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This work is aimed to develop several 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 aliphatic chains of various length 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 aliphatic C12 chain in the hydrophobic domain showed a promising level of antimicrobial activity against gram-positive (B. subtilis) and gram-negative (E. coli) bacteria (minimal inhibitory concentration, MIC, 1 μg/mL). Amphiphiles containing aromatic amino acids L-Phe (6a) and L-Trp (6b) in the polar head group and C8 hydrocarbon chain exhibited an antibacterial activity against B. subtilis with 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. [ABSTRACT FROM AUTHOR]

This work aimed to produce mixed liposomes based on natural amino acids as vehicles for delivery of anticancer drugs and nucleic acids. Liposomes were formed from cationic lipids based on L-alanine and L-serine, a cerasome-forming lipid based on L-ornithine, and phospholipids phosphatidylcholine (PC) or 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE). For the developed agents, particle size, zeta potential, and stability were determined, and the biological activity was studied on the MCF-7 and HEK 293 cell lines. Liposomes based on L-serine demonstrated the ability to accumulate in the endoplasmic reticulum of cells within 1 h, and their transfection activity significantly exceeded that of the commercial drug Lipofectamine-2000. At the same time, the proposed system had a slight toxic effect (IC50, 0.475 mg/mL and the safe working concentration, 0.24 mg/mL). Thus, the results suggest that mixed liposomes based on L-serine can serve as an efficient delivery system of drugs into cells. [ABSTRACT FROM AUTHOR]

Low molecular weight RGD peptides and RGD mimetics are widely studied as ligands targeting the corresponding receptor in the diagnosis and therapy of cancer, as well as in the field of bone tissue regeneration. Some of them are undergoing preclinical trials. The aim of this study is to select the optimal variants of the ligand structure based on an aliphatic RGD mimetic. By methods of molecular modeling (blind docking and active site docking), the most advantageous constructions for the formation of a stable complex with the integrin αVβ3 are determined. A scheme is developed and two lipotripeptides Gnd-GABA-Gly-Asp(C16)2 and Gnd-β-Ala-Gly-Asp(C16)2 with the potential ability to inhibit this receptor on the surface of tumor tissues are synthesized. [ABSTRACT FROM AUTHOR]

A synthesis was performed of amphiphilic D-lactose derivatives differing by the length and number of aliphatic chains. The compounds may be applied to the carbohydrate modification of phosphatidylcholine liposomes. [ABSTRACT FROM AUTHOR]