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
Nanosecond nonlinear optical limiting properties of new trinuclear lanthanide phthalocyanines in solution and as thin films
- Sekhosana, Kutloana E, Amuhaya, Edith K, Nyokong, Tebello
- Authors: Sekhosana, Kutloana E , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189752 , vital:44928 , xlink:href="https://doi.org/10.1016/j.poly.2014.08.047"
- Description: 2,4,6-Tris[3-thio-9,10,16,17,23,24-hexa(4-tertbutylphenoxy) phthalocyaninato ytterbium (III) chloride]-s-triazin (3) and its lutetium counterpart (4) were synthesized. The nonlinear optical behavior of 3 and 4 were characterized in solution and when embedded in polymer as thin films. Thin films of complexes 3 and 4 in poly(bisphenol A carbonate) showed improved nonlinear optical properties when compared to solution. Complex 3 showed a lower threshold for optical limiting intensity (Ilim) than complex 4, and for phthalocyanines in general. Ilim values were even lower in films compared to solutions.
- Full Text:
- Date Issued: 2015
- Authors: Sekhosana, Kutloana E , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189752 , vital:44928 , xlink:href="https://doi.org/10.1016/j.poly.2014.08.047"
- Description: 2,4,6-Tris[3-thio-9,10,16,17,23,24-hexa(4-tertbutylphenoxy) phthalocyaninato ytterbium (III) chloride]-s-triazin (3) and its lutetium counterpart (4) were synthesized. The nonlinear optical behavior of 3 and 4 were characterized in solution and when embedded in polymer as thin films. Thin films of complexes 3 and 4 in poly(bisphenol A carbonate) showed improved nonlinear optical properties when compared to solution. Complex 3 showed a lower threshold for optical limiting intensity (Ilim) than complex 4, and for phthalocyanines in general. Ilim values were even lower in films compared to solutions.
- Full Text:
- Date Issued: 2015
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
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