Photophysico-chemical properties and photoinactivation of Staphylococcus Aureus using zinc phthalocyanines linked silver nanoparticles conjugates
- Matlou, Gauta G, Nyokong, Tebello
- Authors: Matlou, Gauta G , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186278 , vital:44481 , xlink:href="https://doi.org/10.1016/j.dyepig.2020.108237"
- Description: The synthesis of zinc (II) tri (tert-butyl phenoxy) mono cinnamic acid Pc (complex 1) is reported for the first time in this work. Complex 1 and the reported zinc (II) tri (tert-butyl), mono cinnamic acid phthalocyanine (2), zinc (II) mono cinnamic acid substituted phthalocyanine (3) and zinc (II) tetra cinnamic acid substituted phthalocyanine (4) are conjugated to cysteine capped silver nanoparticles (cys-AgNPs) through an amide bond. The photophysicochemical properties and the photodynamic antimicrobial chemotherapy (PACT) activities of the Pc-cys-AgNPs conjugates and the Pcs alone on S. Aureus are reported. Improved triplet and singlet oxygen quantum yields were observed for the conjugated complexes compared to Pcs alone, due to the heavy atom effect of cys-AgNPs. Asymmetric complexes 1,2, 3 and their respective conjugates recorded higher photosensitizing properties and PACT activities compared to 4 and 4-cys-AgNPs, respectively. Higher log reductions and percentage reductions of S. Aureus were recorded for conjugated complexes compared to ZnPcs only, showing enhanced PACT activities due to their higher singlet oxygen quantum yields.
- Full Text:
- Date Issued: 2020
- Authors: Matlou, Gauta G , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186278 , vital:44481 , xlink:href="https://doi.org/10.1016/j.dyepig.2020.108237"
- Description: The synthesis of zinc (II) tri (tert-butyl phenoxy) mono cinnamic acid Pc (complex 1) is reported for the first time in this work. Complex 1 and the reported zinc (II) tri (tert-butyl), mono cinnamic acid phthalocyanine (2), zinc (II) mono cinnamic acid substituted phthalocyanine (3) and zinc (II) tetra cinnamic acid substituted phthalocyanine (4) are conjugated to cysteine capped silver nanoparticles (cys-AgNPs) through an amide bond. The photophysicochemical properties and the photodynamic antimicrobial chemotherapy (PACT) activities of the Pc-cys-AgNPs conjugates and the Pcs alone on S. Aureus are reported. Improved triplet and singlet oxygen quantum yields were observed for the conjugated complexes compared to Pcs alone, due to the heavy atom effect of cys-AgNPs. Asymmetric complexes 1,2, 3 and their respective conjugates recorded higher photosensitizing properties and PACT activities compared to 4 and 4-cys-AgNPs, respectively. Higher log reductions and percentage reductions of S. Aureus were recorded for conjugated complexes compared to ZnPcs only, showing enhanced PACT activities due to their higher singlet oxygen quantum yields.
- Full Text:
- Date Issued: 2020
Effect of symmetry and metal nanoparticles on the photophysicochemical and photodynamic therapy properties of cinnamic acid zinc phthalocyanine
- Matlou, Gauta G, Managa, Muthumuni, Nyokong, Tebello
- Authors: Matlou, Gauta G , Managa, Muthumuni , Nyokong, Tebello
- Date: 2019
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/187026 , vital:44557 , xlink:href="https://doi.org/10.1016/j.saa.2019.02.005"
- Description: In this study, a novel asymmetric cinnamic acid zinc phthalocyanine (ZnPc, 1) containing three tert-butyl substituents is reported. The asymmetric ZnPc (1) is further linked to amino functionalized magnetic nanoparticles (AMNPs) (1-AMNPs) and to cysteine functionalized silver nanoparticles (cys-AgNPs) (1-cys-AgNPs) through an amide bond. 1-AMNPs and 1-cys-AgNPs improved the triplet and singlet oxygen quantum yields of complex 1, this was also observed with the previously reported 2-AMNPs when compared to 2 while 3-AMNPs yielded an unexpected decrease in triplet quantum yield as compared to 3. The silver nanoparticles (1-cys-AgNPs) had a better effect on improving the singlet oxygen quantum yield of complex 1 than the magnetic nanoparticles (1- AMNPs). The Pcs and conjugates recorded low cell cytotoxicity in the dark and high photocytotoxicity against MCF-7 cells in-vitro. MCF-7 cell viabilities of less than 50% were recorded at 80 μg/mL making the Pcs and conjugates under study potential candidates for use as photosensitizers in cancer therapy.
- Full Text:
- Date Issued: 2019
- Authors: Matlou, Gauta G , Managa, Muthumuni , Nyokong, Tebello
- Date: 2019
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/187026 , vital:44557 , xlink:href="https://doi.org/10.1016/j.saa.2019.02.005"
- Description: In this study, a novel asymmetric cinnamic acid zinc phthalocyanine (ZnPc, 1) containing three tert-butyl substituents is reported. The asymmetric ZnPc (1) is further linked to amino functionalized magnetic nanoparticles (AMNPs) (1-AMNPs) and to cysteine functionalized silver nanoparticles (cys-AgNPs) (1-cys-AgNPs) through an amide bond. 1-AMNPs and 1-cys-AgNPs improved the triplet and singlet oxygen quantum yields of complex 1, this was also observed with the previously reported 2-AMNPs when compared to 2 while 3-AMNPs yielded an unexpected decrease in triplet quantum yield as compared to 3. The silver nanoparticles (1-cys-AgNPs) had a better effect on improving the singlet oxygen quantum yield of complex 1 than the magnetic nanoparticles (1- AMNPs). The Pcs and conjugates recorded low cell cytotoxicity in the dark and high photocytotoxicity against MCF-7 cells in-vitro. MCF-7 cell viabilities of less than 50% were recorded at 80 μg/mL making the Pcs and conjugates under study potential candidates for use as photosensitizers in cancer therapy.
- Full Text:
- Date Issued: 2019
Evaluation of the photosensitizing properties of zinc and indium tetra cinnamic acid phthalocyanines linked to magnetic nanoparticles on human breast adenocarcinoma cells
- Matlou, Gauta G, Oluwole, David O, Nyokong, Tebello
- Authors: Matlou, Gauta G , Oluwole, David O , Nyokong, Tebello
- Date: 2019
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/187582 , vital:44673 , xlink:href="https://doi.org/10.1016/j.jlumin.2018.09.054"
- Description: This work reports on the synthesis, photophysico-chemical properties and photodynamic therapy activity of novel zinc (1) and indium (2) tetra substituted cinnamic acid phthalocyanine (Pc) complexes linked to amino functionalized magnetic nanoparticles (AMNPs) through an amide bond. Asymmetric ZnPc complex (3) showed better triplet and singlet oxygen quantum yields as compared to its symmetrical analogues (1 and 2). The AMNPs (1-AMNPs and 2-AMNPs) linked conjugates depicted increased triplet quantum yields in comparison to their unlinked Pcs, while 3-AMNPs showed a decrease compared to 3. The complexes showed increased in-vitro photo-cytotoxic effect against MCF-7 cells with an increase in drug concentration. At 80 µg/mL, 2 and 3, 2-AMNPs and 3-AMNPs with higher singlet oxygen quantum yields caused more cytotoxic effect on the cancer cells in the presence of light as compared to 1 and 1-AMNPs respectively.
- Full Text:
- Date Issued: 2019
- Authors: Matlou, Gauta G , Oluwole, David O , Nyokong, Tebello
- Date: 2019
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/187582 , vital:44673 , xlink:href="https://doi.org/10.1016/j.jlumin.2018.09.054"
- Description: This work reports on the synthesis, photophysico-chemical properties and photodynamic therapy activity of novel zinc (1) and indium (2) tetra substituted cinnamic acid phthalocyanine (Pc) complexes linked to amino functionalized magnetic nanoparticles (AMNPs) through an amide bond. Asymmetric ZnPc complex (3) showed better triplet and singlet oxygen quantum yields as compared to its symmetrical analogues (1 and 2). The AMNPs (1-AMNPs and 2-AMNPs) linked conjugates depicted increased triplet quantum yields in comparison to their unlinked Pcs, while 3-AMNPs showed a decrease compared to 3. The complexes showed increased in-vitro photo-cytotoxic effect against MCF-7 cells with an increase in drug concentration. At 80 µg/mL, 2 and 3, 2-AMNPs and 3-AMNPs with higher singlet oxygen quantum yields caused more cytotoxic effect on the cancer cells in the presence of light as compared to 1 and 1-AMNPs respectively.
- Full Text:
- Date Issued: 2019
Photodynamic therapy activity of zinc phthalocyanine linked to folic acid and magnetic nanoparticles
- Matlou, Gauta G, Oluwole, David O, Prinsloo, Earl, Nyokong, Tebello
- Authors: Matlou, Gauta G , Oluwole, David O , Prinsloo, Earl , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/234429 , vital:50195 , xlink:href="https://doi.org/10.1016/j.jphotobiol.2018.07.025"
- Description: In this work, the photodynamic therapy (PDT) activities (using human carcinoma adherent MCF-7 cells) of zinc phthalocyanine derivatives: complexes 1 (Zn mono cinnamic acid phthalocyanine) and 2 (zinc mono carboxyphenoxy phthalocyanine) when covalently linked to folic acid (FA) and amine functionalized magnetic nanoparticles (AMNPs) are reported. The covalent linkage of asymmetric zinc cinnamic acid Pc (1) to FA (1-FA) through an amide bond is reported for the first time. Complex 1 is insoluble in water, but upon linkage to FA, (to form 1-FA) the molecule become water soluble, hence the UV–Vis spectrum and singlet oxygen quantum yield for 1-FA were also done in water since water solubility is essential for biological applications. The reported 2-FA is also water soluble. Linking complexes 1 and 2 to FA and AMNPs decreased the dark toxicity of 1 and 2 on MCF-7 cells. Pc-FA (1-FA and 2-FA) conjugates had better singlet oxygen quantum yields (Φ∆) in DMSO as compared to Pc-AMNPs (1-AMNPs and 2-AMNPs). The water- soluble 1-FA and 2-FA also achieved a better photodynamic therapy (PDT) activity as compared to 1-AMNPs and 2-AMNPs. Folic acid targeting on the tumor cells may have also facilitated better bioavailability of 1-FA and 2-FA and improved PDT activity on MCF-7 cells over AMNPs carriers.
- Full Text:
- Date Issued: 2018
Photodynamic therapy activity of zinc phthalocyanine linked to folic acid and magnetic nanoparticles
- Authors: Matlou, Gauta G , Oluwole, David O , Prinsloo, Earl , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/234429 , vital:50195 , xlink:href="https://doi.org/10.1016/j.jphotobiol.2018.07.025"
- Description: In this work, the photodynamic therapy (PDT) activities (using human carcinoma adherent MCF-7 cells) of zinc phthalocyanine derivatives: complexes 1 (Zn mono cinnamic acid phthalocyanine) and 2 (zinc mono carboxyphenoxy phthalocyanine) when covalently linked to folic acid (FA) and amine functionalized magnetic nanoparticles (AMNPs) are reported. The covalent linkage of asymmetric zinc cinnamic acid Pc (1) to FA (1-FA) through an amide bond is reported for the first time. Complex 1 is insoluble in water, but upon linkage to FA, (to form 1-FA) the molecule become water soluble, hence the UV–Vis spectrum and singlet oxygen quantum yield for 1-FA were also done in water since water solubility is essential for biological applications. The reported 2-FA is also water soluble. Linking complexes 1 and 2 to FA and AMNPs decreased the dark toxicity of 1 and 2 on MCF-7 cells. Pc-FA (1-FA and 2-FA) conjugates had better singlet oxygen quantum yields (Φ∆) in DMSO as compared to Pc-AMNPs (1-AMNPs and 2-AMNPs). The water- soluble 1-FA and 2-FA also achieved a better photodynamic therapy (PDT) activity as compared to 1-AMNPs and 2-AMNPs. Folic acid targeting on the tumor cells may have also facilitated better bioavailability of 1-FA and 2-FA and improved PDT activity on MCF-7 cells over AMNPs carriers.
- Full Text:
- Date Issued: 2018
Physicochemical properties of water soluble unsymmetrical phthalocyanine-folic acid conjugates
- Matlou, Gauta G, Kobayashi, Nagao, Kimura, Mutsumi, Nyokong, Tebello
- Authors: Matlou, Gauta G , Kobayashi, Nagao , Kimura, Mutsumi , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/233240 , vital:50071 , xlink:href="https://doi.org/10.1016/j.dyepig.2017.10.030"
- Description: This work reports on the successful chemical linkage of folic acid (FA) to Zn mono carboxyphenoxy phthalocyanine (1) and Zn mono carboxyphenoxy tri–(tert–butyl) phthalocyanine (2). The amide bond linkage of FA to phthalocyanine (Pc) is achieved for the first time through the FA-NH2 and Pc-COOH and confirmed using FTIR, MS, elemental analysis and NMR. The linked conjugates were found to be water soluble compared to the physical mixtures of FA and Pc, which allowed for studies of singlet oxygen in water. The Pc-FA linked conjugates (1-FA and 2-FA) were found to be singlet oxygen generators with the following singlet oxygen quantum yields: 1-FA = 0.61 and 2-FA = 0.47 in DMSO and 1-FA = 0.17 and 2-FA = 0.12 in water.
- Full Text:
- Date Issued: 2018
- Authors: Matlou, Gauta G , Kobayashi, Nagao , Kimura, Mutsumi , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/233240 , vital:50071 , xlink:href="https://doi.org/10.1016/j.dyepig.2017.10.030"
- Description: This work reports on the successful chemical linkage of folic acid (FA) to Zn mono carboxyphenoxy phthalocyanine (1) and Zn mono carboxyphenoxy tri–(tert–butyl) phthalocyanine (2). The amide bond linkage of FA to phthalocyanine (Pc) is achieved for the first time through the FA-NH2 and Pc-COOH and confirmed using FTIR, MS, elemental analysis and NMR. The linked conjugates were found to be water soluble compared to the physical mixtures of FA and Pc, which allowed for studies of singlet oxygen in water. The Pc-FA linked conjugates (1-FA and 2-FA) were found to be singlet oxygen generators with the following singlet oxygen quantum yields: 1-FA = 0.61 and 2-FA = 0.47 in DMSO and 1-FA = 0.17 and 2-FA = 0.12 in water.
- Full Text:
- Date Issued: 2018
Synthesis and photophysical studies of asymmetric zinc phthalocyanine–magnetic nanoparticle conjugates
- Matlou, Gauta G, Kobayashi, Nagao, Kimura, Mutsumi, Nyokong, Tebello
- Authors: Matlou, Gauta G , Kobayashi, Nagao , Kimura, Mutsumi , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/232895 , vital:50036 , xlink:href="https://doi.org/10.1039/C7NJ01716B"
- Description: This work reports on the synthesis and amide bond linkage of carboxylic acid functionalized asymmetric zinc phthalocyanine (ZnPc) complexes to amino magnetic nanoparticles (AMNPs). The work further compares the photophysical and photochemical parameters of the Pc complexes alone with those linked to form ZnPc–AMNPs with further relation to the type of the spacer between the Pc and the AMNPs. Infrared spectroscopy confirmed the presence of the amide bond formed between the Pc complexes and the AMNPs. The triplet quantum yields ranged from 0.62 to 0.87. However, low singlet oxygen quantum yields were obtained due to competing pathways and the insufficient energy transfer from the excited triplet state of the ZnPc molecules to the molecular oxygen.
- Full Text:
- Date Issued: 2017
- Authors: Matlou, Gauta G , Kobayashi, Nagao , Kimura, Mutsumi , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/232895 , vital:50036 , xlink:href="https://doi.org/10.1039/C7NJ01716B"
- Description: This work reports on the synthesis and amide bond linkage of carboxylic acid functionalized asymmetric zinc phthalocyanine (ZnPc) complexes to amino magnetic nanoparticles (AMNPs). The work further compares the photophysical and photochemical parameters of the Pc complexes alone with those linked to form ZnPc–AMNPs with further relation to the type of the spacer between the Pc and the AMNPs. Infrared spectroscopy confirmed the presence of the amide bond formed between the Pc complexes and the AMNPs. The triplet quantum yields ranged from 0.62 to 0.87. However, low singlet oxygen quantum yields were obtained due to competing pathways and the insufficient energy transfer from the excited triplet state of the ZnPc molecules to the molecular oxygen.
- Full Text:
- Date Issued: 2017
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