Chen, S.-X., Liao, S.-L., Luo, H., and Wang, Z.-D., Int. J. Mol. Sci., 2021, vol. 22, p. 11299. https://doi.org/10.3390/ijms222011299

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Davletshina, N., Khabibullina, A., and Ushakova, J., J. Organomet. Chem., 2020, vol. 916, p. 121267. https://doi.org/10.1016/j.jorganchem.2020.121267

    Article  CAS  Google Scholar 

  14. Davletshina, N., Khabibullina, A., Davletshin, R., Ivshin, K., Kataeva, O., and Cherkasova, R., J. Organomet. Chem., 2021, vol. 951, p. 121996. https://doi.org/10.1016/j.jorganchem.2021.121996

    Article  CAS  Google Scholar 

  15. Gayneev, A., Davletshin, R., Davletshina, N., Galkina, I., Mirkhuzina, M., Sedov, A., Kuchaev, E., and Islamov, D., Phosphorus Sulfur Silicon Relat. Elem., 2022. https://doi.org/10.1080/10426507.2021.2021527

  16. Davletshin, R.R., Gayneev, A.M., Ermakova, E.A., Davletshina, N.V., Galkina, I.V., Ivshin, K.A., Shulaeva, M.P., and Pozdeev, O.K., Mendeleev Commun., 2022, vol. 32, p. 180. https://doi.org/10.1016/j.mencom.2022.03.009

    Article  CAS  Google Scholar 

  17. Krause, L., Herbst-Irmer, R., Sheldrick, G.M., and Stalke, D., J. Appl. Crystallogr., 2015, vol. 48, p. 3. https://doi.org/10.1107/S1600576714022985

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  18. Sheldrick, G.M., Acta Crystallogr., Sect. A, 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053273314026370

    Article  CAS  Google Scholar 

Download references

Funding

This paper has been supported by the Kazan (Volga region) Federal University Strategic Academic Leadership Program (“PRIORITY-2030”).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to R. R. Davletshin.

Ethics declarations

The authors declare no conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 8, pp. 806–812 https://doi.org/10.31857/S0514749222080043.

In memory of Academician A.I. Konovalov

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Davletshin, R.R., Gayneev, A.M., Davletshina, N.V. et al. Synthesis and Biological Activity of Aminophosphabetaines with Long-chain Substitutes at the Nitrogen Atom. Russ J Org Chem 58, 1093–1098 (2022). https://doi.org/10.1134/S1070428022080048

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428022080048

Keywords:

Navigation