0000000000323005
AUTHOR
Alla Zablotskaya
Superparamagnetic iron oxide/oleic acid nanoparticles with immobilized organosilicon derivatives ofN-(2-hydroxyethyl)tetrahydroisoquinoline: synthesis, morphology and interaction with normal and tumour cells
Superparamagnetic iron oxide/oleic acid nanoparticles bearing lipid-like organosilicon N-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline derivatives have been synthesized with the aim of their potential biomedical application. X-ray diffraction analysis, Dynamic light-scattering measurements, method of magnetogranulometry and some others have been employed to investigate the morphology and properties of the nanoparticles synthesized. The magnetic core diameter of mixed covered nanoparticles ranged between 4.8 and 9.6 nm. The magnetization analyses showed that the particles are superparamagnetic at room temperature. In vitro cell cytotoxicity and intracellular NO generation caused by the wat…
N-Heterocyclic choline analogues based on 1,2,3,4-tetrahydro(iso)quinoline scaffold with anticancer and anti-infective dual action
Pharmacological effects of biologically active “small molecules” can be improved by their targeted modification, which affects drug delivery and interaction with tumor cells and microorganisms. We aimed to evaluate anticancer and antimicrobial activity of lipid-like choline derivatives modified via simultaneous introduction of tetrahydro(iso)quinoline based pharmacophore system at nitrogen atom and long chain alkyl substituent at oxygen atom. Target compounds were synthesized under phase-transfer catalysis conditions followed by quaternization, and evaluated for cytotoxicity and NO-generation ability on HT-1080 and MG-22A tumor cell lines and NIH 3T3 normal mouse fibroblasts, and screened f…
Synthesis, physico-chemical and biological study of trialkylsiloxyalkyl amine coated iron oxide/oleic acid magnetic nanoparticles for the treatment of cancer
New original water-soluble magnetic nanoparticles based on natural components, magnetite–oleic acid–biologically active silyl modified alkanolamine, were synthesized. Physico-chemical characterization, i.e. magnetic properties, concentration of magnetite, size of iron oxide core, of the nanoparticles synthesized and the corresponding magnetic fluids obtained, was carried out. Magnetic fluids were screened for in vitro cytotoxicity concerning human fibrosarcoma (HT-1080), mouse hepatoma (MG-22A) monolayer tumour cell lines and normal mouse fibroblasts (NIH 3T3). They possess low or moderate cytotoxic effects, are non-toxic, exhibit high NO-induction ability and strongly change tumour cell mo…
Iron oxide/oleic acid magnetic nanoparticles possessing biologically active choline derivatives
Abstract In recent years, synthetic magnetic nanoparticles have made a major contribution to biomedicine. Interest in iron oxide magnetic nanoparticles conditioned by the fact that they are nontoxic, and possess the unique opportunity to deliver medicines to certain organs by external magnetic field. We have developed a synthetic procedure, which is based on binding of the first biologically active substance with the magnetic core, and subsequent immobilization of another biologically active substance (ligand) on the modified surface of nanoparticles thus creating plasma membrane-like structures. Using the proposed methodology, we have obtained new nontoxic magnetic nanoparticles, functiona…
Preparation and cytotoxic properties of goethite-based nanoparticles covered with decyldimethyl(dimethylaminoethoxy) silane methiodide
The present work describes the synthesis, physico-chemical and biological properties of the first water-soluble goethite nanoparticles covered with biologically active components: oleic acid and cytotoxic decyldimethyl(dimethylaminoethoxy)silane methiodide. The structure of initial goethite nanoparticles synthesized was proved by XRD analysis and the rough estimation of nanoparticles core size gave the value of 8 nm. The size of colloidal water-soluble nanoparticles, determined by dynamic light scattering, was within 19–35 nm. Magnetic properties and cytotoxicity (against HT-1080 and MG-22A tumor cell lines) of the nanoparticles obtained were investigated. Copyright © 2009 John Wiley & Sons…
Synthesis, physicochemical characterization, cytotoxicity, antimicrobial, anti-inflammatory and psychotropic activity of new N-[1,3-(benzo)thiazol-2-yl]-ω-[3,4-dihydroisoquinolin-2(1H)-yl]alkanamides.
Abstract A series of new N-[(benzo)thiazol-2-yl]-2/3-[3,4-dihydroisoquinolin-2(1H)-yl]ethan/propanamide derivatives was synthesized and characterized by 1H, 13C NMR and IR spectroscopy and mass-spectrometry. A single crystal X-ray study of N-(1,3-benzothiazol-2-yl)-2-[3,4-dihydroisoquinolin-2(1H)-yl]ethanamide is reported to determine its conformational feature. The investigated compounds were found to be active in psychotropic in vivo, anti-inflammatory in vivo and cytotoxicity in vitro screening. They possess marked sedative action, reveal high anti-inflammatory activity, have selective cytotoxic effects and NO-induction ability concerning tumour cell lines. Some of the compounds synthesi…
Iron oxide superparamagnetic nanocarriers bearing amphiphilic N-heterocyclic choline analogues as potential antimicrobial agents
Magnetic nanoparticles represent an advanced tool in biomedicine because they can be simultaneously functionalized and guided using a magnetic field. Iron oxide magnetic nanoparticles precoated with oleic acid and bearing novel antimicrobial N-heterocyclic choline analogues, namely O-, N- and O,N-bis-undecyl-substituted N-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinolinium derivatives, have been obtained as potential biomedical agents for drug delivery and antimicrobial therapy. Structural and size determinations for the novel synthesized magnetic nanosystems were carried out based upon magnetogranulometry, dynamic light-scattering measurements and X-ray diffraction analysis. The most expecte…
Synthesis and biological evaluation of lipid-like 5-(2-hydroxyethyl)-4-methyl-1,3-thiazole derivatives as potential anticancer and antimicrobial agents
A series of new lipid-like thiazole derivatives have been synthesized in good yields by O-alkylation of 5-(2-hydroxyethyl)-4-methyl-1,3-thiazole, a thiamine metabolite, under phase transfer catalysis conditions followed by N-alkylation with the aim to obtain potential anticancer and antimicrobial agents. The synthesized cationic amphiphiles and their ether precursors were subjected to in vitro cytotoxic evaluation against monolayer human fibrosarcoma HT-1080 and mouse hepatoma MG-22A tumour cell lines and normal mouse NIH 3T3 fibroblasts and were screened for antimicrobial activity concerning gram-positive and gram-negative bacterial and fungal strains. The synthesized compounds possessed s…
Silyl modification of biologically active compounds. 13. Synthesis, cytotoxicity and antibacterial action ofN-methyl-N-(2-triorganylsiloxyethyl)-1,2,3,4-tetrahydro(iso)quinolinium iodides
A series of N-methyl-N-(2-triorganylsiloxyethyl)-1,2,3,4-tetrahydro(iso)quinolinium iodides has been synthesized via dehydrocondensation reaction of N-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline, N-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinoline and 4,4-dimethyl-N-(2-hydroxyethyl)-4-sila-1,2,3,4-tetrahydroisoquinoline with trialkyl(aryl)hydrosilanes and subsequent alkylation, and characterized by 1H, 13C and 29Si NMR and mass spectroscopy. The biological activity data exhibited a marked enhancement of inhibitory activity against tumour cell lines and almost all the test bacterial/fungal strains in comparison with their 2-hydroxyethyl precursors. Cytotoxicity in the microgram range against …
Water-soluble magnetic nanoparticles with biologically active stabilizers
We present the results of the interaction of iron oxide nanoparticles with some biologically active surfactants, namely, oleic acid and cytotoxic alkanolamine derivatives. Physico-chemical properties, as magnetization, magnetite concentration and particle diameter, of the prepared magnetic samples were studied. The nanoparticle size of 11 nm for toluene magnetic fluid determined by TEM is in good agreement with the data obtained by the method of magnetogranulometry. In vitro cytotoxic effect of water-soluble nanoparticles with different iron oxide:oleic acid molar ratio were revealed against human fibrosarcoma and mouse hepatoma cells. In vivo results using a sarcoma mouse model showed obse…
Synthesis and characterization of nanoparticles with an iron oxide magnetic core and a biologically active trialkylsilylated aliphatic alkanolamine shell
Water-soluble double-coated magnetic nanoparticles (NPs) containing cytotoxic decyldimethyl(β-dimethylaminoethoxy)silane methiodide (AA) molecule sorbed at biocompatible magnetic particles, which consist of magnetite pre-coated with oleic acid (OA), have been prepared. X-ray line profile broadening analysis was used for crystallite size determination. The method of magnetogranulometry has been used for determination of diameter of iron oxide magnetic core and magnetic properties of NPs prepared. In vitro cytotoxicity on monolayer tumor cell lines HT-1080 (human fibrosarcoma), MG-22A (mouse hepatoma) and normal mouse fibroblasts (NIH 3T3) has been studied. It was revealed that all the water-…
CCDC 907303: Experimental Crystal Structure Determination
Related Article: Alla Zablotskaya, Izolda Segal, Athina Geronikaki, Tatiana Eremkina, Sergey Belyakov, Marina Petrova, Irina Shestakova, Liga Zvejniece, Vizma Nikolajeva|2013|Eur.J.Med.Chem.|70|846|doi:10.1016/j.ejmech.2013.10.008