Home / Publications / Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate

Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate

Semyon R. Romanov 1
Semyon R. Romanov
Olga V. Orlova 1
Olga V. Orlova
Marina Petrovna Shulaeva 1, 2
Marina Petrovna Shulaeva
Oskar Kimovich Pozdeev 2
Oskar Kimovich Pozdeev
Anton P. Fedonin 1
Anton P. Fedonin
Kamil A. Ivshin 3
Kamil A. Ivshin
Olga N. Kataeva 3
Olga N. Kataeva
Irina Vasil'evna Galkina 1
Irina Vasil'evna Galkina
Yulia V. Bakhtiyarova 1
Yulia V. Bakhtiyarova
1 A. M. Butlerov Institute of Chemistry, Kazan Federal University, 420008 Kazan, Russian Federation
2 Kazan State Medical Academy, 420012 Kazan, Russian Federation
3 A. E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, 420088 Kazan, Russian Federation
Published 2025-01-24
CommunicationVolume 35, Issue 1, 60-62
0
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Romanov S. R. et al. Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate // Mendeleev Communications. 2025. Vol. 35. No. 1. pp. 60-62.
GOST all authors (up to 50) Copy
Romanov S. R., Orlova O. V., Shulaeva M. P., Pozdeev O. K., Fedonin A. P., Ivshin K. A., Kataeva O. N., Galkina I. V., Bakhtiyarova Y. V. Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate // Mendeleev Communications. 2025. Vol. 35. No. 1. pp. 60-62.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.71267/mencom.7560
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7560
TI - Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate
T2 - Mendeleev Communications
AU - Romanov, Semyon R.
AU - Orlova, Olga V.
AU - Shulaeva, Marina Petrovna
AU - Pozdeev, Oskar Kimovich
AU - Fedonin, Anton P.
AU - Ivshin, Kamil A.
AU - Kataeva, Olga N.
AU - Galkina, Irina Vasil'evna
AU - Bakhtiyarova, Yulia V.
PY - 2025
DA - 2025/01/24
PB - Mendeleev Communications
SP - 60-62
IS - 1
VL - 35
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2025_Romanov,
author = {Semyon R. Romanov and Olga V. Orlova and Marina Petrovna Shulaeva and Oskar Kimovich Pozdeev and Anton P. Fedonin and Kamil A. Ivshin and Olga N. Kataeva and Irina Vasil'evna Galkina and Yulia V. Bakhtiyarova},
title = {Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7560},
number = {1},
pages = {60--62},
doi = {10.71267/mencom.7560}
}
MLA
Cite this
MLA Copy
Romanov, Semyon R., et al. “Synthesis and antimicrobial activity of mono- and bisphosphonium salts based on tertiary phosphines and ethyl bromoacetate.” Mendeleev Communications, vol. 35, no. 1, Jan. 2025, pp. 60-62. https://mendcomm.colab.ws/publications/10.71267/mencom.7560.

Keywords

Antibacterial activity
antifungal activity.
bromoacetates
quaternary phosphonium salts
tertiary phosphines

Abstract

The nucleophilic substitution reaction between tertiary phosphines and ethyl bromoacetate affords the quaternary EtOC(O)CH2-substituted phosphonium salts. In the cases of bisphosphines, the corresponding bisphosphonium salts are formed. The synthesized phosphonium compounds were evaluated for in vitro antimicrobial activity.

Funders

Ministry of Education and Science of the Russian Federation

References

.
SHELXT– Integrated space-group and crystal-structure determination
Sheldrick G.M.
Acta Crystallographica Section A: Foundations and Advances, 2015
.
Mercury 4.0: from visualization to analysis, design and prediction
Macrae C.F., Sovago I., Cottrell S.J., Galek P.T., McCabe P., Pidcock E., Platings M., Shields G.P., Stevens J.S., Towler M., Wood P.A.
Journal of Applied Crystallography, 2020
.
WinGXandORTEP for Windows: an update
Farrugia L.J.
Journal of Applied Crystallography, 2012
.
Structure validation in chemical crystallography
Spek A.L.
Acta Crystallographica Section D Biological Crystallography, 2009
.
Rational design 2-hydroxypropylphosphonium salts as cancer cell mitochondria-targeted vectors: Synthesis, structure, and biological properties
Mironov V.F., Nemtarev A.V., Tsepaeva O.V., Dimukhametov M.N., Litvinov I.A., Voloshina A.D., Pashirova T.N., Titov E.A., Lyubina A.P., Amerhanova S.K., Gubaidullin A.T., Islamov D.R.
Molecules, 2021
.
Reactions of Triphenylphospine with ω-Bromoalkanecarboxylic Acids
Romanov S.R., Khafizova A.I., Gerasimov A.V., Islamov D.R., Shulaeva M.P., Pozdeev O.K., Galkina I.V., Galkin V.I., Bakhtiyarova Y.V.
Russian Journal of General Chemistry, 2022
.
Carboxylate Phosphabetaines Containing Chiral Carbon Atom: Synthesis and NMR Spectroscopy Data
Romanov S.R., Bakhtiyarova Y.V., Morozov M.V., Karataeva F.K., Klochkov V.V., Galkina I.V., Galkin V.I.
Russian Journal of General Chemistry, 2021
.
Synthesis and Antimicrobial Activity of Carboxylate Phosphabetaines Derivatives with Alkyl Chains of Various Lengths
Galkina I.V., Bakhtiyarova Y.V., Shulaeva M.P., Pozdeev O.K., Egorova S.N., Cherkasov R.A., Galkin V.I.
Journal of Chemistry, 2013
.
One-Pot Synthesis of Quaternary Phosphonium Salts Based on Tertiary Phosphines and (R)-(+)-Pulegone
Shibaeva K.O., Romanov S.R., Moryasheva A.D., Shulaeva M.P., Pozdeev O.K., Bakhtiyarova Y.V.
Russian Journal of General Chemistry, 2022
.
A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions
Byrne P.A., Rajendran K.V., Muldoon J., Gilheany D.G.
Organic and Biomolecular Chemistry, 2012
.
Carboxylate phosphabetaine as a bifunctional organocatalyst for the intramolecular ring opening of oxetane
Xu D., Wei H., Zhen Y., Gao Y., Li R., Li X., He Y., Zhang Z., Xie W.
Organic Chemistry Frontiers, 2019
.
Quaternary phosphonium salts in the synthetic chemistry: Recent progress, development, and future perspectives
.
Bifunctionalized Betulinic Acid Conjugates with C-3-Monodesmoside and C-28-Triphenylphosphonium Moieties with Increased Cancer Cell Targetability
Tsepaeva O.V., Salikhova T.I., Ishkaeva R.A., Kundina A.V., Abdullin T.I., Laikov A.V., Tikhomirova M.V., Idrisova L.R., Nemtarev A.V., Mironov V.F.
Journal of Natural Products, 2023
.
Triarylphosphonium compounds as effective vectors for mitochondria-targeted delivery systems: decoration strategies and prospects for clinical application
.
Galkina I.V., Andriyashin V.V., Romanov S.R., Egorova S.N., Vorob'eva N.V., Shulaeva M.P., Pozdeev O.K., Litvinov I.A., Bakhtiyarova Y.V.
Mendeleev Communications, 2023
.
Tris(3-fluorophenyl)phosphine in reactions with acrylic acid and its derivatives: crystal structure and biological activity of the reaction products
Romanov S.R., Nafikova A.V., Shulaeva M.P., Pozdeev O.K., Ivshin K.A., Kataeva O.N., Gerasimov A.V., Galkina I.V., Bakhtiyarova Y.V.
Russian Chemical Bulletin, 2024