Effects of Pluronic F127 micelles as delivering agents on the vitro dark toxicity and photodynamic therapy activity of carboxy and pyrene substituted porphyrins
- Authors: Managa, Muthumuni , Britton, Jonathan , Prinsloo, Earl , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/234439 , vital:50196 , xlink:href="https://doi.org/10.1016/j.poly.2018.06.031"
- Description: Metal free, Zn and ClGa containing carboxyphenoxy and phenoxy groups (complexes 1) and pyrene groups (complexes 2) were synthesized and embedded into Pluronic F127 micelles (represented as F127). Dark toxicity and photodynamic therapy activities of the embedded porphyrins were successfully studied on MCF-7 breast cancer cells. Dark toxicity showed more than 80% cell viability for all complexes. It was found that 1-Zn + F127 showed better photodynamic therapy activity compared to 1-H2 + F127, and 1-ClGa + F127, corresponding to the high partition coefficient for the Zn porphyrin derivatives. The same applies to 2-Zn + F127 compared to 2-H2 + F127, 2-ClGa + F127. 1-ClGa and 1-Zn were also linked to Pluronic F127 silica nanoparticles. PDT activities for embedded 1-ClGa + F127 and 1-Zn + F127 were much higher than when linked to Pluronic silica nanoparticles (PluS NPs), showing the importance of loading of porphyrins into Pluronic F127 as a drug delivering agent rather than linking. PDT studies at the highest concentration of 60 µg/ml showed decrease in cell viability down to 15.9% for 2-Zn + F127. The Kp was determined in biphasic octanol and water system.
- Full Text:
- Date Issued: 2018
Incorporation of metal free and Ga 5, 10, 15, 20-tetrakis (4-bromophenyl) porphyrin into Pluronic F127-folic acid micelles
- Authors: Managa, Muthumuni , Ngoy, Bucolome P , Mafukidze, Donovan M , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/233256 , vital:50073 , xlink:href="https://doi.org/10.1016/j.jlumin.2017.09.045"
- Description: ClGa 5,10,15,20-Tetrakis (4-bromophenyl) porphyrinato (ClGaTBrPP) and its metal free derivative were successfully synthesized and incorporated into Pluronic F127 polymeric micelles that has been conjugated to folic acid (FA) to form ClGaTBrPP-F127-FA (or H2TBrPP-F127-FA). For comparison, ClGaTBrPP-F127 and H2TBrPP-F127 (without FA) were also formed. The singlet oxygen quantum yield for ClGaTBrPP-F127-FA was higher (ΦΔ = 0.44) than that of H2TBrPP-F127-FA (ΦΔ = 0.37), due to the heavy atom effect of Ga in the former which encourages intersystem crossing to the triplet state. The same applies to ClGaTBrPP-F127 (ΦΔ = 0.47) and H2TBrPP-F127 (ΦΔ = 0.41). Thus, ΦΔ values decreased in the presence of FA, but still high enough for practical application of the nanodrug system. The binding constants Kb were determined to be 1.08 × 104 M−1, 2.51 × 105 M−1, 1.52 × 103 and 2.68 × 103 for H2TBrPP+F127-FA, ClGaTBrPP+F127-FA, ClGaTBrPP-F127 and H2TBrPP-F127, respectively. The Kp values were determined in biphasic octanol and water system.
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- Date Issued: 2018
Photophysical studies of graphene quantum dots-Pyrene-derivatized porphyrins conjugates when encapsulated within Pluronic F127 micelles
- Authors: Managa, Muthumuni , Achadu, Ojodomo John , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/187971 , vital:44714 , xlink:href="https://doi.org/10.1016/j.dyepig.2017.09.031"
- Description: Pyrene-derivatized H2, GaCl, and Zn porphyrins were immobilized on graphene quantum dots (GQDs) to form (GQDs-H2TPrP, GQDs-GaClTPrP, and GQDs-ZnTPrP) conjugates through the π-π stacking interaction method followed by encapsulating into Pluronic F127 micelles to form (GQDs-H2TPrP + F127, GQDs-GaClTPrP + F127, and GQDs-ZnTPrP + F127). Spectroscopic evidence shows that the resultant conjugates were stable due to the strong π-π stacking interaction between the GQDs and the porphyrins. The fluorescence and singlet oxygen generating behaviour of the porphyrins were investigated following incorporation. GQDs-GaClTPrP + F127 showed highest values of the binding constant (Kb). The Stern-Volmer constant (Ksv) for GQDs-ZnTPrP + F127 were the highest compared to other porphyrins derivatives.
- Full Text:
- Date Issued: 2018
Photophysics and NLO properties of Ga (III) and In (III) phthalocyaninates bearing diethyleneglycol chains
- Authors: Managa, Muthumuni , Khene, Samson M , Britton, Jonathan , Martynov, Alexander G , Gorbunova, Yulia G , Tsivadze, Aslan Y , Nyokong, Tebello
- Date: 2018
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/237822 , vital:50556 , xlink:href="https://doi.org/10.1142/S1088424618500128"
- Description: This work reports on synthesis and characterizations of Ga(III) and In(III) complexes, formed by 2,3-bis[2′′-(2′′′′-hydroxyethoxy)ethoxy]-9,10,16,17,23,24-hexa-nn-butoxy phthalocyanine (1H2) coordinating acetatoindium(III) (1InOAc) and hydroxogallium(III) (1GaOH) Photophysical properties of hydroxogallium(III) phthalocyaninate 1GaOH and acetatoindium(III) phthalocyaninate 1InOAc were studied by UV-vis, fluorescence spectroscopy and time-resolved methods. The nonlinear absorption of the complexes was studied using the Z-scan technique at 532 nm and 10 ns pulse in DMSO and in thin films formed by composite with poly(bisphenol A carbonate) — PBC. The magnitude of absorption coefficients and other nonlinear optical parameters estimated in this work showed that complex 1InOAc exhibited the strongest nonlinear optical behavior in comparison with 1GaOH in solution and a reverse tendency when embedded in PBC thin films. DFT calculations were used to rationalize these results.
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- Date Issued: 2018
Fluorescence behaviour of supramolecular hybrids containing graphene quantum dots and pyrene-derivatized phthalocyanines and porphyrins
- Authors: Achadu, Ojodomo John , Managa, Muthumuni , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/188953 , vital:44801 , xlink:href="https://doi.org/10.1016/j.jphotochem.2016.10.029"
- Description: Novel pyrene-derivatized zinc and cobalt phthalocyanines (Pcs) and porphyrins (Ps) were immobilized on graphene quantum dots (GQDs) to form GQDs-Pcs and GQDs-Ps supramolecular hybrids via the π–π stacking interaction method. Spectroscopic evidence shows that the resultant hybrids were stable owing to the strong π–π stacking interaction between the GQDs and the respective Pcs and Ps, thus leading to the fabrication of interesting and functional supramolecular hybrids by taking advantage of the delocalized π electron systems of GQDs and the macrocycles. The conjugates showed increased fluorescence quantum yields for the Pcs/Ps, but decreased values for the GQDs in the conjugates. These novel hybrid materials could potentially be deployed for studies in both fundamental and applied perspectives due to the synergistic contributions resulting from the combination of their excellent electronic and optical properties.
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- Date Issued: 2017
Photophysical properties of GaCl 5, 10, 15, 20-tetra (1-pyrenyl) porphyrinato incorporated into Pluronic F127 micelle
- 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
Photophysical studies of meso-tetrakis (4-nitrophenyl) and meso-tetrakis (4-sulfophenyl) gallium porphyrins loaded into Pluronic F127 polymeric micelles
- Authors: Managa, Muthumuni , Ngoy, Bokolombe P , Mafukidze, Donovan M , Britton, Jonathan , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/233132 , vital:50060 , xlink:href="https://doi.org/10.1016/j.jphotochem.2017.08.033"
- Description: 5,10,15,20-Tetra(4-nitrophenyl) porphyrinato gallium chloride (ClGaTNPP) and 5,10,15,20-tetra(4-sulfophenyl) porphyrinato gallium chloride (ClGaTSPP) and their metal free derivatives were successfully synthesised and were added to Pluronic F127 polymeric micelles to form ClGaTNPP-F127 (or H2TNPP-F127) and ClGaTSPP-F127 (or H2TSPP-F127), respectively. The fluorescence and singlet oxygen generating behaviour of the porphyrins were investigated following incorporation. The fluorescence lifetimes were short-lived upon incorporation into the polymer, compared to the porphyrin alone; suggesting the quenching of the lifetimes of the porphyrin by the polymers. Singlet oxygen quantum yields were determined to be 0.55 and 0.59 for ClGaTSPP and ClGaTSPP-F127, respectively. Thus there is an increase in singlet oxygen quantum yields in the presence of Pluronic F127 compared to the porphyrin alone. ClGaTSPP-F127 (or H2TSPP-F127) showed higher values of the binding constant (Kb) as well as high values of the Stern-Volmer constant (Ksv) compared to ClGaTNPP-F127 (or H2TNPP-F127).
- Full Text:
- Date Issued: 2017
The photophysical studies of Pluronic F127/P123 micelle mixture system loaded with metal free and Zn 5, 10, 15, 20-tetrakis [4-(benzyloxy) phenyl] porphyrins
- Authors: Managa, Muthumuni , Ngoy, Bokolombe P , Nyokong, Tebello
- Date: 2017
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/188932 , vital:44799 , xlink:href="https://doi.org/10.1016/j.jphotochem.2017.02.018"
- Description: Binary mixtures of Pluronics are studied as drug nanocarriers in this work. H2 and Zn 5,10,15,20-tetrakis[4-(benzyloxy) phenyl] porphyrin were encapsulated onto binary micelle mixture of Pluronic F127/P123. The fluorescence and singlet oxygen generating behaviour of the porphyrins were investigated following incorporation. The fluorescence quantum yield for H2TBnOPP (ΦF = 0.034) was higher than that of ZnTBnOPP (ΦF = 0.023) and decreased when ZnTBnOPP or H2TBnOPP when in the presence of Pluronic F127/P123 binary mixtures. The kq values were 2.8 × 108 and 3.7 × 108 M−1 s−1, for H2TBnOPP + Pluronic F127/P123 and ZnTBnOPP + Pluronic F127/P123 in water, respectively. The binding constants (Kb) were 1.58 × 105 M−1 and 1.02 × 105 M−1 for ZnTBnOPP + Pluronic F127/P123 and H2TBnOPP + Pluronic F127/P123, respectively.
- Full Text:
- Date Issued: 2017
Effects of pluronic silica nanoparticles on the photophysical and photodynamic therapy behavior of triphenyl-p-phenoxy benzoic acid metalloporphyrins
- Authors: Managa, Muthumuni , Britton, Jonathan , Prinsloo, Earl , Nyokong, Tebello
- Date: 2016
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/239698 , vital:50756 , xlink:href="https://doi.org/10.1080/00958972.2016.1236372"
- Description: 5, 10, 15, Triphenyl-20-p-phenoxy benzoic acid porphyrins (P) containing Zn (ZnP), Ga (GaP), and Si (SiP) were synthesized and conjugated to pluronic-silica (PluS) nanoparticles (NPs) where the fluorescence and singlet oxygen generating behavior of the porphyrins were investigated. The highest singlet oxygen quantum yield (ΦΔ) was obtained for ZnP. When the porphyrins were conjugated to the PluS NPs, the ΦΔ was quenched and fluorescence was enhanced. The pore size of the NPs upon conjugation decreased from 18.9 nm for PluS NPs to 2.4 nm (for ZnP as an example) as determined by applying the Brunauer–Emmett–Teller method. The porphyrin complexes and their conjugates were tested for their photodynamic therapy (PDT) activity on MCF-7 breast cancer cells. It was found that ZnP and its conjugate showed the highest PDT activity. The p > 0.05 indicated that ZnP is significantly different than GaP and SiP.
- Full Text:
- Date Issued: 2016
Photophysical properties of tetraphenylporphyrinsubphthalocyanine conjugates
- Authors: Managa, Muthumuni , Mack, John , Remiro-Buenamañana, Sonia , Tshangana, Charmaine , Cammidge, Andrew N , Nyokong, Tebello
- Date: 2016
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/240766 , vital:50869 , xlink:href="https://doi.org/10.1142/S1088424615500959"
- Description: Novel tetraphenylporphyrin-subphthalocyanine conjugates have been prepared and characterized. An analysis of their optical spectroscopy and electronic structures using fluorescence emission and magnetic circular dichroism (MCD) spectroscopy and TD-DFT calculations, demonstrates that the two chromophores do not interact to any significant extent.
- Full Text:
- Date Issued: 2016
Synthesis and dark toxicity of 5-(4-carboxyphenyl)-10, 15, 20-tris (phenyl)-porphyrinato chlorido gallium (III) when conjugated to δ-aminolevulinic acid
- Authors: Managa, Muthumuni , Mkhize, Scebi , Britton, Jonathan , Prinsloo, Earl , Nyokong, Tebello
- Date: 2016
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/240014 , vital:50789 , xlink:href="https://doi.org/10.1080/00958972.2016.1223292"
- Description: 5-(4-Carboxyphenyl)-10,15,20-tris(phenyl)-porphyrinato chlorido gallium(III) (2) was synthesized and then linked to ethyl ester δ-aminolevulinic acid to form 3. There was no shift in Soret band following conjugation. The fluorescence and singlet oxygen generating behavior of the porphyrins were also investigated. The highest singlet oxygen quantum yield (ΦΔ) obtained was that of 3. Complexes 2 and 3 as well as metal free 5-(4-carboxyphenyl)-10,15,20-tris(phenyl)-porphyrinato showed no dark toxicity on MCF-7 breast cancer cells.
- Full Text:
- Date Issued: 2016
Photodynamic antimicrobial chemotherapy activity of (5, 10, 15, 20-tetrakis (4-(4-carboxyphenycarbonoimidoyl) phenyl) porphyrinato) chloro gallium (III)
- 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
Photodynamic antimicrobial chemotherapy activity of (5,10,15,20-tetrakis(4-(4-carboxyphenycarbonoimidoyl)phenyl)porphyrinato) chloro gallium(III)
- Authors: Managa, Muthumuni , Amuhaya, Edith K , Nyokong, Tebello
- Date: 2015
- Language: English
- Type: Article
- Identifier: vital:7296 , http://hdl.handle.net/10962/d1020359
- 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. , Original publication is available at http://dx.doi.org/10.1016/j.saa.2015.06.088
- Full Text: false
- Date Issued: 2015
Photodynamic antimicrobial chemotherapy activity of gallium tetra-(4-carboxyphenyl) porphyrin when conjugated to differently shaped platinum nanoparticles
- Authors: Managa, Muthumuni , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189088 , vital:44815 , xlink:href="https://doi.org/10.1016/j.molstruc.2015.06.077"
- Description: This work reports on the conjugation of differently shaped Pt nanoparticles (PtNPs) with ClGa(III) 5,10,15,20-tetrakis-(4-carboxyphenyl) porphyrin (ClGaTCPP). The resulting conjugates were used for photodynamic antimicrobial chemotherapy against Staphylococcus aureus. The degree of photoinactivation is dependent on concentration of the conjugates, light dose (fluence) and illumination time. The log reduction obtained for ClGaTCPP when conjugated to cubic PtNPs was 4.64 log (which indicate 99.99% of the bacteria have been killed), which is much higher than 3.94 log unit for ClGaTCPPHexagonal PtNPs and 3.31 log units for ClGaTCPP-Unshaped PtNPs. ClGaTCPP alone gave a log unit reduction of less than 3, showing the importance of conjugation to PtNPs.
- Full Text:
- Date Issued: 2015
Conjugates of platinum nanoparticles with gallium tetra–(4-Carboxyphenyl) porphyrin and their use in photodynamic antimicrobial chemotherapy when in solution or embedded in electrospun fiber
- Authors: Managa, Muthumuni , Antunes, Edith M , Nyokong, Tebello
- Date: 2014
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/193791 , vital:45396 , xlink:href="https://doi.org/10.1016/j.poly.2014.03.050"
- Description: The conjugation of Pt nanoparticles with ClGa(III) 5,10,15,20-tetrakis-(4-carboxyphenyl) porphyrin (ClGaTCPP) showed greater antimicrobial activity against a gram positive and drug resistant bacteria Staphylococcus aureus, than when the porphyrin was used alone. ClGaTCPP and its conjugate with platinum nanoparticle was successfully electrospun into a polystyrene polymer where the diameter ranged from 10 to 22 μm. The conjugates within the fiber still showed activity towards S. aureus.
- Full Text:
- Date Issued: 2014
Photophysicochemical behavior and antimicrobial activity of dihydroxosilicon tris (diaquaplatinum) octacarboxyphthalocyanine
- Authors: Managa, Muthumuni , Idowu, Mopelola A , Antunes, Edith M , Nyokong, Tebello
- Date: 2014
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/241527 , vital:50947 , xlink:href="https://doi.org/10.1016/j.saa.2014.01.087"
- Description: Platination of dihydroxosilicon octacarboxyphthalocyanine (OH)2SiOCPc was successfully carried out to give dihydroxosilicon tris(diaquaplatinum)octacarboxyphthalocyanine (OH)2SiOCPc(Pt)3 conjugate. Slight blue shifting of the absorption spectrum of (OH)2SiOCPc(Pt)3 was observed on conjugation with platinum. Comparative photophysicochemical behavior and antimicrobial photo-activities of (OH)2SiOCPc(Pt)3 conjugate with (OH)2SiOCPc or Pt nanoparticles revealed that the heavy atom, Pt on the periphery of the phthalocyanine significantly enhanced its singlet oxygen generation with a quantum yield of 0.56 obtained for the (OH)2SiOCPc(Pt)3 conjugate. The (OH)2SiOCPc(Pt)3 conjugate showed highest antimicrobial activity towards Candida albicans and Escherichia coli compared to (OH)2SiOCPc and Pt nanoparticles alone under illumination.
- Full Text:
- Date Issued: 2014
Photodynamic antimicrobial chemotherapy activity of gallium tetra-(4-carboxyphenyl) porphyrin when conjugated to differently shaped platinum nanoparticles
- Authors: Managa, Muthumuni , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7297 , http://hdl.handle.net/10962/d1020360
- Description: This work reports on the conjugation of differently shaped Pt nanoparticles (PtNPs) with ClGa(III) 5,10,15,20-tetrakis-(4-carboxyphenyl) porphyrin (ClGaTCPP). The resulting conjugates were used for photodynamic antimicrobial chemotherapy against Staphylococcus aureus. The degree of photo-inactivation is dependent on concentration of the conjugates, light dose (fluence) and illumination time. The log reduction obtained for ClGaTCPP when conjugated to cubic PtNPs was 4.64 log (which indicate 99.99% of the bacteria have been killed), which is much higher than 3.94 log unit for ClGaTCPP-Hexagonal PtNPs and 3.31 log units for ClGaTCPP-Unshaped PtNPs. ClGaTCPP alone gave a log unit reduction of less than 3, showing the importance of conjugation to PtNPs. , Original publication is available at http://dx.doi.org/10.1016/j.molstruc.2015.06.077
- Full Text: false