Impact of axial ligation on photophysical and photodynamic antimicrobial properties of indium (III) methylsulfanylphenyl porphyrin complexes linked to silver-capped copper ferrite magnetic nanoparticles
- Makola, Collen L, Nyokong, Tebello, Amuhaya, Edith K
- Authors: Makola, Collen L , Nyokong, Tebello , Amuhaya, Edith K
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185942 , vital:44450 , xlink:href="https://doi.org/10.1016/j.poly.2020.114882"
- Description: Photodynamic antimicrobial chemotherapy (PACT) is a well-known technique used against bacteria that have developed resistance towards antibiotics. We herein report the synthesis, photophysical properties, and PACT activity of 2-hydroxypyridine axial ligated indium 5,10,15,20-tetrakis-(4-phenylmethylthio) porphyrin (3) and quaternized 2-hydroxypyridine axial ligated indium 5,10,15,20-tetrakis-(4-phenylmethylthio) porphyrin (4). The porphyrin complexes (3 and 4) were further linked to oleyamine (OLM)/oleic acid (OLA) capped Ag/CuFe2O4 and also 6-mercapto-1-hexanol functionalized (MCH-Ag/CuFe2O4) nanoparticles through silver - sulphur (Ag-S) and silver-nitrogen (Ag-N); self-assembly. The PACT studies were carried out using Staphylococcus aureus. While all the synthesized porphyrins demonstrated PACT activity, the quaternized complex and its conjugate showed the highest PACT activity with 0% cell viability after irradiation for 25 min, resulting in a log reduction of 8.31.
- Full Text:
- Date Issued: 2021
- Authors: Makola, Collen L , Nyokong, Tebello , Amuhaya, Edith K
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185942 , vital:44450 , xlink:href="https://doi.org/10.1016/j.poly.2020.114882"
- Description: Photodynamic antimicrobial chemotherapy (PACT) is a well-known technique used against bacteria that have developed resistance towards antibiotics. We herein report the synthesis, photophysical properties, and PACT activity of 2-hydroxypyridine axial ligated indium 5,10,15,20-tetrakis-(4-phenylmethylthio) porphyrin (3) and quaternized 2-hydroxypyridine axial ligated indium 5,10,15,20-tetrakis-(4-phenylmethylthio) porphyrin (4). The porphyrin complexes (3 and 4) were further linked to oleyamine (OLM)/oleic acid (OLA) capped Ag/CuFe2O4 and also 6-mercapto-1-hexanol functionalized (MCH-Ag/CuFe2O4) nanoparticles through silver - sulphur (Ag-S) and silver-nitrogen (Ag-N); self-assembly. The PACT studies were carried out using Staphylococcus aureus. While all the synthesized porphyrins demonstrated PACT activity, the quaternized complex and its conjugate showed the highest PACT activity with 0% cell viability after irradiation for 25 min, resulting in a log reduction of 8.31.
- Full Text:
- Date Issued: 2021
Solar Driven Photocatalytic Activity of Porphyrin Sensitized TiO2
- Otieno, Sebastien, Lanterna, Anabel E, Mack, John, Derese, Solomon, Amuhaya, Edith K, Nyokong, Tebello, Scaiano, Juan C
- Authors: Otieno, Sebastien , Lanterna, Anabel E , Mack, John , Derese, Solomon , Amuhaya, Edith K , Nyokong, Tebello , Scaiano, Juan C
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190612 , vital:45010 , xlink:href="https://doi.org/10.3390/molecules26113131"
- Description: The absence of a secure long-term sustainable energy supply is recognized as a major worldwide technological challenge. The generation of H2 through photocatalysis is an environmentally friendly alternative that can help solve the energy problem. Thus, the development of semiconductor materials that can absorb solar light is an attractive approach. TiO2 has a wide bandgap that suffers from no activity in the visible spectrum, limiting its use of solar radiation. In this research, the semiconductor absorption profile was extended into the visible region of the solar spectrum by preparing porphyrin-TiO2 (P-TiO2 ) composites of meso-tetra(4-bromophenyl)porphyrin (PP1) and meso-tetra(5-bromo-2-thienyl)porphyrin (PP2) and their In(III), Zn(II) and Ga(III) metal complexes. Density functional theory (DFT) and time-dependent density functional theory (TD-DFT) calculations were performed on the porphyrins to gain insight into their electron injection capability. The results demonstrate that P-TiO2 systems merit further in-depth study for applications that require efficient photocatalytic H2 generation.
- Full Text:
- Date Issued: 2021
- Authors: Otieno, Sebastien , Lanterna, Anabel E , Mack, John , Derese, Solomon , Amuhaya, Edith K , Nyokong, Tebello , Scaiano, Juan C
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190612 , vital:45010 , xlink:href="https://doi.org/10.3390/molecules26113131"
- Description: The absence of a secure long-term sustainable energy supply is recognized as a major worldwide technological challenge. The generation of H2 through photocatalysis is an environmentally friendly alternative that can help solve the energy problem. Thus, the development of semiconductor materials that can absorb solar light is an attractive approach. TiO2 has a wide bandgap that suffers from no activity in the visible spectrum, limiting its use of solar radiation. In this research, the semiconductor absorption profile was extended into the visible region of the solar spectrum by preparing porphyrin-TiO2 (P-TiO2 ) composites of meso-tetra(4-bromophenyl)porphyrin (PP1) and meso-tetra(5-bromo-2-thienyl)porphyrin (PP2) and their In(III), Zn(II) and Ga(III) metal complexes. Density functional theory (DFT) and time-dependent density functional theory (TD-DFT) calculations were performed on the porphyrins to gain insight into their electron injection capability. The results demonstrate that P-TiO2 systems merit further in-depth study for applications that require efficient photocatalytic H2 generation.
- Full Text:
- Date Issued: 2021
Preparation of NIR absorbing axial substituted tin (iv) porphyrins and their photocytotoxic properties
- Babu, Balaji, Amuhaya, Edith K, Oluwole, David O, Prinsloo, Earl, Mack, John, Nyokong, Tebello
- Authors: Babu, Balaji , Amuhaya, Edith K , Oluwole, David O , Prinsloo, Earl , Mack, John , Nyokong, Tebello
- Date: 2019
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/234592 , vital:50211 , xlink:href="https://doi.org/10.1039/C8MD00373D"
- Description: Sn(IV) porphyrins ([Sn(IV)TTP(3PyO)2] (5) and [Sn(IV)TPP(3PyO)2] (6) [tetrathienylporphyrin (TTP), tetraphenylporphyrin (TPP), and pyridyloxy (PyO)]) were prepared and characterized and their photocytotoxicity upon irradiation with 625 nm light has been studied. The presence of the 3PyO axial ligands was found to limit the aggregation and enhance the solubility of 5 and 6 in DMF/H2O (1 : 1). The photophysical properties and photodynamic therapy (PDT) activity of the meso-2-thienyl and meso-phenyl-substituted Sn(IV) porphyrins are compared. 5 and 6 were found to be photocytotoxic in MCF-7 cancer cells when irradiated with a Thorlabs M625L3 LED at 625 nm but remained nontoxic in the dark. The PDT activity of Sn(IV) meso-tetra-2-thienylporphyrin 5 was found to be significantly enhanced relative to its analogous tetraphenylporphyrin 6. There is a marked red-shift of the Q00 band of 5 into the therapeutic window due to the meso-2-thienyl rings, and 5 has an unusually high singlet oxygen quantum yield value of 0.83 in DMF. The results demonstrate that readily synthesized axially ligated Sn(IV) meso-arylporphyrins are potentially suitable for use as singlet oxygen photosensitizers in biomedical applications and merit further in depth investigation in this context.
- Full Text:
- Date Issued: 2019
- Authors: Babu, Balaji , Amuhaya, Edith K , Oluwole, David O , Prinsloo, Earl , Mack, John , Nyokong, Tebello
- Date: 2019
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/234592 , vital:50211 , xlink:href="https://doi.org/10.1039/C8MD00373D"
- Description: Sn(IV) porphyrins ([Sn(IV)TTP(3PyO)2] (5) and [Sn(IV)TPP(3PyO)2] (6) [tetrathienylporphyrin (TTP), tetraphenylporphyrin (TPP), and pyridyloxy (PyO)]) were prepared and characterized and their photocytotoxicity upon irradiation with 625 nm light has been studied. The presence of the 3PyO axial ligands was found to limit the aggregation and enhance the solubility of 5 and 6 in DMF/H2O (1 : 1). The photophysical properties and photodynamic therapy (PDT) activity of the meso-2-thienyl and meso-phenyl-substituted Sn(IV) porphyrins are compared. 5 and 6 were found to be photocytotoxic in MCF-7 cancer cells when irradiated with a Thorlabs M625L3 LED at 625 nm but remained nontoxic in the dark. The PDT activity of Sn(IV) meso-tetra-2-thienylporphyrin 5 was found to be significantly enhanced relative to its analogous tetraphenylporphyrin 6. There is a marked red-shift of the Q00 band of 5 into the therapeutic window due to the meso-2-thienyl rings, and 5 has an unusually high singlet oxygen quantum yield value of 0.83 in DMF. The results demonstrate that readily synthesized axially ligated Sn(IV) meso-arylporphyrins are potentially suitable for use as singlet oxygen photosensitizers in biomedical applications and merit further in depth investigation in this context.
- Full Text:
- Date Issued: 2019
Photophysical properties of GaCl 5, 10, 15, 20-tetra (1-pyrenyl) porphyrinato incorporated into Pluronic F127 micelle
- Managa, Muthumuni, Britton, Jonathan, Amuhaya, Edith K, Nyokong, Tebello
- Authors: Managa, Muthumuni , Britton, Jonathan , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/233101 , vital:50056 , xlink:href="https://doi.org/10.1016/j.jlumin.2016.12.043"
- Description: GaCl 5,10,15,20-Tetra(1-pyrenyl)porphyrin (GaClTPyP) was successfully synthesised and encapsulated into Pluronic F127. The unmetallated 5,10,15,20-tetra(1-pyrenyl)porphyrin (H2TPyP) precursor was also encapsulated into Pluronic F127. The fluorescence quantum yield for GaClTPyP at 0.045 was lower than that of H2TPyP at 0.13 due to the heavy atom effect of Ga in the former which encourages intersystem crossing to the triplet state, lowering the fluorescence. Fluorescence quantum yield values increased when GaClTPyP or H2TPyP were encapsulated in Pluronic F127. GaClTPyP/Pluronic F127 showed higher values of the binding constant (Kb) as well as Stern-Volmer constant (Ksv) when compared to H2ClTPyP/Pluronic F127. It was determined from fluorescence quenching studies for GaClTPyP was located more in the inner core (hydrophobic) of Pluronic F127 and H2TPyP more on the outer region. Single oxygen quantum yields (Ф△) were determined to be 0.32 and 0.53 for GaClTPyP and GaClTPyP/Pluronic F127 respectively, an increase for the latter compared to the former.
- Full Text:
- Date Issued: 2017
- Authors: Managa, Muthumuni , Britton, Jonathan , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/233101 , vital:50056 , xlink:href="https://doi.org/10.1016/j.jlumin.2016.12.043"
- Description: GaCl 5,10,15,20-Tetra(1-pyrenyl)porphyrin (GaClTPyP) was successfully synthesised and encapsulated into Pluronic F127. The unmetallated 5,10,15,20-tetra(1-pyrenyl)porphyrin (H2TPyP) precursor was also encapsulated into Pluronic F127. The fluorescence quantum yield for GaClTPyP at 0.045 was lower than that of H2TPyP at 0.13 due to the heavy atom effect of Ga in the former which encourages intersystem crossing to the triplet state, lowering the fluorescence. Fluorescence quantum yield values increased when GaClTPyP or H2TPyP were encapsulated in Pluronic F127. GaClTPyP/Pluronic F127 showed higher values of the binding constant (Kb) as well as Stern-Volmer constant (Ksv) when compared to H2ClTPyP/Pluronic F127. It was determined from fluorescence quenching studies for GaClTPyP was located more in the inner core (hydrophobic) of Pluronic F127 and H2TPyP more on the outer region. Single oxygen quantum yields (Ф△) were determined to be 0.32 and 0.53 for GaClTPyP and GaClTPyP/Pluronic F127 respectively, an increase for the latter compared to the former.
- Full Text:
- Date Issued: 2017
Photodynamic antimicrobial chemotherapy activity of (5, 10, 15, 20-tetrakis (4-(4-carboxyphenycarbonoimidoyl) phenyl) porphyrinato) chloro gallium (III)
- Managa, Muthumuni, Amuhaya, Edith K, Nyokong, Tebello
- Authors: Managa, Muthumuni , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189043 , vital:44811 , xlink:href="https://doi.org/10.1016/j.saa.2015.06.088"
- Description: (5,10,15,20-Tetrakis(4-(4-carboxyphenycarbonoimidoyl)phenyl)porphyrinato) chloro gallium(III) (complex 1) was conjugated to platinum nanoparticles (PtNPs) (represented as 1-PtNPs). The resulting conjugate showed 18 nm red shift in the Soret band when compared to 1 alone. Complex 1 and 1-PtNPs showed promising photodynamic antimicrobial chemotherapy (PACT) activity against Staphylococcus aureus, Escherichia coli and Candida albicans in solution where the log reductions obtained were 4.92, 3.76, and 3.95, respectively for 1-PtNPs. The singlet oxygen quantum yields obtained were higher at 0.56 for 1-PtNPs in DMF while that of 1 was 0.52 in the same solvent. This resulted in improved PACT activity for 1-PtNPs compared to 1 alone.
- Full Text:
- Date Issued: 2015
- Authors: Managa, Muthumuni , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189043 , vital:44811 , xlink:href="https://doi.org/10.1016/j.saa.2015.06.088"
- Description: (5,10,15,20-Tetrakis(4-(4-carboxyphenycarbonoimidoyl)phenyl)porphyrinato) chloro gallium(III) (complex 1) was conjugated to platinum nanoparticles (PtNPs) (represented as 1-PtNPs). The resulting conjugate showed 18 nm red shift in the Soret band when compared to 1 alone. Complex 1 and 1-PtNPs showed promising photodynamic antimicrobial chemotherapy (PACT) activity against Staphylococcus aureus, Escherichia coli and Candida albicans in solution where the log reductions obtained were 4.92, 3.76, and 3.95, respectively for 1-PtNPs. The singlet oxygen quantum yields obtained were higher at 0.56 for 1-PtNPs in DMF while that of 1 was 0.52 in the same solvent. This resulted in improved PACT activity for 1-PtNPs compared to 1 alone.
- Full Text:
- Date Issued: 2015
Photophysical properties of zinc phthalocyanine–uridine single walled carbon nanotube–conjugates
- Ogbodu, Rachael O, Amuhaya, Edith K, Mashazi, Philani N, Nyokong, Tebello
- Authors: Ogbodu, Rachael O , Amuhaya, Edith K , Mashazi, Philani N , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/193586 , vital:45350 , xlink:href="https://doi.org/10.1016/j.saa.2015.04.040"
- Description: The photophysical properties of the conjugate of uridine and zinc mono carboxy phenoxy phthalocyanine (ZnMCPPc–uridine, 4) are reported in this work. The conjugate was also adsorbed onto single walled carbon nanotubes (ZnMCPPc–uridine–SWCNT, 5). The X-ray photoelectron spectroscopy of 4 showed three N 1s peaks while that of 5 showed four N 1s peak, a new peak at 399.4 eV of 5 was assigned to pyrrolidonic nitrogen, due to the interaction of the pyrrolic nitrogen of 4 with the oxygen moiety of SWCNT–COOH in 5. The triplet lifetime, triplet and singlet oxygen quantum yields of the zinc mono carboxy phenoxy phthalocyanine increased by over 40% in the presence of uridine. SWCNTs resulted in only a small quenching of the triplet state parameters of 4.
- Full Text:
- Date Issued: 2015
- Authors: Ogbodu, Rachael O , Amuhaya, Edith K , Mashazi, Philani N , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/193586 , vital:45350 , xlink:href="https://doi.org/10.1016/j.saa.2015.04.040"
- Description: The photophysical properties of the conjugate of uridine and zinc mono carboxy phenoxy phthalocyanine (ZnMCPPc–uridine, 4) are reported in this work. The conjugate was also adsorbed onto single walled carbon nanotubes (ZnMCPPc–uridine–SWCNT, 5). The X-ray photoelectron spectroscopy of 4 showed three N 1s peaks while that of 5 showed four N 1s peak, a new peak at 399.4 eV of 5 was assigned to pyrrolidonic nitrogen, due to the interaction of the pyrrolic nitrogen of 4 with the oxygen moiety of SWCNT–COOH in 5. The triplet lifetime, triplet and singlet oxygen quantum yields of the zinc mono carboxy phenoxy phthalocyanine increased by over 40% in the presence of uridine. SWCNTs resulted in only a small quenching of the triplet state parameters of 4.
- Full Text:
- Date Issued: 2015
Enhanced Optical Limiting Behavior of an Indium Phthalocyanine–Single-Walled Carbon Nanotube Composite
- Sanusi, Kayode, Amuhaya, Edith K, Nyokong, Tebello
- Authors: Sanusi, Kayode , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2014
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/193871 , vital:45401 , xlink:href="https://doi.org/10.1021/jp501469e "
- Description: The nonlinear optical behavior of 2(3),9(10),16(17),23(24)-tetrakis-(4-aminophenoxy) phthalocyaninato indium (III) chloride (2) and its carbon nanotube composite in dimethylsulfoxide (DMSO) and dimethylformamide (DMF) solutions is described. The nonlinear third-order susceptibility and second-order hyperpolarizability values are also reported. A large nonlinear absorption that increased on covalent linking with single-walled carbon nanotubes (SWCNTs) was observed for the compound in DMSO. The nanosecond nonlinear absorption and the optical limiting behavior of this complex are shown to be dominated by a strong excited state absorption from a two-photon pumped state. The optical limiter using the new nanocomposite material (SWCNT-2) in the appropriate solvent showed a much lower threshold for optical limiting together with a much lower transmission at high fluences than previously reported nanocomposite limiters. The optical properties of the phthalocyanine and its conjugate were found to show high sensitivity toward the change of solvent matrix.
- Full Text:
- Date Issued: 2014
- Authors: Sanusi, Kayode , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2014
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/193871 , vital:45401 , xlink:href="https://doi.org/10.1021/jp501469e "
- Description: The nonlinear optical behavior of 2(3),9(10),16(17),23(24)-tetrakis-(4-aminophenoxy) phthalocyaninato indium (III) chloride (2) and its carbon nanotube composite in dimethylsulfoxide (DMSO) and dimethylformamide (DMF) solutions is described. The nonlinear third-order susceptibility and second-order hyperpolarizability values are also reported. A large nonlinear absorption that increased on covalent linking with single-walled carbon nanotubes (SWCNTs) was observed for the compound in DMSO. The nanosecond nonlinear absorption and the optical limiting behavior of this complex are shown to be dominated by a strong excited state absorption from a two-photon pumped state. The optical limiter using the new nanocomposite material (SWCNT-2) in the appropriate solvent showed a much lower threshold for optical limiting together with a much lower transmission at high fluences than previously reported nanocomposite limiters. The optical properties of the phthalocyanine and its conjugate were found to show high sensitivity toward the change of solvent matrix.
- Full Text:
- Date Issued: 2014
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