Enhanced triplet state parameters for zinc carboxy phenoxy phthalocyanine following conjugation to ascorbic acid
- Ogbodu, Racheal O, Nyokong, Tebello
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189348 , vital:44839 , xlink:href="https://doi.org/10.1016/j.poly.2015.01.032"
- Description: Zinc phthalocyanine bearing four ascorbic acid units (formed via ester bond between zinc carboxy phenoxy phthalocyanines and ascorbic acid) was synthesized and characterized using different spectroscopic methods. The complex (with or without ascorbic acid) was further adsorbed onto single walled carbon nanotubes (SWCNTs) and further characterized using Raman spectroscopy, X-ray diffractometry, transmission electron microscopy and thermogravimetric analysis. The photophysical properties of the complexes were studied. The synthesized complex showed better photophysical properties when compared to the carboxy phenoxy phthalocyanines alone, this is evident in the increase of the triplet quantum yields (ΦT), triplet life-times (τT) and singlet oxygen quantum yields (ΦΔ). The zinc phthalocyanines bearing ascorbic acid showed improved triplet life-times even in the presence of SWCNTs.
- Full Text:
- Date Issued: 2015
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189348 , vital:44839 , xlink:href="https://doi.org/10.1016/j.poly.2015.01.032"
- Description: Zinc phthalocyanine bearing four ascorbic acid units (formed via ester bond between zinc carboxy phenoxy phthalocyanines and ascorbic acid) was synthesized and characterized using different spectroscopic methods. The complex (with or without ascorbic acid) was further adsorbed onto single walled carbon nanotubes (SWCNTs) and further characterized using Raman spectroscopy, X-ray diffractometry, transmission electron microscopy and thermogravimetric analysis. The photophysical properties of the complexes were studied. The synthesized complex showed better photophysical properties when compared to the carboxy phenoxy phthalocyanines alone, this is evident in the increase of the triplet quantum yields (ΦT), triplet life-times (τT) and singlet oxygen quantum yields (ΦΔ). The zinc phthalocyanines bearing ascorbic acid showed improved triplet life-times even in the presence of SWCNTs.
- Full Text:
- Date Issued: 2015
Photodynamic therapy effect of zinc monoamino phthalocyanine–folic acid conjugate adsorbed on single walled carbon nanotubes on melanoma cells
- Ogbodu, Racheal O, Ndhundhuma, Ivy, Karstten, Aletta, Nyokong, Tebello
- Authors: Ogbodu, Racheal O , Ndhundhuma, Ivy , Karstten, Aletta , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/241400 , vital:50936 , xlink:href="https://doi.org/10.1016/j.saa.2014.09.033"
- Description: This work reports on the photodynamic therapy effect of zinc monoamino phthalocyanine linked to folic acid represented as ZnMAPc-FA, which was further immobilized onto single walled carbon nanotube represented as ZnMAPc-FA-SWCNT on melanoma A375 cell line, the effect of SWCNT-FA (without ZnMAPc) was also examined. All the compounds were non-toxic to the melanoma A375 cell line in the absence of light. Upon irradiation of the melanoma A375 cell line with a 676 nm diode laser at a power density of 98 mW/cm2 at 5 J/cm2 about 60% and 63% cell death was observed in the presence of ZnMAPc-FA and ZnMAPc-FA-SWCNT respectively. SWCNT-FA had no significant photodynamic therapy or photothermal effect to the cell, only 23% of cell death was observed after irradiation.
- Full Text:
- Date Issued: 2015
- Authors: Ogbodu, Racheal O , Ndhundhuma, Ivy , Karstten, Aletta , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/241400 , vital:50936 , xlink:href="https://doi.org/10.1016/j.saa.2014.09.033"
- Description: This work reports on the photodynamic therapy effect of zinc monoamino phthalocyanine linked to folic acid represented as ZnMAPc-FA, which was further immobilized onto single walled carbon nanotube represented as ZnMAPc-FA-SWCNT on melanoma A375 cell line, the effect of SWCNT-FA (without ZnMAPc) was also examined. All the compounds were non-toxic to the melanoma A375 cell line in the absence of light. Upon irradiation of the melanoma A375 cell line with a 676 nm diode laser at a power density of 98 mW/cm2 at 5 J/cm2 about 60% and 63% cell death was observed in the presence of ZnMAPc-FA and ZnMAPc-FA-SWCNT respectively. SWCNT-FA had no significant photodynamic therapy or photothermal effect to the cell, only 23% of cell death was observed after irradiation.
- Full Text:
- Date Issued: 2015
Photophysicochemical properties and in vitro photodynamic therapy activities of zinc phthalocyanine conjugates with biomolecules and single-walled carbon nanotubes
- Authors: Ogbodu, Racheal O
- Date: 2015
- Subjects: Photochemotherapy , Phthalocyanines , Biomolecules
- Language: English
- Type: Thesis , Doctoral , PhD
- Identifier: vital:4544 , http://hdl.handle.net/10962/d1017924
- Description: The synthesis, photophysicochemcial properties, in vitro dark toxicity and photodynamic therapy (PDT) activities of different derivatives of zinc phthalocyanine (ZnPc) conjugates with biomolecules (folic acid, bovine serum albumin (BSA), ascorbic acid, uridine or spermine) and single-walled carbon nanotubes (SWCNTs) are presented in this work. The fluorescence quantum yields (ΦF) (Subscript F) of the ZnPc derivatives or ZnPc-biomolecule conjugates remained relatively the same as compared to the precursor Pcs. Slight increases were observed in the ΦF (Subscript F) values of conjugates containing substituents such as pyrene, folic acid or BSA with intrinsic fluorescence properties. The triplet quantum yield (ΦT ) (Subscript T) values for some ZnPc conjugates increases compared to the precursor ZnPcs due to extended π conjugation (for the conjugate with pyrene) and the presence of phenyl ring that support spin-orbit charge transfer intersystem crossing to triplet state. While some conjugates showed decreases in the ΦT (Subscript T) values compared to precursor ZnPcs due to the presence of substituents that could quench photo-excited state properties. The singlet oxygen quantum yield (ΦΔ ) values follow the trends of the triplet quantum yield values. The conjugates containing BSA also show increases in the ΦΔ values without corresponding increases in ΦT (Subscript T) values due to the ability of BSA to generate free radicals including singlet oxygen. The presence of SWCNTs decreases the photophysicochemcial properties of some ZnPc-SWCNT conjugates compared to the precursor ZnPcs due to photo-induced electron transfer from an excited Pc complex (electron donor) to SWCNTs (electron acceptor). However, increases were observed in some ZnPc-SWCNT conjugates as a result of fast charge recombination process due to highly short-lived radical ion pair produced. These phenomena affected the ΦF (Suscript F) values, ΦT (Suscript T) values, and the ΦΔ values. Increases or decreases in ΦT (Suscript T) values resulted in corresponding increases or decreases in ΦΔ values
- Full Text:
- Date Issued: 2015
- Authors: Ogbodu, Racheal O
- Date: 2015
- Subjects: Photochemotherapy , Phthalocyanines , Biomolecules
- Language: English
- Type: Thesis , Doctoral , PhD
- Identifier: vital:4544 , http://hdl.handle.net/10962/d1017924
- Description: The synthesis, photophysicochemcial properties, in vitro dark toxicity and photodynamic therapy (PDT) activities of different derivatives of zinc phthalocyanine (ZnPc) conjugates with biomolecules (folic acid, bovine serum albumin (BSA), ascorbic acid, uridine or spermine) and single-walled carbon nanotubes (SWCNTs) are presented in this work. The fluorescence quantum yields (ΦF) (Subscript F) of the ZnPc derivatives or ZnPc-biomolecule conjugates remained relatively the same as compared to the precursor Pcs. Slight increases were observed in the ΦF (Subscript F) values of conjugates containing substituents such as pyrene, folic acid or BSA with intrinsic fluorescence properties. The triplet quantum yield (ΦT ) (Subscript T) values for some ZnPc conjugates increases compared to the precursor ZnPcs due to extended π conjugation (for the conjugate with pyrene) and the presence of phenyl ring that support spin-orbit charge transfer intersystem crossing to triplet state. While some conjugates showed decreases in the ΦT (Subscript T) values compared to precursor ZnPcs due to the presence of substituents that could quench photo-excited state properties. The singlet oxygen quantum yield (ΦΔ ) values follow the trends of the triplet quantum yield values. The conjugates containing BSA also show increases in the ΦΔ values without corresponding increases in ΦT (Subscript T) values due to the ability of BSA to generate free radicals including singlet oxygen. The presence of SWCNTs decreases the photophysicochemcial properties of some ZnPc-SWCNT conjugates compared to the precursor ZnPcs due to photo-induced electron transfer from an excited Pc complex (electron donor) to SWCNTs (electron acceptor). However, increases were observed in some ZnPc-SWCNT conjugates as a result of fast charge recombination process due to highly short-lived radical ion pair produced. These phenomena affected the ΦF (Suscript F) values, ΦT (Suscript T) values, and the ΦΔ values. Increases or decreases in ΦT (Suscript T) values resulted in corresponding increases or decreases in ΦΔ values
- Full Text:
- Date Issued: 2015
The effect of ascorbic acid on the photophysical properties and photodynamic therapy activities of zinc phthalocyanine-single walled carbon nanotube conjugate on MCF-7 cancer cells
- Ogbodu, Racheal O, Nyokong, Tebello
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189066 , vital:44813 , xlink:href="https://doi.org/10.1016/j.saa.2015.06.063"
- Description: Zinc mono carboxy phenoxy phthalocyanine (1) was chemical modified with ascorbic acid via an ester bond to give ZnMCPPc-AA (2). Complexes 2 and 1 were coordinated to single walled carbon nanotubes via π–π interaction to give ZnMCPPc-AA-SWCNT (3) and ZnMCPPc-SWCNT (4) respectively. Complexes 2, 3 and 4 showed better photophysical properties: with improved triplet lifetimes and quantum yields, and singlet oxygen quantum yields when compared to 1 alone. The photodynamic therapy activities of complexes 1, 2, 3 and 4 were tested in vitro on MCF-7 breast cancer cells. Ascorbic acid suppresses the photodynamic therapy effect of 1, due to its ability to reduce oxidative DNA damage as a result of its potent reducing properties. The highest phototoxicity was observed for 4 which resulted in 77% decrease in cell viability, followed by 3 which resulted in 67% decrease in cell viability. This shows the importance of combination therapy, where the phthalocyanines are the photodynamic therapy agents and single walled carbon nanotubes are the photothermal therapy agents.
- Full Text:
- Date Issued: 2015
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Date: 2015
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/189066 , vital:44813 , xlink:href="https://doi.org/10.1016/j.saa.2015.06.063"
- Description: Zinc mono carboxy phenoxy phthalocyanine (1) was chemical modified with ascorbic acid via an ester bond to give ZnMCPPc-AA (2). Complexes 2 and 1 were coordinated to single walled carbon nanotubes via π–π interaction to give ZnMCPPc-AA-SWCNT (3) and ZnMCPPc-SWCNT (4) respectively. Complexes 2, 3 and 4 showed better photophysical properties: with improved triplet lifetimes and quantum yields, and singlet oxygen quantum yields when compared to 1 alone. The photodynamic therapy activities of complexes 1, 2, 3 and 4 were tested in vitro on MCF-7 breast cancer cells. Ascorbic acid suppresses the photodynamic therapy effect of 1, due to its ability to reduce oxidative DNA damage as a result of its potent reducing properties. The highest phototoxicity was observed for 4 which resulted in 77% decrease in cell viability, followed by 3 which resulted in 67% decrease in cell viability. This shows the importance of combination therapy, where the phthalocyanines are the photodynamic therapy agents and single walled carbon nanotubes are the photothermal therapy agents.
- Full Text:
- Date Issued: 2015
Enhanced triplet state parameters for zinc carboxy phenoxy phthalocyanine following conjugation to ascorbic acid: effects of adsorption on single walled carbon nanotubes
- Ogbodu, Racheal O, Nyokong, Tebello
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7265 , http://hdl.handle.net/10962/d1020274
- Description: Zinc phthalocyanine bearing four ascorbic acid units (formed via ester bond between zinc carboxy phenoxy phthalocyanines and ascorbic acid) was synthesized and characterized using different spectroscopic methods. The complex (with or without ascorbic acid) was further adsorbed onto single walled carbon nanotubes (SWCNTs) and further characterized using Raman spectroscopy, X-ray diffractometry, transmission electron microscopy and thermogravimetric analysis. The photophysical properties of the complexes were studied. The synthesized complex showed better photophysical properties when compared to the carboxy phenoxy phthalocyanines alone, this is evident in the increase of the triplet quantum yields (ΦT), triplet life-times (τT) and singlet oxygen quantum yields (ΦΔ). The zinc phthalocyanines bearing ascorbic acid showed improved triplet life-times even in the presence of SWCNTs. , Original publication is available at http://dx.doi.org/10.1016/j.poly.2015.01.032
- Full Text: false
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7265 , http://hdl.handle.net/10962/d1020274
- Description: Zinc phthalocyanine bearing four ascorbic acid units (formed via ester bond between zinc carboxy phenoxy phthalocyanines and ascorbic acid) was synthesized and characterized using different spectroscopic methods. The complex (with or without ascorbic acid) was further adsorbed onto single walled carbon nanotubes (SWCNTs) and further characterized using Raman spectroscopy, X-ray diffractometry, transmission electron microscopy and thermogravimetric analysis. The photophysical properties of the complexes were studied. The synthesized complex showed better photophysical properties when compared to the carboxy phenoxy phthalocyanines alone, this is evident in the increase of the triplet quantum yields (ΦT), triplet life-times (τT) and singlet oxygen quantum yields (ΦΔ). The zinc phthalocyanines bearing ascorbic acid showed improved triplet life-times even in the presence of SWCNTs. , Original publication is available at http://dx.doi.org/10.1016/j.poly.2015.01.032
- Full Text: false
Photodynamic therapy effect of zinc monoamino phthalocyanine–folic acid conjugate adsorbed on single walled carbon nanotubes on melanoma cells
- Ogbodu, Racheal O, Ndhundhuma, Ivy, Karsten, Aletta, Nyokong, Tebello
- Authors: Ogbodu, Racheal O , Ndhundhuma, Ivy , Karsten, Aletta , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7273 , http://hdl.handle.net/10962/d1020288
- Description: This work reports on the photodynamic therapy effect of zinc monoamino phthalocyanine linked to folic acid represented as ZnMAPc-FA, which was further immobilized onto single walled carbon nanotube represented as ZnMAPc-FA-SWCNT on melanoma A375 cell line, the effect of SWCNT-FA (without ZnMAPc) was also examined. All the compounds were non-toxic to the melanoma A375 cell line in the absence of light. Upon irradiation of the melanoma A375 cell line with a 676 nm diode laser at a power density of 98 mW/cm2 at 5 J/cm2 about 60% and 63% cell death was observed in the presence of ZnMAPc-FA and ZnMAPc-FA-SWCNT respectively. SWCNT-FA had no significant photodynamic therapy or photothermal effect to the cell, only 23% of cell death was observed after irradiation. , Original publication is available at http://dx.doi.org/10.1016/j.saa.2014.09.033
- Full Text: false
- Authors: Ogbodu, Racheal O , Ndhundhuma, Ivy , Karsten, Aletta , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7273 , http://hdl.handle.net/10962/d1020288
- Description: This work reports on the photodynamic therapy effect of zinc monoamino phthalocyanine linked to folic acid represented as ZnMAPc-FA, which was further immobilized onto single walled carbon nanotube represented as ZnMAPc-FA-SWCNT on melanoma A375 cell line, the effect of SWCNT-FA (without ZnMAPc) was also examined. All the compounds were non-toxic to the melanoma A375 cell line in the absence of light. Upon irradiation of the melanoma A375 cell line with a 676 nm diode laser at a power density of 98 mW/cm2 at 5 J/cm2 about 60% and 63% cell death was observed in the presence of ZnMAPc-FA and ZnMAPc-FA-SWCNT respectively. SWCNT-FA had no significant photodynamic therapy or photothermal effect to the cell, only 23% of cell death was observed after irradiation. , Original publication is available at http://dx.doi.org/10.1016/j.saa.2014.09.033
- Full Text: false
The effect of ascorbic acid on the photophysical properties and photodynamic therapy activities of zinc phthalocyanine-single walled carbon nanotube conjugate on MCF-7 cancer cells
- Ogbodu, Racheal O, Nyokong, Tebello
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7286 , http://hdl.handle.net/10962/d1020334
- Description: Zinc mono carboxy phenoxy phthalocyanine (1) was chemical modified with ascorbic acid via an ester bond to give ZnMCPPc-AA (2). Complexes 2 and 1 were coordinated to single walled carbon nanotubes via π–π interaction to give ZnMCPPc-AA-SWCNT (3) and ZnMCPPc-SWCNT (4) respectively. Complexes 2, 3 and 4 showed better photophysical properties: with improved triplet lifetimes and quantum yields, and singlet oxygen quantum yields when compared to 1 alone. The photodynamic therapy activities of complexes 1, 2, 3 and 4 were tested in vitro on MCF-7 breast cancer cells. Ascorbic acid suppresses the photodynamic therapy effect of 1, due to its ability to reduce oxidative DNA damage as a result of its potent reducing properties. The highest phototoxicity was observed for 4 which resulted in 77% decrease in cell viability, followed by 3 which resulted in 67% decrease in cell viability. This shows the importance of combination therapy, where the phthalocyanines are the photodynamic therapy agents and single walled carbon nanotubes are the photothermal therapy agents. , Original publication is available at http://dx.doi.org/10.1016/j.saa.2015.06.063
- Full Text: false
- Authors: Ogbodu, Racheal O , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7286 , http://hdl.handle.net/10962/d1020334
- Description: Zinc mono carboxy phenoxy phthalocyanine (1) was chemical modified with ascorbic acid via an ester bond to give ZnMCPPc-AA (2). Complexes 2 and 1 were coordinated to single walled carbon nanotubes via π–π interaction to give ZnMCPPc-AA-SWCNT (3) and ZnMCPPc-SWCNT (4) respectively. Complexes 2, 3 and 4 showed better photophysical properties: with improved triplet lifetimes and quantum yields, and singlet oxygen quantum yields when compared to 1 alone. The photodynamic therapy activities of complexes 1, 2, 3 and 4 were tested in vitro on MCF-7 breast cancer cells. Ascorbic acid suppresses the photodynamic therapy effect of 1, due to its ability to reduce oxidative DNA damage as a result of its potent reducing properties. The highest phototoxicity was observed for 4 which resulted in 77% decrease in cell viability, followed by 3 which resulted in 67% decrease in cell viability. This shows the importance of combination therapy, where the phthalocyanines are the photodynamic therapy agents and single walled carbon nanotubes are the photothermal therapy agents. , Original publication is available at http://dx.doi.org/10.1016/j.saa.2015.06.063
- Full Text: false
The effects of gold coated and uncoated zinc oxide nanohexagons on the photophysicochemical properties of the low symmetry zinc phthalocyanine
- D'Souza, Sarah, Ogbodu, Racheal O, Nyokong, Tebello
- Authors: D'Souza, Sarah , Ogbodu, Racheal O , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7280 , http://hdl.handle.net/10962/d1020317
- Description: A new low symmetry, Zn phthalocyanine monosubstituted with diethylaminoethanethiol (mDEAET ZnPc) was synthesized and characterized. This work reports on its photophysical and photochemical properties of mDEAET ZnPc alone and when conjugated to gold coated and uncoated zinc oxide nanohexagons (ZnO NHXs). The photophysicochemical properties generally improved in the presence of the ZnO NHXs. These complexes were also tested for their photodynamic antimicrobial activity against Staphylococcus aureus (S. aureus). The Pc alone showed remarkable growth inhibition even at concentrations as low as 0.05 mg/mL. The conjugates showed a high photoinactivation of S. aureus after 30 min at a fluence of 90 mW cm−2 at a concentration of 0.05 mg/mL. The ZnPc-ZnO NHX conjugates produced the best antimicrobial results. , Original publication is available at http://dx.doi.org/10.1016/j.molstruc.2015.06.088
- Full Text: false
- Authors: D'Souza, Sarah , Ogbodu, Racheal O , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7280 , http://hdl.handle.net/10962/d1020317
- Description: A new low symmetry, Zn phthalocyanine monosubstituted with diethylaminoethanethiol (mDEAET ZnPc) was synthesized and characterized. This work reports on its photophysical and photochemical properties of mDEAET ZnPc alone and when conjugated to gold coated and uncoated zinc oxide nanohexagons (ZnO NHXs). The photophysicochemical properties generally improved in the presence of the ZnO NHXs. These complexes were also tested for their photodynamic antimicrobial activity against Staphylococcus aureus (S. aureus). The Pc alone showed remarkable growth inhibition even at concentrations as low as 0.05 mg/mL. The conjugates showed a high photoinactivation of S. aureus after 30 min at a fluence of 90 mW cm−2 at a concentration of 0.05 mg/mL. The ZnPc-ZnO NHX conjugates produced the best antimicrobial results. , Original publication is available at http://dx.doi.org/10.1016/j.molstruc.2015.06.088
- Full Text: false
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