The COVID-19 pandemic exposes our vulnerability to viruses that acquire the ability to infect our cells. Classical disinfection methods are limited by toxicity. Existing medicines performed poorly against SARS-CoV-2 because of their specificity to targets in different organisms.
View Article and Find Full Text PDFA new fluorinated manganese porphyrin, (Mn-TPP-p-CF ) is reported capable of providing, based on the Mn(III)/Mn(II) equilibrium, dual H relaxivity and F NMR response to redox changes. The physical-chemical characterization of both redox states in DMSO-d /H O evidenced that the H relaxometric and F NMR properties are appropriate for differential redox MRI detection. The Mn(III)-F distance (d =9.
View Article and Find Full Text PDFMaterials that convert the energy of a laser pulse into heat can generate a photoacoustic wave through thermoelastic expansion with characteristics suitable for improved sensing, imaging, or biological membrane permeation. The present work involves the production and characterization of materials composed of an ultrathin layer of titanium dioxide (<5 μm), where a strong absorber molecule capable of very efficiently converting light into heat (5,10,15,20-tetrakis(4-sulfonylphenyl)porphyrin manganese(iii) acetate) is adsorbed. The influence of the thickness of the TiO layer and the duration of the laser pulse on the generation of photoacoustic waves was studied.
View Article and Find Full Text PDFThe combination of photodynamic therapy with antibiotics or antimicrobial peptides for inactivation of bacteria is an area of growing interest due to the synergistic effect already observed by many authors. It has been shown that the efficiency of this dual antimicrobial therapy is highly dependent on the structure of the photosensitizer, being tetrapyrrolic macrocycles the ones with most promising results. There are a few review articles in the recent literature describing the main microbiological results concerning this dual inactivation of bacteria, but none of them focus on the synthetic processes of these photosensitizers and their remarkable chemical versatility.
View Article and Find Full Text PDFBackground: Manganese porphyrins have several therapeutic/imaging applications, including their use as radioprotectants (in clinical trials) and as paramagnetic MRI contrast agents. The affinity of porphyrins for lipid bilayers also makes them candidates for cell/liposome labelling. We hypothesised that metalation with the positron emission tomography (PET) radionuclide Mn (t = 5.
View Article and Find Full Text PDFA class of amphiphilic photosensitizers for photodynamic therapy (PDT) was developed. Sulfonate esters of modified porphyrins bearing-F substituents in the positions of the phenyl rings have adequate properties for PDT, including absorption in the red, increased cellular uptake, favorable intracellular localization, low cytotoxicity, and high phototoxicity against A549 (human lung adenocarcinoma) and CT26 (murine colon carcinoma) cells. Moreover, the role of type I and type II photochemical processes was assessed by fluorescent probes specific for various reactive oxygen species (ROS).
View Article and Find Full Text PDFFor the development of redox responsive MRI probes based on the MnIII/MnII couple, stable complexation of both reduced and oxidized forms of the metal ion and appropriate tuning of the redox potential in the biologically relevant range are key elements. The water soluble fluorinated Mn-porphyrin derivative Mn-3 satisfies both requirements. In aqueous solutions, it can reversibly switch between MnIII/MnII oxidation states.
View Article and Find Full Text PDFIn the present study, we developed a green epoxidation approach for the synthesis of the diastereomers of (-)-isopulegol benzyl ether epoxide using molecular oxygen as the oxidant and a hybrid manganese(III)-porphyrin magnetic reusable nanocomposite as the catalyst. High activity, selectivity, and stability were obtained, with up to four recycling cycles without the loss of activity and selectivity for epoxide. The anticancer effect of the newly synthesized isopulegol epoxide diastereomers was evaluated on a human osteosarcoma cell line (MG-63); both diastereomers showed similar in vitro potency.
View Article and Find Full Text PDFHerein we report the synthesis of unsymmetrical -aryl substituted porphyrins, using NaY zeolite as an inorganic acid catalyst. A comparative study between this method and the several synthetic strategies available in the literature was carried out. Our method presented a better, more cost-efficient rationale and displayed a significantly lower environmental impact.
View Article and Find Full Text PDFHerein, the synthesis and characterisation of magnetic iron oxide-porphyrin hybrids, constituted of iron-oxide magnetic nanoparticles covalently linked to an unsymmetrically substituted meso-aryl porphyrin, are described. The methodology features for the preparation of the key unsymmetrically substituted meso-aryl porphyrin synthons are discussed, with emphasis on sustainability and in economical terms. The "NaY method" herein reported allows large scale and economical preparation, which are demonstrated by its reusability and at least two-fold yields, when compared with classical porphyrin synthetic methods and also presents a much better cost-efficiency rationale and lower environmental impact.
View Article and Find Full Text PDFDiamagnetic metal complexes of phthalocyanines with n-butoxyl groups in all the α-benzo positions of the macrocycle skeleton, MPc(OBu)8, have strong near-infrared absorptions and intense fluorescences that are Stokes shifted by more than 15 nm. Interestingly, the silicon complex 6 is also remarkably photostable and nontoxic. The use of 6 in the fluorescence imaging of BALB/c mice bearing a 4T1-luc2 tumor in the mammary fat pad unambiguously revealed the presence of the tumor when it was only 1 mm in diameter and was not visible with the naked eye.
View Article and Find Full Text PDFWater soluble phthalocyanines bearing either four PEG500 or four choline substituents in the macrocyclic structure, as well as their Zn(II) and Mn(III) complexes were synthesized. The metal-free and Zn(II) complexes present relatively high fluorescence quantum yields (up to 0.30), while the Mn(III) complexes show no fluorescence as a consequence of rapid non-radiative deactivation of the Mn(III) phthalocyanine excited states through low-lying metal based or charge-transfer states.
View Article and Find Full Text PDFWater, under microwave irradiation and at a temperature of 473 K, reaches pressures above 16 bar, being capable to act as catalyst, without the use of organic solvents and oxidants, for meso-substituted porphyrin synthesis. Sustainability of the reaction is proved by E Factor=35 and EcoScale value of 50.5, the highest so far obtained for porphyrin synthesis.
View Article and Find Full Text PDFZinc and manganese complexes of porphyrin triads have been synthesized and are shown to be efficient as highly sensitive and selective tripod optical sensors for amines at the picomolar level.
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