Photophysicochemical and photodynamic studies of phthalocyanines conjugated to selected drug delivery agents
- Authors: Nombona, Nolwazi
- Date: 2012
- Subjects: Phthalocyanines Photochemistry Photochemotherapy Drug delivery systems Magnesium Zinc Nanoparticles Staphylococcus aureus
- Language: English
- Type: Thesis , Doctoral , PhD
- Identifier: vital:4333 , http://hdl.handle.net/10962/d1004994
- Description: This work reports on the successful synthesis, characterisation and photophysical properties of new asymmetric metal free, magnesium and zinc phthalocyanines. The synthesis of symmetrical phthalocyanines is also reported. A selection of phthalocyanines have been conjugated, covalently linked, encapsulated or mixed with selected of drug delivery agents which include gold or silver nanoparticles, poly-L-lysine, liposomes and folic acid. The influence of delivery agent on the photophysical and photochemical properties of conjugated phthalocyanine is investigated. The studies showed that the Au nanoparticle significantly lowered the fluorescence quantum yield values of the phthalocyanines. The photodynamic activity of Zn phthalocyanine-ε-polylysine conjugates in the presence of nanoparticles towards the inactivation of Staphylococcus aureus showed high photoinactivation in the presence of silver nanoparticles. The presence of silver nanoparticels from the minimal inhibition concentration (MIC₅₀) studies showed remarkable growth inhibition for the tested conjugates even at low concentrations. The conjugate also showed no dark toxicity when evaluated using the chick choriallantoic membrane (CAM) assay. The efficiency of selected zinc phthalocyanine as photodynamic therapy (PDT) agents was investigated. The production of reactive oxygen species (ROS) and phototoxicity of the photosensitizers were assessed. Healthy fibroblast cells and breast cancer (MCF-7) cells were treated with either free phthalocyanine or phthalocyanine bound to either gold nanoparticles or encapsulated in liposomes. Cell viability studies showed the optimum phototoxic effect on non-malignant cells to be 4.5 J.cm⁻². The PDT effect of the liposome bound phthalocyanine showed extensive damage of the breast cancer cells. Gold nanoparticles only showed a modest improvement in PDT activity.
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- Authors: Nombona, Nolwazi
- Date: 2012
- Subjects: Phthalocyanines Photochemistry Photochemotherapy Drug delivery systems Magnesium Zinc Nanoparticles Staphylococcus aureus
- Language: English
- Type: Thesis , Doctoral , PhD
- Identifier: vital:4333 , http://hdl.handle.net/10962/d1004994
- Description: This work reports on the successful synthesis, characterisation and photophysical properties of new asymmetric metal free, magnesium and zinc phthalocyanines. The synthesis of symmetrical phthalocyanines is also reported. A selection of phthalocyanines have been conjugated, covalently linked, encapsulated or mixed with selected of drug delivery agents which include gold or silver nanoparticles, poly-L-lysine, liposomes and folic acid. The influence of delivery agent on the photophysical and photochemical properties of conjugated phthalocyanine is investigated. The studies showed that the Au nanoparticle significantly lowered the fluorescence quantum yield values of the phthalocyanines. The photodynamic activity of Zn phthalocyanine-ε-polylysine conjugates in the presence of nanoparticles towards the inactivation of Staphylococcus aureus showed high photoinactivation in the presence of silver nanoparticles. The presence of silver nanoparticels from the minimal inhibition concentration (MIC₅₀) studies showed remarkable growth inhibition for the tested conjugates even at low concentrations. The conjugate also showed no dark toxicity when evaluated using the chick choriallantoic membrane (CAM) assay. The efficiency of selected zinc phthalocyanine as photodynamic therapy (PDT) agents was investigated. The production of reactive oxygen species (ROS) and phototoxicity of the photosensitizers were assessed. Healthy fibroblast cells and breast cancer (MCF-7) cells were treated with either free phthalocyanine or phthalocyanine bound to either gold nanoparticles or encapsulated in liposomes. Cell viability studies showed the optimum phototoxic effect on non-malignant cells to be 4.5 J.cm⁻². The PDT effect of the liposome bound phthalocyanine showed extensive damage of the breast cancer cells. Gold nanoparticles only showed a modest improvement in PDT activity.
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Electrochemical studies of titanium, manganese and cobalt phthalocyanines
- Authors: Nombona, Nolwazi
- Date: 2009
- Subjects: Titanium , Manganese , Cobalt , Phthalocyanines , Electrochemistry , Electrodes , Self-assembly (Chemistry)
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:4312 , http://hdl.handle.net/10962/d1004970 , Titanium , Manganese , Cobalt , Phthalocyanines , Electrochemistry , Electrodes , Self-assembly (Chemistry)
- Description: Syntheses, spectral, electrochemical and spectroelectrochemical studies of phenylthio and amino derivatised metallophthalocyanines complexes are reported. The complexes are immobilized onto a gold macro disk, gold ultramicroelectrode and gold coated fiber electrodes via self assembly with phenylthio MPc derivatives or onto a glassy carbon electrode via electropolymerisation with amino MPc derivatives. For the first time MPc SAMs were formed on gold coated fiber. The electrocatalytic behavior of the modified electrodes was studied for the detection of nitrite and L-cysteine, all modified electrodes showed improved electrocatalytic oxidation compared to the unmodified electrode. The MPc complexes catalyzed nitrite oxidation via a two-electron mechanism producing nitrate. Cobalt tetraaminophthalocyanine showed the best catalytic activity for nitrite oxidation in terms of overpotential lowering compared to other complexes and thus was used for nitrite detection in a food sample, the nitrite concentration was determined to be 59.13 ppm, well within the limit for cured meat products. Electrocatalytic oxidation of L-cysteine on SAM modified gold coated fiber was reported for the first time. The gold coated fiber and ultamicro cylinder electrode were less stable towards the electro-oxidation of cysteine compared to its oxidation on the gold disk. The gold disk electrode gave better catalytic performance in terms of stability and reduction of overpotential. The phenylthio cobalt phthalocyanine derivative gave the best catalytic activity for L-cysteine oxidation in terms of overpotential lowering compared to other phenylthio derivatized MPc complexes. The amount of L-cysteine in human urine was 2.4 mM, well within the urinary L-cysteine excretion range for a healthy human being.
- Full Text:
- Authors: Nombona, Nolwazi
- Date: 2009
- Subjects: Titanium , Manganese , Cobalt , Phthalocyanines , Electrochemistry , Electrodes , Self-assembly (Chemistry)
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:4312 , http://hdl.handle.net/10962/d1004970 , Titanium , Manganese , Cobalt , Phthalocyanines , Electrochemistry , Electrodes , Self-assembly (Chemistry)
- Description: Syntheses, spectral, electrochemical and spectroelectrochemical studies of phenylthio and amino derivatised metallophthalocyanines complexes are reported. The complexes are immobilized onto a gold macro disk, gold ultramicroelectrode and gold coated fiber electrodes via self assembly with phenylthio MPc derivatives or onto a glassy carbon electrode via electropolymerisation with amino MPc derivatives. For the first time MPc SAMs were formed on gold coated fiber. The electrocatalytic behavior of the modified electrodes was studied for the detection of nitrite and L-cysteine, all modified electrodes showed improved electrocatalytic oxidation compared to the unmodified electrode. The MPc complexes catalyzed nitrite oxidation via a two-electron mechanism producing nitrate. Cobalt tetraaminophthalocyanine showed the best catalytic activity for nitrite oxidation in terms of overpotential lowering compared to other complexes and thus was used for nitrite detection in a food sample, the nitrite concentration was determined to be 59.13 ppm, well within the limit for cured meat products. Electrocatalytic oxidation of L-cysteine on SAM modified gold coated fiber was reported for the first time. The gold coated fiber and ultamicro cylinder electrode were less stable towards the electro-oxidation of cysteine compared to its oxidation on the gold disk. The gold disk electrode gave better catalytic performance in terms of stability and reduction of overpotential. The phenylthio cobalt phthalocyanine derivative gave the best catalytic activity for L-cysteine oxidation in terms of overpotential lowering compared to other phenylthio derivatized MPc complexes. The amount of L-cysteine in human urine was 2.4 mM, well within the urinary L-cysteine excretion range for a healthy human being.
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