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Biological activity of new amino phospha betaines with C10–C18 alkyl groups

Rustam Rifkhatovich Davletshin 1
Rustam Rifkhatovich Davletshin
,  , 
Ekaterina Aleksandrovna Ermakova 1
Ekaterina Aleksandrovna Ermakova
, 
Natal'ya Victorovna Davletshina 1
Natal'ya Victorovna Davletshina
,  , 
Kamil A. Ivshin 1
Kamil A. Ivshin
, 
Marina Petrovna Shulaeva 2
Marina Petrovna Shulaeva
, 
Oskar Kimovich Pozdeev 2
Oskar Kimovich Pozdeev
10.1016/j.mencom.2022.03.009
Published 2022-03-06
Communication , Volume 32, Issue 2, 180-182
17
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Davletshin R. R. et al. Biological activity of new amino phospha betaines with C10–C18 alkyl groups // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 180-182.
GOST all authors (up to 50) Copy
Davletshin R. R., Gayneev A. M., Ermakova E. A., Davletshina N. V., Galkina I. V., Ivshin K. A., Shulaeva M. P., Pozdeev O. K. Biological activity of new amino phospha betaines with C10–C18 alkyl groups // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 180-182.
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TY - JOUR
DO - 10.1016/j.mencom.2022.03.009
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.03.009
TI - Biological activity of new amino phospha betaines with C10–C18 alkyl groups
T2 - Mendeleev Communications
AU - Davletshin, Rustam Rifkhatovich
AU - Gayneev, Aidar Maratovich
AU - Ermakova, Ekaterina Aleksandrovna
AU - Davletshina, Natal'ya Victorovna
AU - Galkina, Irina Vasilievna
AU - Ivshin, Kamil A.
AU - Shulaeva, Marina Petrovna
AU - Pozdeev, Oskar Kimovich
PY - 2022
DA - 2022/03/06
PB - Mendeleev Communications
SP - 180-182
IS - 2
VL - 32
ER -
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@article{2022_Davletshin,
author = {Rustam Rifkhatovich Davletshin and Aidar Maratovich Gayneev and Ekaterina Aleksandrovna Ermakova and Natal'ya Victorovna Davletshina and Irina Vasilievna Galkina and Kamil A. Ivshin and Marina Petrovna Shulaeva and Oskar Kimovich Pozdeev},
title = {Biological activity of new amino phospha betaines with C10–C18 alkyl groups},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.03.009},
number = {2},
pages = {180--182},
doi = {10.1016/j.mencom.2022.03.009}
}
MLA
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Davletshin, Rustam Rifkhatovich, et al. “Biological activity of new amino phospha betaines with C10–C18 alkyl groups.” Mendeleev Communications, vol. 32, no. 2, Mar. 2022, pp. 180-182. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.03.009.

Keywords

amino phosphonates
Antifungal activity
antimicrobial activity
betaines
organophosphorus compounds
quaternary ammonium salts
X-ray diffraction

Abstract

New amino phospha betaines were obtained by quaternization of potassium salt of amino phosphonate and higher alkyl bromides. The structure of isopropyl (N-dodecyl-N,N- dimethylammoniomethyl)phosphonate was confirmed by single crystal X-ray diffraction. All synthesized compounds demonstrate high antibacterial and antifungal activities.

References

1.
Dehghan Esmatabadi M.J., Bozorgmehr A., Hajjari S.N., Sadat Sombolestani A., Malekshahi Z.V., Sadeghizadeh M.
Cellular and Molecular Biology, 2017
3.
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
5.
10.1016/j.mencom.2022.03.009_b0025
Rewak-Soroczyńska
Lett. Appl. Microbiol., 2019
8.
Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
Padnya P.L., Terenteva O.S., Akhmedov A.A., Iksanova A.G., Shtyrlin N.V., Nikitina E.V., Krylova E.S., Shtyrlin Y.G., Stoikov I.I.
Bioorganic and Medicinal Chemistry, 2021
10.
THE BACTERICIDAL PROPERTIES OF THE QUATERNARY SALTS OF HEXAMETHYLENETETRAMINE
Jacobs W.A., Heidelberger M., Amoss H.L.
Journal of Experimental Medicine, 1916
11.
THE BACTERICIDAL PROPERTIES OF THE QUATERNARY SALTS OF HEXAMETHYLENETETRAMINE
Jacobs W.A., Heidelberger M., Bull C.G.
Journal of Experimental Medicine, 1916
12.
10.1016/j.mencom.2022.03.009_b0060
Browning
Proc. R. Soc. B, 1926
13.
10.1016/j.mencom.2022.03.009_b0065
Browning
Proc. R. Soc. B, 1922
14.
Eine neue Klasse von Desinfektionsmitteln
Domagk G.
Deutsche Medizinische Wochenschrift, 1935
15.
Application of new synthesized zwitterionic surfactants as hair shampoo components
Zieba M., Wieczorek D., Klimaszewska E., Malysa A., Kwasniewska D.
Journal of Dispersion Science and Technology, 2018
16.
Applications of zwitterionic polymers
Zheng L., Sundaram H.S., Wei Z., Li C., Yuan Z.
Reactive and Functional Polymers, 2017
17.
Functional Zwitterionic Polymers on Surface: Structures and Applications
Li M., Zhuang B., Yu J.
Chemistry - An Asian Journal, 2020
19.
10.1016/j.mencom.2022.03.009_b0095
Ahsaei
Energy Sources, Part A, 2019
21.
Inhibition of CO2 Corrosion via Sustainable Geminal Zwitterionic Compounds: Effect of the Length of the Hydrocarbon Chain from Amines
Juárez E.G., Mena-Cervantes V.Y., Vazquez-Arenas J., Flores G.P., Hernandez-Altamirano R.
ACS Sustainable Chemistry and Engineering, 2018
22.
Development of a Zwitterionic Compound Derived from β-Amino Acid as a Green Inhibitor for CO2 Corrosive Environments
Ramírez-Estrada A., Mena-Cervantes V.Y., Elizalde I., Manzo-Robledo A., Zamudio-Rivera L.S., Nieto-Álvarez D.A., Farelas F., Hernández-Altamirano R.
ACS Sustainable Chemistry and Engineering, 2017
23.
New biologically active phosphonium salts based on 3-(diphenylphosphino)propionic acid and unsaturated amides
Bakhtiyarova Y.V., Morozov M.V., Romanov S.R., Minnullin R.R., Shulaeva M.P., Pozdeev O.K., Galkina I.V., Galkin V.I.
Russian Chemical Bulletin, 2020
24.
Synthesis, structure and bioactivity of novel carboxylate phosphabetaine derivatives with long alkyl chains
Minnullin R.R., Bakhtiyarova Y.V., Morozov M.V., Bakhtiyarov D.I., Shulaeva M.P., Oskar K.P., Gerasimov A.V., Galkina I.V., Galkin V.I.
Phosphorus, Sulfur and Silicon and the Related Elements, 2019
26.
Zwitterionic poly(carboxybetaine) microgels for enzyme (chymotrypsin) covalent immobilization with extended stability and activity
Erfani A., Zarrintaj P., Seaberg J., Ramsey J.D., Aichele C.P.
Journal of Applied Polymer Science, 2021
27.
Surface and Antimicrobial Activity of Sulfobetaines
Wieczorek D., Gwiazdowska D., Staszak K., Chen Y., Shen T.
Journal of Surfactants and Detergents, 2016
28.
Synthesis, Surface and Antimicrobial Activity of Piperidine‐Based Sulfobetaines
Wieczorek D., Dobrowolski A., Staszak K., Kwaśniewska D., Dubyk P.
Journal of Surfactants and Detergents, 2016
29.
Mussel-mimicking sulfobetaine-based copolymer with metal tunable gelation, self-healing and antibacterial capability
Mrlík M., Špírek M., Al-Khori J., Ahmad A.A., Mosnaček J., AlMaadeed M.A., Kasák P.
Arabian Journal of Chemistry, 2020
31.
Surface modification of silk fibroin films with zwitterionic phosphobetaine to improve the hemocompatibility
Jiang X., Chen Q., Lin S., Shen J.
Journal Wuhan University of Technology, Materials Science Edition, 2010
32.
10.1016/j.mencom.2022.03.009_b0160
Germanaud
Bull. Soc. Chim. Fr., 1988
33.
Mesomorphic structure of neutral amphiphilic phosphotobetaines having different interionic distances
Gallot B., Germanaud L., Chevalier Y., Le Perchec P.
Journal of Colloid and Interface Science, 1988
34.
Hamaide T., Germanaud L., Perchec P.L.
Die Makromolekulare Chemie, 1986
35.
Synthesis of New Aminophosphabetaines
Garifzyanov A.R., Davletshina N.V., Akhmadullina L.I., Safiullin I.T., Cherkasov R.A.
Russian Journal of General Chemistry, 2018
36.
APEX3, Crystallography Software Suite, Bruker AXS, Madison, WI, 2016.
37.
SAINT, Crystallography Software Suite, Bruker AXS, Madison, WI, 2016.
38.
Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination
Krause L., Herbst-Irmer R., Sheldrick G.M., Stalke D.
Journal of Applied Crystallography, 2015
39.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007