|
| |
|
|
Complexes of aminoalkylphosphineoxides
Mészáros, Bence ; Kubíček, Vojtěch (advisor) ; Mosinger, Jiří (referee)
Title: Comlpexes of aminoalkylphosphineoxides Author: Bence Mészáros Department: Department of Inorganic Chemistry, Faculty of Science UK Supervisor: doc. RNDr. Vojt ch Kubí ek, Ph.D. Supervisor's e-mail address: kubicek@natur.cuni.cz Three selected aminoalkylphosphine oxides were synthesized: Aminomethyl(diphenyl)phosphine oxide, N-piperidylmethyl(diphenyl)phosphine oxide, N,N-diethylaminomethylbis(hydroxomethyl)phosphine oxide. All prepared substances were characterized by NMR spectroscopy and mass spectrometry. The aminomethyl(diphenyl)phosphine oxide and N-piperidylmethyl(diphenyl)phosphine oxide were obtained in the solid state as single crystals and their structure was determined by X-ray analysis. Acid-base and complexing properties of the studied compounds were studied by potentiometric titration and NMR titration. Protonation constants of all three compounds were obtained, stability constants were not determined because of the low solubility of the complexes in water or low stability of the complexes. The structure of the aminomethyl(diphenyl)phosphine oxide complex with Cu2+ was determined by X-ray analysis. Keywords: complexes, organophosphorus synthesis, phosphine oxides, acid-base and complexation properties
|
|
|
Polystyrene photoactive nanomaterials producing singlet oxygen
Henke, Petr ; Mosinger, Jiří (advisor) ; Dědic, Roman (referee) ; Kolářová, Hana (referee)
The increasing number of multidrug-resistant strains of bacteria call for alternatives to antibiotic therapy and, more generally, for the antimicrobial material as a component of prevention. Of particular interest is the photodynamic inactivation of bacteria and other pathogens caused by photogenerated singlet oxygen. This work is focused on the field of photoactive polymer nanofiber membranes and nanoparticles, generating singlet oxygen, suitable for medical applications. We prepared different types of photoactive modified polystyrene nanofiber membranes with encapsulated or externally bound porphyrin photosensitizers. These materials efficiently produce highly reactive and cytotoxic singlet oxygen capable of restricted diffusion into to the external environment. Our results demonstrate the crucial role of wettability for materials of this type with a short diffusion length of generated singlet oxygen, illustrate the effect of temperature and indicate their potential use as multifunctional materials. Due to their antimicrobial properties, these materials are suitable alternative to antibiotics and local antiseptics. With good breathability and short diffusion length of singlet oxygen good results can be expect in in vivo tests. From these nanofiber materials we also prepared photoactive extremely...
|
|
|
Study of novel phthalocyanine and azaphthalocyanine photosensitizers for the photodynamic therapy of cancer
Macháček, Miloslav ; Šimůnek, Tomáš (advisor) ; Řezáčová, Martina (referee) ; Mosinger, Jiří (referee)
Charles University in Prague, Faculty of Pharmacy in Hradec Králové Department of biochemical sciences Candidate Mgr. Miloslav Macháček Supervisor doc. PharmDr. Tomáš Šimůnek, Ph.D. Title of Doctoral Thesis Study of novel phthalocyanine and azaphthalocyanine photosensitizers for the photodynamic therapy of cancer. Photodynamic therapy (PDT) of cancer is non-invasive treatment modality for solid tumour treatment using three basic components - molecular oxygen, light and photosensitizer (PS). These elements are essentially non-toxic on their own, but in the combination they induce reactive oxygen species (ROS; singlet oxygen mainly) production, causing damage to cellular components and subsequent cell death. Type of cell demise is dependent mainly on the type of PS, length of irradiation and subcellular localization of the drug. Singlet oxygen is highly reactive and is capable of limited diffusion in biological environment. Apart from direct cytotoxic effect, vascular shutdown (oxygen and nutrition deprivation) and activation of immune system are involved in tumour eradication. Combination of effective compound with delivery system, conjugation with targeting substances or synthesis of highly effective non-aggregating water soluble compounds are the main pathways in design of modern PSs. In our...
|
|
|
Nanofiber materials simultaneously photogenerating NO and 1O2 species; Reversible NO binding on boron-containing clusters
Dolanský, Jiří ; Mosinger, Jiří (advisor) ; Klán, Petr (referee)
This project is concerned with the preparation of electrospun polystyrene (PS) nanofiber materials with covalently bonded NO-photodonor and electrostatically attached tetracationic porphyrinoid photosensitizers. These photofunctional nanofiber materials exhibit effective simultaneous photogeneration of small antibacterial NO and O2(1 ∆g) species under irradiation with daylight creating an antibacterial surface and near surrounding. NO species can be also generated just by gentle heating. Nanofiber materials were analyzed with SEM, FTIR, emission and UV/vis spectroscopy and time-resolved emission and absorption spetroscopy. The antibacterial effect was tested on Escherichia coli. The dual antibacterial action, in combination with the nanoporous character of the material that detains pathogens like bacteria on its surface, is ideal for any application where a sterile environment is neces- sary. The known bimetallic cluster system [(PMe2Ph)4Pt2B10H10] that possesses the propen- sity to reversibly bind small gaseous molecules (O2, SO2, CO) was synthesized in good yields for NO reversible binding investigation. Seven new monometallic precursors (Pt, Pd and Ni) to new bimetallic species were succesfully synthesized with the aim of future study of NO reversible binding. All new compounds were purified by...
|
|
|
The surface modification of materials by polydopamine layer
Strmeň, Timotej ; Mosinger, Jiří (advisor) ; Havlíček, David (referee)
The bachelor thesis describes structure, main properties and possible applications of polydopamine (PDA). The main focus of the work lies in the description of uses of the PDA, including in detection of chemical substances, in energetics and in biomedicine. The short experimental section studies quality of deposition of the PDA depending on the deposition time and on the types of used nanofiber materials.
|
|
|
Zirconium complexes with polyaminocarboxylate ligands
Hacaperková, Eliška ; Kubíček, Vojtěch (advisor) ; Mosinger, Jiří (referee)
This thesis is focused of zirkonium complex with polyaminocarboxylate li- gands. Formation kinetics of zirkonium complex with DTTAPPh ligand was stu- died by spectrophotometry and potentiometry with ISE electrode. According to both methods [Zr(DTTAPPh)] complex is formed rapidly (t99 % < 5 s). In the second part formation kinetics and stability of [Zr(DFO)] complex with fluo- ride anions were studied by potentiometry. For pH range 1-7 average number of fluoride anions coordinated to [Zr(DFO)] complex was determined. This de- pendence shows maxima at pH 3. Number of coordinated fluoride anions as function of increasing fluoride cincentration was studied at pH 3 and 5. Sta- bility of [Zr(DFO)(F)n] complex at fysiological pH was evaluated to determine usability of the complex in vivo.
|
|
|
Photoactive Sulfonated Polystyrene Nanomaterials
Henke, Petr ; Mosinger, Jiří (advisor) ; Lang, Kamil (referee)
This thesis deals with the preparation and study of three new types of photoactive nanomaterials. Sulphonated polystyrene (PS) nanofiber layer with encapsulated photosensitiser 5,10,15,20-meso-tetraphenylporphyrin (TPP) inside the nanofibers and sulfonated PS nanofiber layers with surface-bound cationic photosensitiser (5,10,15,20- tetrakis(N-methylpyridinium-4-yl)porphyrin (TMPyP) and Sn(IV) (5,10,15,20-tetrakis(N- methylpyridinium-4-yl)porphyrin (TMPyP(Sn)). In addition to the spectral characteristics of these materials were studied ion exchange capacity and photogeneration of H2O2 and 1 O2. For all studied materials were using time-resolved spectroscopy monitoring of 1 O2 phosphorescence or delayed fluorescence of photosensitiser demonstrated 1 O2 photogeneration. H2O2 photogeneration detected by scopoletin fluorescence quenching was found in nanomaterials with surface-bound photosensitiser. Photobactericidal properties against E. coli were detected in all studied nanomaterials. Bactericidal properties were not recorded without the visible light irradiation. This shows that the bactericidal properties of nanofiber nanomaterials are caused by photogenerated 1 O2 or H2O2. Subject headings: photochemistry, photophysics, photocytotoxicity Keywords: singlet oxygen, hydrogen peroxide, nanofibers,...
|
|
| |
|
|
Complexes of metals as potential anion receptors
Marečková, Vendula ; Vojtíšek, Pavel (advisor) ; Mosinger, Jiří (referee)
An important class of anion receptors are based on bimetallic complexes with phenols bearing an pendant arms in 2,6-positions. A ligand of this type, 2,6-bis[(N- methylpiperazine-1-yl)methyl]-4-formyl phenol (L1), was prepared using the Mannich reaction. An attempt to prepare a similar compound L2 yield only an oily product. The molecular structure of compound L1 was determinated by X-ray diffraction. Comparison of the L1 structure with similar ones from CCDC showed important influence of the intramolecular H-bond on pendant arms orientations in this type of compounds. Further synthetic exploitation of the aldehyde group (in the position 4) was tested by reaction with 4-nitroaniline. The Shiff base (L3) was obtained but only as an oily substance. Reactions of L1 with Cu(ii) and Zn(ii) perchlorate or acetate produce complexes; the compound [Cu2L1(OH)(OAc)(H2O)]ClO4 (K1) was obtained in a crystallic form. The interactions of anion-bimetallic complex receptor were discused from stereochemical point of view using the structural data from CCDC in the last part of this work.
|
guest ::
