Synthesis of five alkylphosphocholines with branched alkyl chains (Isophol-PCs) with different length of alkyl chains was described. Isophol(8)-PC and Isophol(12)-PC represent new compounds. The physico-chemical properties of Isophol-PCs were determined, critical micelle concentration and types of formed aggregates in aqueous solutions were investigated. The biological activities of Isophol-PCs have been studied for the first time in the present study. Antimicrobial activities of alkylphosphocholines were studied against bacteria (Staphylococcus aureus, Escherichia coli), yeast (Candida albicans) and pathogenic free-living amoebae (Acanthamoeba lugdunensis and Acanthamoeba quina). A. lugdunensis and A. quina are relatively insusceptible to action of miltefosine (standard compound of alkylphosphocholines) and therefore they are good models for studies of amoebicidal action of the investigated compounds. Relationship between structure, physico-chemical and biological activities of Isophol-PCs was discussed. S. aureus and C. albicans were sensitive to action of Isophol(16)-PC, Isophol(20)-PC. E. coli was not sensitive to action of all studied alkylphosphocholines in the concentrations equal to, or less than 10mM. Among all the synthesized compounds, Isophol(16)-PC had the highest level of activity against both strains of Acanthamoeba. The minimum trophocidal concentrations of Isophol(16)-PC against A. lugdunensis and A. quina are about four times lower than the minimum trophocidal concentrations of miltefosine against both strains.
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http://dx.doi.org/10.1016/j.ijpharm.2011.11.047 | DOI Listing |
ACS Appl Mater Interfaces
January 2025
Conjugated polymer donors have always been one of the important components of organic solar cells (OSCs), particularly those featuring simple synthetic routes, proper energy levels, and appropriate aggregation behavior. In this work, we employed a nonfused electron-deficient building block, dicyanobithiophene (2CT), for constructing high-performance donors. Combining this with side-chain engineering, two novel halogen-free polymer donors, PB2CT-BO and PB2CT-HD, were reported.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
University of Macau, Institute of Chinese Medical Sciences, Avenida da Universidade, N22, Taipa, CHINA.
Engineered immune cell therapy has proven to be a transformative cancer treatment despite the challenges of its prohibitive costs and manufacturing complexity. In this study, we propose a concise "lipid droplet fusion" strategy for engineering macrophages. Because of the integration of hydrophobic alkyl chains and π-conjugated structures, the mildly synthesized sp2C-conjugated covalent organic framework (COF) UM-101 induced lipid droplet fusion and metabolic reprogramming of macrophages, thus promoting their antitumor classical activation.
View Article and Find Full Text PDFACS Med Chem Lett
January 2025
Department of Applied Chemistry, Faculty of Engineering, Kyushu University, 744 Moto-oka, Nishi-ku, Fukuoka 819-0395, Japan.
We proposed a novel ligand for the interaction with human serum albumin (HSA) to extend the blood half-life of small molecular weight therapeutics. The ligand features an alkyl chain and an activated disulfide to allow binding to the hydrophobic pockets of HSA and the formation of disulfide to Cys34 of HSA, thereby minimizing the initial renal clearance. The dual nature of the ligand-HSA bonding was expected to give the ligand long blood retention.
View Article and Find Full Text PDFBiochem Biophys Res Commun
January 2025
Depto. de Química Biológica Ranwel Caputto. Facultad. Ciencias Químicas. Univ. Nacional de Córdoba, Argentina; Centro de Investigaciones en Química Biológica de Córdoba (CIQUIBIC) CONICET, Córdoba, Argentina. Electronic address:
Lipophilic derivatives of vitamin C, known as ascorbyl-6-O-alkanoates (ASCn), have been mainly developed for use in cosmetics, pharmaceuticals, and the food industry as antioxidant additives. These derivatives are of biotechnological interest due to their antioxidant properties, amphiphilic behavior, capacity to self-organize into nano- and micro-structures, anionic nature, and low cost of synthesis. In this review, we will focus on the commercial amphiphile, 6-O-palmitoyl L-ascorbic acid (ASC16), and the shorter acyl chains derivatives, such as 6-O-myristoyl (ASC14) and 6-O-lauroyl L-ascorbic acid (ASC12).
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
January 2025
State Key Laboratory of Green Pesticide, Central China Normal University, Wuhan 430079, PR China. Electronic address:
The construction of helical structures through self-assembly and the exploration of their formation mechanisms not only amplify chiroptical properties but also provide profound insights into the structures and functions of natural helices. In this study, we developed a chiral Au(I) system based on BINAP and alkynyl ligands. The modification of the length or number of alkyl chains at the terminal positions of the alkynyl ligands significantly impacted the self-assembly behavior of the complexes.
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