Cationic Lipoaminoacid Derivatives of Diethanolamine as Potentially Membrane-Active Antibacterial Agents
- Authors: Guseva M.K.1, Denieva Z.G.2, Budanova U.A.1, Sebyakin Y.L.1
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Affiliations:
- MIREA, Russian Technology University, Lomonosov Institute of Fine Chemical Technology
- Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences
- Issue: Vol 40, No 2 (2023)
- Pages: 133-141
- Section: Articles
- URL: https://journals.rcsi.science/0233-4755/article/view/135021
- DOI: https://doi.org/10.31857/S0233475523020032
- EDN: https://elibrary.ru/LANSBL
- ID: 135021
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Abstract
This work is aimed to develop a number of cationic amphiphiles based on amino acid derivatives of diethanolamine as potentially membrane-active antibacterial agents. The developed compounds contain two amino acid residues in the polar block and various length of aliphatic chains in the hydrophobic domain. Amphiphiles were obtained in preparative amounts sufficient to confirm their structures and perform a study of antibacterial activity. The synthesized samples based on β-Ala (4c) and GABA (4d) with an aliphatic C12 chain in the hydrophobic domain showed a promising level of antimicrobial activity (minimal inhibitory concentration, MIC, 1 μg/mL) against gram-positive (B. subtilis) and gram-negative (E. coli) bacteria. Amphiphiles containing aromatic amino acids L-Phe (6a) and L-Trp (6b) in the polar head group and C8 hydrocarbon chain are active against B. subtilis with a MIC of 1 μg/mL. The obtained data on antimicrobial activity make the selected compounds attractive for further detailed study of their mechanism of action.
About the authors
M. K. Guseva
MIREA, Russian Technology University, Lomonosov Institute of Fine Chemical Technology
Email: c-221@yandex.ru
Russia, 119571, Moscow
Z. G. Denieva
Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences
Email: c-221@yandex.ru
Russia, 119071, Moscow
U. A. Budanova
MIREA, Russian Technology University, Lomonosov Institute of Fine Chemical Technology
Author for correspondence.
Email: c-221@yandex.ru
Russia, 119571, Moscow
Yu. L. Sebyakin
MIREA, Russian Technology University, Lomonosov Institute of Fine Chemical Technology
Email: c-221@yandex.ru
Russia, 119571, Moscow
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