Acetophenone substituted phthalocyanines and their graphene quantum dots conjugates as photosensitizers for photodynamic antimicrobial chemotherapy against Staphylococcus aureus
- Openda, Yolande I, Sen, Pinar, Managa, Muthumuni, Nyokong, Tebello
- Authors: Openda, Yolande I , Sen, Pinar , Managa, Muthumuni , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186507 , vital:44506 , xlink:href="https://doi.org/10.1016/j.pdpdt.2019.101607"
- Description: This work reports on the synthesis and characterization of novel acetophenone substituted phthalocyanines along with the self-assembled nanoconjugates formed via π-π stacking interaction between the synthesized unmetalated (2), zinc (3) and indium (4) phthalocyanines and graphene quantum dots (GQDs) to form 2@GQDs, 3@GQDs and 4@GQDs. The complexes and conjugates exhibited high singlet oxygen ranging from 0.20 to 0.79 in DMSO for Pcs and nanoconjugates where in all cases, the indium complexes showed the highest singlet oxygen quantum yields. The photodynamic antimicrobial chemotherapy activity of both phthalocyanines and nanoconjugates were tested against Staphylococcus aureus. 4@GQDs was found to be highly effective causing a 9.68 log reduction of the bacteria at 10 μM (based on Pc) when compared to 3.77 log reduction of 3@GQDs.
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- Authors: Openda, Yolande I , Sen, Pinar , Managa, Muthumuni , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186507 , vital:44506 , xlink:href="https://doi.org/10.1016/j.pdpdt.2019.101607"
- Description: This work reports on the synthesis and characterization of novel acetophenone substituted phthalocyanines along with the self-assembled nanoconjugates formed via π-π stacking interaction between the synthesized unmetalated (2), zinc (3) and indium (4) phthalocyanines and graphene quantum dots (GQDs) to form 2@GQDs, 3@GQDs and 4@GQDs. The complexes and conjugates exhibited high singlet oxygen ranging from 0.20 to 0.79 in DMSO for Pcs and nanoconjugates where in all cases, the indium complexes showed the highest singlet oxygen quantum yields. The photodynamic antimicrobial chemotherapy activity of both phthalocyanines and nanoconjugates were tested against Staphylococcus aureus. 4@GQDs was found to be highly effective causing a 9.68 log reduction of the bacteria at 10 μM (based on Pc) when compared to 3.77 log reduction of 3@GQDs.
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Enhancement of photodynamic antimicrobialtherapy through the use of cationic indium porphyrin conjugated to Ag/CuFe2O4 nanoparticles
- Makola, Collen L, Managa, Muthumuni, Nyokong, Tebello
- Authors: Makola, Collen L , Managa, Muthumuni , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186233 , vital:44475 , xlink:href="https://doi.org/10.1016/j.pdpdt.2020.101736"
- Description: Photodynamic antimicrobial chemotherapy (PACT) is being actively researched as a possible alternative for antimicrobial agents. This study focuses on the application of neutral indium 5-p-carboxyphenyl-10-15-20-(tri-4-pyridyl)porphyrin and cationic indium 5-p-carboxyphenyl-10-15-20-(tris-4-methylpyridyl)-porphyrin triiodide conjugated to 6-mercapo-1-hexanol functionalized Ag/CuFe2O4 magnetic nanoparticles for photo-inactivation of S. aureus bacteria. Comparative studies were done on quaternized and unquaternized indium porphyrin complexes conjugated to Ag/CuFe2O4, where log reduction of 9.27 was obtained for quaternized conjugate and 0.83 for unquaternized conjugate.
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- Authors: Makola, Collen L , Managa, Muthumuni , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186233 , vital:44475 , xlink:href="https://doi.org/10.1016/j.pdpdt.2020.101736"
- Description: Photodynamic antimicrobial chemotherapy (PACT) is being actively researched as a possible alternative for antimicrobial agents. This study focuses on the application of neutral indium 5-p-carboxyphenyl-10-15-20-(tri-4-pyridyl)porphyrin and cationic indium 5-p-carboxyphenyl-10-15-20-(tris-4-methylpyridyl)-porphyrin triiodide conjugated to 6-mercapo-1-hexanol functionalized Ag/CuFe2O4 magnetic nanoparticles for photo-inactivation of S. aureus bacteria. Comparative studies were done on quaternized and unquaternized indium porphyrin complexes conjugated to Ag/CuFe2O4, where log reduction of 9.27 was obtained for quaternized conjugate and 0.83 for unquaternized conjugate.
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Optical limiting properties of indium 5, 10, 15, 20-tetrakis (4-aminophenyl) porphyrin covalently linked to semiconductor quantum dots
- Managa, Muthumuni, Mgidlana, Sithi, Khene, Samson M, Nyokong, Tebello
- Authors: Managa, Muthumuni , Mgidlana, Sithi , Khene, Samson M , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186101 , vital:44463 , xlink:href="https://doi.org/10.1016/j.ica.2020.119838"
- Description: 5,10,15,20-tetrakis(4-aminophenyl) porphyrin and it indium derivative were synthesised and characterized then covalently linked to CdTe/ZnSe/ZnO semiconductor quantum dots. The nonlinear absorption of the complexes was studied using the Z-scan technique at 532 nm and 10 ns pulse in dimethyl sulfoxide. Indium 5,10,15,20- tetrakis(4-aminophenyl) porphyrin (InTAPP) exhibited the strongest nonlinear optical behaviour in comparison with the metal free derivative. DFT calculations were carried out using SDD basis set at B3LYP level of theory. The nonlinear absorption coefficient (βeff) values were determined experimentally using Z-scan whereby the first static hyperpolarizability (βHRS) value were determined using DFT calcutions.
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- Authors: Managa, Muthumuni , Mgidlana, Sithi , Khene, Samson M , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186101 , vital:44463 , xlink:href="https://doi.org/10.1016/j.ica.2020.119838"
- Description: 5,10,15,20-tetrakis(4-aminophenyl) porphyrin and it indium derivative were synthesised and characterized then covalently linked to CdTe/ZnSe/ZnO semiconductor quantum dots. The nonlinear absorption of the complexes was studied using the Z-scan technique at 532 nm and 10 ns pulse in dimethyl sulfoxide. Indium 5,10,15,20- tetrakis(4-aminophenyl) porphyrin (InTAPP) exhibited the strongest nonlinear optical behaviour in comparison with the metal free derivative. DFT calculations were carried out using SDD basis set at B3LYP level of theory. The nonlinear absorption coefficient (βeff) values were determined experimentally using Z-scan whereby the first static hyperpolarizability (βHRS) value were determined using DFT calcutions.
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Photodynamic antimicrobial chemotherapy of asymmetric porphyrin-silver conjugates towards photoinactivation of Staphylococcus aureus
- Shabangu, Samuel M, Babu, Balaji, Soy, Rodah C, Managa, Muthumuni, Sekhosana, Kutloano E, Nyokong, Tebello
- Authors: Shabangu, Samuel M , Babu, Balaji , Soy, Rodah C , Managa, Muthumuni , Sekhosana, Kutloano E , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186536 , vital:44509 , xlink:href="https://doi.org/10.1080/00958972.2020.1739273"
- Description: Asymmetric mono-carboxy-porphyrins, (5-(4-carboxyphenyl)10,15, 20-tris(pentafluorophenyl)porphyrinato zinc(II) (1), 5-(4- carboxyphenyl)10,15,20-triphenylporphyrinato zinc(II) (2) and 5-(4- carboxyphenyl)10,15,20-tris(2-thienyl)porphyrinato zinc(II) (3), were linked to Ag nanoparticles (AgNPs) through amide bonds and selfassembly (the latter only for 3). The porphyrins and conjugates were used for photodynamic antimicrobial chemotherapy (PACT) against Staphylococcus aureus. PACT uses singlet oxygen for antimicrobial activity. Complex 3 and its conjugates had higher singlet oxygen quantum yields and higher log reduction when compared with the rest of the porphyrins and corresponding conjugates. These high log reductions for 3 and its conjugate were attributed to the presence of sulfur groups whereby there was more interaction with the bacterial membrane.
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- Authors: Shabangu, Samuel M , Babu, Balaji , Soy, Rodah C , Managa, Muthumuni , Sekhosana, Kutloano E , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186536 , vital:44509 , xlink:href="https://doi.org/10.1080/00958972.2020.1739273"
- Description: Asymmetric mono-carboxy-porphyrins, (5-(4-carboxyphenyl)10,15, 20-tris(pentafluorophenyl)porphyrinato zinc(II) (1), 5-(4- carboxyphenyl)10,15,20-triphenylporphyrinato zinc(II) (2) and 5-(4- carboxyphenyl)10,15,20-tris(2-thienyl)porphyrinato zinc(II) (3), were linked to Ag nanoparticles (AgNPs) through amide bonds and selfassembly (the latter only for 3). The porphyrins and conjugates were used for photodynamic antimicrobial chemotherapy (PACT) against Staphylococcus aureus. PACT uses singlet oxygen for antimicrobial activity. Complex 3 and its conjugates had higher singlet oxygen quantum yields and higher log reduction when compared with the rest of the porphyrins and corresponding conjugates. These high log reductions for 3 and its conjugate were attributed to the presence of sulfur groups whereby there was more interaction with the bacterial membrane.
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The modulation of the photophysical and photodynamic therapy activities of a phthalocyanine by detonation nanodiamonds: Comparison with graphene quantum dots and carbon nanodots
- Matshitse, Refilwe, Managa, Muthumuni, Nyokong, Tebello
- Authors: Matshitse, Refilwe , Managa, Muthumuni , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186690 , vital:44525 , xlink:href="https://doi.org/10.1016/j.diamond.2019.107617"
- Description: A positively charged phthalocyanine (2,9,16,23-tetrakis[4-(N-methylpyridyloxy)]-phthalocyanine (ZnTPPcQ)) was non-covalently linked to carbon based nanoparticles: detonation nanodiamonds (DNDs), carbon dots (CDs) and graphene quantum dots (GQDs) to form nanosembles of DNDs-ZnTPPcQ, GQDs-ZnTPPcQ and CDs-ZnTPPcQ, respectively. Irrespective of its small size and the least number of Pcs (41.67 μg loading per milligram of DNDs), DNDs-ZnTPPcQ gave the highest singlet oxygen quantum yield (0.62) in dimethyl sulfoxide compared to the rest of the conjugates. This resulted in superior PDT activity against MCF7 breast cancer lines, with the lowest cell viability of 28% compared to ZnTPPcQ-CDs and ZnTPPcQ-GQDs at 30.1 ± 0.02% and 31.4 ± 0.23%, respectively.
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- Authors: Matshitse, Refilwe , Managa, Muthumuni , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186690 , vital:44525 , xlink:href="https://doi.org/10.1016/j.diamond.2019.107617"
- Description: A positively charged phthalocyanine (2,9,16,23-tetrakis[4-(N-methylpyridyloxy)]-phthalocyanine (ZnTPPcQ)) was non-covalently linked to carbon based nanoparticles: detonation nanodiamonds (DNDs), carbon dots (CDs) and graphene quantum dots (GQDs) to form nanosembles of DNDs-ZnTPPcQ, GQDs-ZnTPPcQ and CDs-ZnTPPcQ, respectively. Irrespective of its small size and the least number of Pcs (41.67 μg loading per milligram of DNDs), DNDs-ZnTPPcQ gave the highest singlet oxygen quantum yield (0.62) in dimethyl sulfoxide compared to the rest of the conjugates. This resulted in superior PDT activity against MCF7 breast cancer lines, with the lowest cell viability of 28% compared to ZnTPPcQ-CDs and ZnTPPcQ-GQDs at 30.1 ± 0.02% and 31.4 ± 0.23%, respectively.
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Theoretical and photodynamic therapy characteristics of heteroatom doped detonation nanodiamonds linked to asymmetrical phthalocyanine for eradication of breast cancer cells
- Matshitse, Refilwe, Tshiwawa, Tendamudzimu, Managa, Muthumuni, Nwaji, Njemuwa, Lobb, Kevin A, Nyokong, Tebello
- Authors: Matshitse, Refilwe , Tshiwawa, Tendamudzimu , Managa, Muthumuni , Nwaji, Njemuwa , Lobb, Kevin A , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186089 , vital:44462 , xlink:href="https://doi.org/10.1016/j.jlumin.2020.117465"
- Description: An amide mono substituted benzothiozole phthalocyanine: zinc(II) 3-(4-((3,17,23-tris(4-(benzo [d]thiazol-2-yl)phenoxy)-9-yl)oxy) phenyl)amide phthalocyanine (NH2BzPc) was covalently linked to undoped and heteroatom doped detonation nanodiamonds (DNDs): B@DNDs, P@DNDs, S@DNDs, N@DNDs, and SandN@DNDs There is a drastic decrease in highest occupied molecular orbital (HOMO) – lowest unoccupied molecular orbital (LUMO) energy gaps for nanoconjugates compared to DNDs alone. B@DNDs-NH2BzPc, SandN@DNDs-NH2BzPc, and P@DNDs-NH2BzPc showed superior photodynamic therapy (PDT) effects. DNDs-NH2BzPc also had a small HOMO-LUMO gap, but did not show improved PDT activity compared to the Pc alone, suggesting doping of DNDs is important. This study shows improved PDT effect on Michigan Cancer Foundation-7 breast cancer lines at 7.63%, 7.62% and 6.5% cell viability for P@DNDs-NH2BzPc, SandN@DNDs-NH2BzPc and B@DNDs-NH2BzPc, respectively.
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- Authors: Matshitse, Refilwe , Tshiwawa, Tendamudzimu , Managa, Muthumuni , Nwaji, Njemuwa , Lobb, Kevin A , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186089 , vital:44462 , xlink:href="https://doi.org/10.1016/j.jlumin.2020.117465"
- Description: An amide mono substituted benzothiozole phthalocyanine: zinc(II) 3-(4-((3,17,23-tris(4-(benzo [d]thiazol-2-yl)phenoxy)-9-yl)oxy) phenyl)amide phthalocyanine (NH2BzPc) was covalently linked to undoped and heteroatom doped detonation nanodiamonds (DNDs): B@DNDs, P@DNDs, S@DNDs, N@DNDs, and SandN@DNDs There is a drastic decrease in highest occupied molecular orbital (HOMO) – lowest unoccupied molecular orbital (LUMO) energy gaps for nanoconjugates compared to DNDs alone. B@DNDs-NH2BzPc, SandN@DNDs-NH2BzPc, and P@DNDs-NH2BzPc showed superior photodynamic therapy (PDT) effects. DNDs-NH2BzPc also had a small HOMO-LUMO gap, but did not show improved PDT activity compared to the Pc alone, suggesting doping of DNDs is important. This study shows improved PDT effect on Michigan Cancer Foundation-7 breast cancer lines at 7.63%, 7.62% and 6.5% cell viability for P@DNDs-NH2BzPc, SandN@DNDs-NH2BzPc and B@DNDs-NH2BzPc, respectively.
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‘There is nothing to hold onto here’:
- Shabangu, Samuel M, Babu, Balaji, Soy, Rodah C, Managa, Muthumuni, Sekhosana, Kutloano E, Nyokong, Tebello
- Authors: Shabangu, Samuel M , Babu, Balaji , Soy, Rodah C , Managa, Muthumuni , Sekhosana, Kutloano E , Nyokong, Tebello
- Date: 2020
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/156410 , vital:39987 , DOI: 10.1080/00958972.2020.1739273
- Description: Asymmetric mono-carboxy-porphyrins, (5-(4-carboxyphenyl)−10,15,20-tris(pentafluorophenyl)porphyrinato zinc(II) (1), 5-(4-carboxyphenyl)−10,15,20-triphenylporphyrinato zinc(II) (2) and 5-(4-carboxyphenyl)−10,15,20-tris(2-thienyl)porphyrinato zinc(II) (3), were linked to Ag nanoparticles (AgNPs) through amide bonds and self-assembly (the latter only for 3). The porphyrins and conjugates were used for photodynamic antimicrobial chemotherapy (PACT) against Staphylococcus aureus. PACT uses singlet oxygen for antimicrobial activity. Complex 3 and its conjugates had higher singlet oxygen quantum yields and higher log reduction when compared with the rest of the porphyrins and corresponding conjugates. These high log reductions for 3 and its conjugate were attributed to the presence of sulfur groups whereby there was more interaction with the bacterial membrane.
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- Authors: Shabangu, Samuel M , Babu, Balaji , Soy, Rodah C , Managa, Muthumuni , Sekhosana, Kutloano E , Nyokong, Tebello
- Date: 2020
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/156410 , vital:39987 , DOI: 10.1080/00958972.2020.1739273
- Description: Asymmetric mono-carboxy-porphyrins, (5-(4-carboxyphenyl)−10,15,20-tris(pentafluorophenyl)porphyrinato zinc(II) (1), 5-(4-carboxyphenyl)−10,15,20-triphenylporphyrinato zinc(II) (2) and 5-(4-carboxyphenyl)−10,15,20-tris(2-thienyl)porphyrinato zinc(II) (3), were linked to Ag nanoparticles (AgNPs) through amide bonds and self-assembly (the latter only for 3). The porphyrins and conjugates were used for photodynamic antimicrobial chemotherapy (PACT) against Staphylococcus aureus. PACT uses singlet oxygen for antimicrobial activity. Complex 3 and its conjugates had higher singlet oxygen quantum yields and higher log reduction when compared with the rest of the porphyrins and corresponding conjugates. These high log reductions for 3 and its conjugate were attributed to the presence of sulfur groups whereby there was more interaction with the bacterial membrane.
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