Photodynamic activity of 2, 6-dibrominated dimethylaminophenylbuta-1, 3-dienylBODIPY dyes
- Khubeka, Gugu, Babu, Balaji, Prinsloo, Earl, Kobayashi, Nagao, Mack, John, Nyokong, Tebello
- Authors: Khubeka, Gugu , Babu, Balaji , Prinsloo, Earl , Kobayashi, Nagao , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190804 , vital:45030 , xlink:href="https://doi.org/10.1142/S1088424620500509"
- Description: Mono- and disubstituted 2,6-dibromo-dimethylaminophenylbuta-1,3-dienylBODIPY dyes were successfully prepared, and their in vitro photodynamic activities against MCF-7 breast cancer cells were evaluated with a Thorlabs M660L4 660 nm LED (336 J · cm−2)−2). The IC5050 value of the monophenylbuta-1,3-dienylBODIPY was ca. 2.1 μμM, while that of the diphenylbuta-1,3-dienylBODIPY was > 50 μμM. Both dyes exhibited minimal dark toxicity. The results demonstrate that monosubstituted 2,6-dibromo-dimethylaminophenylbuta-1,3-dienylBODIPY dyes merit further in-depth study for use as photosensitizer dyes in photodynamic therapy.
- Full Text:
- Authors: Khubeka, Gugu , Babu, Balaji , Prinsloo, Earl , Kobayashi, Nagao , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190804 , vital:45030 , xlink:href="https://doi.org/10.1142/S1088424620500509"
- Description: Mono- and disubstituted 2,6-dibromo-dimethylaminophenylbuta-1,3-dienylBODIPY dyes were successfully prepared, and their in vitro photodynamic activities against MCF-7 breast cancer cells were evaluated with a Thorlabs M660L4 660 nm LED (336 J · cm−2)−2). The IC5050 value of the monophenylbuta-1,3-dienylBODIPY was ca. 2.1 μμM, while that of the diphenylbuta-1,3-dienylBODIPY was > 50 μμM. Both dyes exhibited minimal dark toxicity. The results demonstrate that monosubstituted 2,6-dibromo-dimethylaminophenylbuta-1,3-dienylBODIPY dyes merit further in-depth study for use as photosensitizer dyes in photodynamic therapy.
- Full Text:
Photodynamic activity of Sn (IV) tetrathien-2-ylchlorin against MCF-7 breast cancer cells
- Babu, Balaji, Mack, John, Nyokong, Tebello
- Authors: Babu, Balaji , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185920 , vital:44448 , xlink:href="https://doi.org/10.1039/d0dt03958f"
- Description: A new readily-synthesized Sn(IV) tetraarylchlorin with thien-2-yl substituents (SnC) has been prepared and fully characterized by various spectroscopic techniques and its photophysical and photochemical properties, such as the singlet oxygen quantum yield (ΦΔ), fluorescence quantum yield (ΦF), triplet lifetime (τT) and photostability, have been evaluated. SnC has an unusually high ΦΔ value of 0.89 in DMF. Studies on the photodynamic activity against MCF-7 breast cancer cells exhibited a very low IC50 value of 0.9 μM and high phototoxicity (dark versus light) indices of >27.8 after irradiation with a 660 nm Thorlabs LED (280 mW cm−2). The results demonstrate that Sn(IV) tetraarylchlorins of this type are suitable candidates for further in-depth PDT studies.
- Full Text:
- Authors: Babu, Balaji , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185920 , vital:44448 , xlink:href="https://doi.org/10.1039/d0dt03958f"
- Description: A new readily-synthesized Sn(IV) tetraarylchlorin with thien-2-yl substituents (SnC) has been prepared and fully characterized by various spectroscopic techniques and its photophysical and photochemical properties, such as the singlet oxygen quantum yield (ΦΔ), fluorescence quantum yield (ΦF), triplet lifetime (τT) and photostability, have been evaluated. SnC has an unusually high ΦΔ value of 0.89 in DMF. Studies on the photodynamic activity against MCF-7 breast cancer cells exhibited a very low IC50 value of 0.9 μM and high phototoxicity (dark versus light) indices of >27.8 after irradiation with a 660 nm Thorlabs LED (280 mW cm−2). The results demonstrate that Sn(IV) tetraarylchlorins of this type are suitable candidates for further in-depth PDT studies.
- Full Text:
Photodynamic antimicrobial action of asymmetrical porphyrins functionalized silver-detonation nanodiamonds nanoplatforms for the suppression of Staphylococcus aureus planktonic cells and biofilms
- Openda, Yolande I, Ngoy, Bokolombe P, Nyokong, Tebello
- Authors: Openda, Yolande I , Ngoy, Bokolombe P , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190544 , vital:45004 , xlink:href="https://doi.org/10.3389/fchem.2021.628316"
- Description: New asymmetrical porphyrin derivatives containing a p-hydroxyphenyl moiety and p-acetylphenyl moieties along with their functionalized silver-detonation nanodiamonds nanohybrids were characterized and their photophysicochemical properties were established. The study provides evidence that the metalated porphyrin derivatives were red-shifted in absorption wavelength and possessed high singlet oxygen quantum yield comparative to the unmetalated core, thus making them suitable agents for photodynamic antimicrobial chemotherapy. As a result of conjugation to detonation nanodiamonds and silver nanoparticles, these compounds proved to be more effective as they exhibited stronger antibacterial and anti-biofilm activities on the multi-drug resistant S. aureus strain due to synergetic effect, compared to Ps alone. This suggests that the newly prepared nanohybrids could be used as a potential antimicrobial agent in the treatment of biofilms caused by S. aureus strain.
- Full Text:
- Authors: Openda, Yolande I , Ngoy, Bokolombe P , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190544 , vital:45004 , xlink:href="https://doi.org/10.3389/fchem.2021.628316"
- Description: New asymmetrical porphyrin derivatives containing a p-hydroxyphenyl moiety and p-acetylphenyl moieties along with their functionalized silver-detonation nanodiamonds nanohybrids were characterized and their photophysicochemical properties were established. The study provides evidence that the metalated porphyrin derivatives were red-shifted in absorption wavelength and possessed high singlet oxygen quantum yield comparative to the unmetalated core, thus making them suitable agents for photodynamic antimicrobial chemotherapy. As a result of conjugation to detonation nanodiamonds and silver nanoparticles, these compounds proved to be more effective as they exhibited stronger antibacterial and anti-biofilm activities on the multi-drug resistant S. aureus strain due to synergetic effect, compared to Ps alone. This suggests that the newly prepared nanohybrids could be used as a potential antimicrobial agent in the treatment of biofilms caused by S. aureus strain.
- Full Text:
Photodynamic inactivation of Staphylococcus Aureus with Schiff base substituted Zinc phthalocyanines through conjugation to silver nanoparticles
- Sen, Pinar, Nyokong, Tebello
- Authors: Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185688 , vital:44415 , xlink:href="https://doi.org/10.1016/j.molstruc.2021.130012"
- Description: We present the preparation of Schiff base substituted neutral phthalocyanines derived from aldehyde-substituted phthalocyanine which are conjugated to silver nanoparticles through covalent-like strong interactions. The photophysicochemical properties of the nanoconjugates and the Pcs alone were studied comparatively. The photodynamic antimicrobial chemotherapy (PACT) activities. of prepared photosensitizers was investigated against Gram-positive bacterium (Staphylococcus aureus). Unlike Pcs alone, conjugated phthalocyanines to silver nanoparticles showed excellent photodynamic antimicrobial activity with the 100% reduction percentage upon illumination.
- Full Text:
- Authors: Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185688 , vital:44415 , xlink:href="https://doi.org/10.1016/j.molstruc.2021.130012"
- Description: We present the preparation of Schiff base substituted neutral phthalocyanines derived from aldehyde-substituted phthalocyanine which are conjugated to silver nanoparticles through covalent-like strong interactions. The photophysicochemical properties of the nanoconjugates and the Pcs alone were studied comparatively. The photodynamic antimicrobial chemotherapy (PACT) activities. of prepared photosensitizers was investigated against Gram-positive bacterium (Staphylococcus aureus). Unlike Pcs alone, conjugated phthalocyanines to silver nanoparticles showed excellent photodynamic antimicrobial activity with the 100% reduction percentage upon illumination.
- Full Text:
Photodynamic therapy activities of phthalocyanine-based macromolecular photosensitizers on MCF-7 breast cancer cells
- Ahmetali, Erem, Sen, Pinar, Süer, N Ceren, Nyokong, Tebello, Erin, Tarik, Sener, M Kasim
- Authors: Ahmetali, Erem , Sen, Pinar , Süer, N Ceren , Nyokong, Tebello , Erin, Tarik , Sener, M Kasim
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185655 , vital:44407 , xlink:href="https://doi.org/10.1080/10601325.2021.1934012"
- Description: Poly(oxanorbornene)s with zinc(II) phthalocyanine side chains have been synthesized by ring-opening metathesis polymerization. The incorporation of zinc(II) phthalocyanine into cationic polymer has given poly(oxanorbornene)s noteworthy photophysicochemical properties and the capacity to generate singlet oxygen under light irradiation. To investigate photosensitizer’s properties of the newly synthesized polymers P6 and P7: fluorescence (ΦF), singlet oxygen (ΦΔ) and triplet (ΦT) quantum yields of polymers have been measured in dimethyl sulfoxide and aqueous medium. Singlet oxygen quantum yields of P6 and P7 have been found to be 0.22 and 0.20 in dimethyl sulfoxide, respectively. Then, photodynamic therapy activities of polymers (P1-P7) against human breast adenocarcinoma cell line (MCF-7 cells) have been investigated. The copolymer P5 bearing pendant zinc(II) phthalocyanine and triethyl phosphonium functionalities has showed enhanced PDT activity with less than 10% viable cells at 60 μg/mL.
- Full Text:
- Authors: Ahmetali, Erem , Sen, Pinar , Süer, N Ceren , Nyokong, Tebello , Erin, Tarik , Sener, M Kasim
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185655 , vital:44407 , xlink:href="https://doi.org/10.1080/10601325.2021.1934012"
- Description: Poly(oxanorbornene)s with zinc(II) phthalocyanine side chains have been synthesized by ring-opening metathesis polymerization. The incorporation of zinc(II) phthalocyanine into cationic polymer has given poly(oxanorbornene)s noteworthy photophysicochemical properties and the capacity to generate singlet oxygen under light irradiation. To investigate photosensitizer’s properties of the newly synthesized polymers P6 and P7: fluorescence (ΦF), singlet oxygen (ΦΔ) and triplet (ΦT) quantum yields of polymers have been measured in dimethyl sulfoxide and aqueous medium. Singlet oxygen quantum yields of P6 and P7 have been found to be 0.22 and 0.20 in dimethyl sulfoxide, respectively. Then, photodynamic therapy activities of polymers (P1-P7) against human breast adenocarcinoma cell line (MCF-7 cells) have been investigated. The copolymer P5 bearing pendant zinc(II) phthalocyanine and triethyl phosphonium functionalities has showed enhanced PDT activity with less than 10% viable cells at 60 μg/mL.
- Full Text:
Photophysicochemical behaviour of phenoxy propanoic acid functionalised zinc phthalocyanines when grafted onto iron oxide and silica nanoparticles: Effects in photodynamic antimicrobial chemotherapy
- Dube, Edith, Soy, Rodath, Shumba, Mumyaradzi, Nyokong, Tebello
- Authors: Dube, Edith , Soy, Rodath , Shumba, Mumyaradzi , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185465 , vital:44389 , xlink:href="https://doi.org/10.1016/j.jlumin.2021.117939"
- Description: This work reports on the covalent linkage of (3-aminopropyl)triethoxysilane (APTES) functionalised iron oxide (IONPs–APTES) and silica (SiNPs–APTES) nanoparticles with zinc(II) tetra–([3–(4–phenoxy) propanoic acid) phthalocyanine] (1) and zinc(II) mono–([3–(4–phenoxy) propanoic acid) phthalocyanine (2) via an amide bond to form the conjugates, 1–IONPs-APTES, 1–SiNPs–APTES, 2-IONPs-APTES and 2-SiNPs-APTES). The photophysicochemical behaviour of the conjugates was investigated. These were characterized by a decrease in the fluorescence quantum yields and lifetimes, and an increase in the triplet quantum yield and singlet oxygen quantum yield when compared to complex 1 and 2 alone. The conjugates to IONPs-APTES displayed higher ΦT than those of SiNPs-APTES probably due to the heavy atom effect of iron compared to silica and the high loading capacity of the relatively smaller iron oxide NPs, however, there was no significant difference in the ΦΔ values of 2-IONPs-APTES (ΦΔ=0.59) and 2-SiNPs-APTES (ΦΔ=0.58), suggesting that the energy transfer process between the excited triplet state of 2-IONPs-APTES and ground state molecular oxygen was not effective. Photodynamic antimicrobial chemotherapy (PACT) studies showed that linkage of Pcs to NPs improves their photoinactivation capability against Staphylococcus aureus and Escherichia coli. IONPs-APTES and its conjugates generally displayed the highest log reductions than SiNPs-APTES and its conjugates except for studies after 75 min of irradiation for S. Aureus where the log reductions are the same. 2-IONP-APTES was recovered using a magnet after each photodegradation cycle and its stability after 3 cycles confirmed re-usability.
- Full Text:
- Authors: Dube, Edith , Soy, Rodath , Shumba, Mumyaradzi , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185465 , vital:44389 , xlink:href="https://doi.org/10.1016/j.jlumin.2021.117939"
- Description: This work reports on the covalent linkage of (3-aminopropyl)triethoxysilane (APTES) functionalised iron oxide (IONPs–APTES) and silica (SiNPs–APTES) nanoparticles with zinc(II) tetra–([3–(4–phenoxy) propanoic acid) phthalocyanine] (1) and zinc(II) mono–([3–(4–phenoxy) propanoic acid) phthalocyanine (2) via an amide bond to form the conjugates, 1–IONPs-APTES, 1–SiNPs–APTES, 2-IONPs-APTES and 2-SiNPs-APTES). The photophysicochemical behaviour of the conjugates was investigated. These were characterized by a decrease in the fluorescence quantum yields and lifetimes, and an increase in the triplet quantum yield and singlet oxygen quantum yield when compared to complex 1 and 2 alone. The conjugates to IONPs-APTES displayed higher ΦT than those of SiNPs-APTES probably due to the heavy atom effect of iron compared to silica and the high loading capacity of the relatively smaller iron oxide NPs, however, there was no significant difference in the ΦΔ values of 2-IONPs-APTES (ΦΔ=0.59) and 2-SiNPs-APTES (ΦΔ=0.58), suggesting that the energy transfer process between the excited triplet state of 2-IONPs-APTES and ground state molecular oxygen was not effective. Photodynamic antimicrobial chemotherapy (PACT) studies showed that linkage of Pcs to NPs improves their photoinactivation capability against Staphylococcus aureus and Escherichia coli. IONPs-APTES and its conjugates generally displayed the highest log reductions than SiNPs-APTES and its conjugates except for studies after 75 min of irradiation for S. Aureus where the log reductions are the same. 2-IONP-APTES was recovered using a magnet after each photodegradation cycle and its stability after 3 cycles confirmed re-usability.
- Full Text:
Positively charged styryl pyridine substituted Zn (II) Phthalocyanines for Photodynamic Therapy and Photoantimicrobial Chemotherapy
- Magadla, Aviwe, Babu, Balaji, Mack, John, Nyokong, Tebello
- Authors: Magadla, Aviwe , Babu, Balaji , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190600 , vital:45009 , xlink:href="https://doi.org/10.1039/D1DT01047F"
- Description: Cationic Zn phthalocyanine complexes were synthesized using Knoevenagel reaction starting from a Zn(II) tetrakis(2-formylphenoxy)phthalocyanine (1) to form Zn(II) tetrakis(1-butyl-4-(4-(tetraphenoxy)styryl)pyridin-1-ium) phthalocyanine (2) and Zn(II) tetrakis(4-(4-(tetraphenoxy)styryl)-1-(4-(triphenylphosphonio)butyl)pyridin-1-ium)phthalocyanine (3). The photophysicochemical behaviours of the Pc complexes were assessed. The cationic complexes display high water-solubility and gave moderate singlet oxygen quantum yield in water. The cationic Pcs demonstrate good cellular uptake and photodynamic activity against MCF-7 cells with IC50 values of 8.2 and 4.9 μM for 2 and 3, respectively. The cationic Pcs also demonstrate high photoantimicrobial activity against Escherichia coli with log reductions of 5.3 and 6.0 for 2 and 3, respectively.
- Full Text:
- Authors: Magadla, Aviwe , Babu, Balaji , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190600 , vital:45009 , xlink:href="https://doi.org/10.1039/D1DT01047F"
- Description: Cationic Zn phthalocyanine complexes were synthesized using Knoevenagel reaction starting from a Zn(II) tetrakis(2-formylphenoxy)phthalocyanine (1) to form Zn(II) tetrakis(1-butyl-4-(4-(tetraphenoxy)styryl)pyridin-1-ium) phthalocyanine (2) and Zn(II) tetrakis(4-(4-(tetraphenoxy)styryl)-1-(4-(triphenylphosphonio)butyl)pyridin-1-ium)phthalocyanine (3). The photophysicochemical behaviours of the Pc complexes were assessed. The cationic complexes display high water-solubility and gave moderate singlet oxygen quantum yield in water. The cationic Pcs demonstrate good cellular uptake and photodynamic activity against MCF-7 cells with IC50 values of 8.2 and 4.9 μM for 2 and 3, respectively. The cationic Pcs also demonstrate high photoantimicrobial activity against Escherichia coli with log reductions of 5.3 and 6.0 for 2 and 3, respectively.
- Full Text:
Promising photodynamic antimicrobial activity of polyimine substituted zinc phthalocyanine and its polycationic derivative when conjugated to nitrogen, sulfur, co-doped graphene quantum dots against Staphylococcus aureus
- Sen, Pinar, Nyokong, Tebello
- Authors: Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185304 , vital:44363 , xlink:href="https://doi.org/10.1016/j.pdpdt.2021.102300"
- Description: Antimicrobial resistance is a most important problem facing the treatment of infectious diseases. Antimicrobial photodynamic therapy is an alternative treatment strategy, considered to be cost-effective and feasible. For this purpose, octa-imine substituted ZnPc (3) have been prepared and conjugated to nitrogen, sulfur co-doped graphene quantum dots (N,S-GQDs) through π-π stacking. The photophysical and photochemical properties of Pc alone and and Pc-conjugated to the GQD nanomaterial such as absorption, fluorescence, fluorescence life time, singlet oxygen quantum yields, triplet state quantum yields and exited state lifetimes were investigated in solutions before in vitro cell studies. The PACT activity of prepared structures was investigated against Gram-positive (Staphylococcus aureus). Our results suggest that the in the case of conjugation of zinc Pc to N,S-GQDs, photodynamic inactivation increased with the 100 % reduction percentage.
- Full Text:
- Authors: Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185304 , vital:44363 , xlink:href="https://doi.org/10.1016/j.pdpdt.2021.102300"
- Description: Antimicrobial resistance is a most important problem facing the treatment of infectious diseases. Antimicrobial photodynamic therapy is an alternative treatment strategy, considered to be cost-effective and feasible. For this purpose, octa-imine substituted ZnPc (3) have been prepared and conjugated to nitrogen, sulfur co-doped graphene quantum dots (N,S-GQDs) through π-π stacking. The photophysical and photochemical properties of Pc alone and and Pc-conjugated to the GQD nanomaterial such as absorption, fluorescence, fluorescence life time, singlet oxygen quantum yields, triplet state quantum yields and exited state lifetimes were investigated in solutions before in vitro cell studies. The PACT activity of prepared structures was investigated against Gram-positive (Staphylococcus aureus). Our results suggest that the in the case of conjugation of zinc Pc to N,S-GQDs, photodynamic inactivation increased with the 100 % reduction percentage.
- Full Text:
Push-pull type Co (III) corroles
- Niu, Yingjie, Zhu, Weihua, Mack, John, Dubazana, Nadine, Nyokong, Tebello, Fu, Bo, Xu, Haijun, Liang, Xu
- Authors: Niu, Yingjie , Zhu, Weihua , Mack, John , Dubazana, Nadine , Nyokong, Tebello , Fu, Bo , Xu, Haijun , Liang, Xu
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190826 , vital:45032 , xlink:href="https://doi.org/10.1142/S1088424621500279"
- Description: The rational design and preparation of three A2B type Co(III)triarylcorroles with push- and pull-substituents are reported. The structure-property relationships were identified by comparing their optically spectroscopic and electrochemical properties to trends predicted in DFT and TD-DFT calculations. The results demonstrate that the Co(III)triarylcorroles are highly efficient catalysts for electrocatalyzed hydrogen evolutions (HERs) and oxygen reductions (ORRs), and that their reactivity can be modulated by changing the meso-B-substituent of the Co(III)Corroles.
- Full Text:
- Authors: Niu, Yingjie , Zhu, Weihua , Mack, John , Dubazana, Nadine , Nyokong, Tebello , Fu, Bo , Xu, Haijun , Liang, Xu
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190826 , vital:45032 , xlink:href="https://doi.org/10.1142/S1088424621500279"
- Description: The rational design and preparation of three A2B type Co(III)triarylcorroles with push- and pull-substituents are reported. The structure-property relationships were identified by comparing their optically spectroscopic and electrochemical properties to trends predicted in DFT and TD-DFT calculations. The results demonstrate that the Co(III)triarylcorroles are highly efficient catalysts for electrocatalyzed hydrogen evolutions (HERs) and oxygen reductions (ORRs), and that their reactivity can be modulated by changing the meso-B-substituent of the Co(III)Corroles.
- Full Text:
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:
- 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:
Synthesis of a near infrared-actuated phthalocyanine-lipid vesicle system for augmented photodynamic therapy
- Nwahara, Namdi, Managa, Muthumuni, Stoffels, Mihlali, Britton, Jonathan, Prinsloo, Earl, Nyokong, Tebello
- Authors: Nwahara, Namdi , Managa, Muthumuni , Stoffels, Mihlali , Britton, Jonathan , Prinsloo, Earl , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185395 , vital:44383 , xlink:href="https://doi.org/10.1016/j.synthmet.2021.116811"
- Description: The efficacy of photodynamic therapy (PDT) is often limited by the poor bio-distributive properties of conventional photosensitizers and the local hypoxic microenvironment that characterises most solid tumours. Herein, a novel in situ oxygenic lipid formulation for photodynamic therapy (PDT) is reported. Such a hybrid was synthesized by adsorbing bimetallic nanozyme, MnO2@PtNPs (NPs = nanoparticles) onto graphene quantum dots (GQDs) – zinc (II) phthalocyanine conjugates, followed by liposomal encapsulation, affording it enhanced water solubility. The MnO2@PtNPs, which are is shown to possess excellent catalase-like properties surpassing that of MnO2 or PtNPs alone, serves to catalyze H2O2 to O2, while the zinc (II) phthalocyanine (1) serves to transform the formed oxygen to generate cytotoxic singlet oxygen immediately. We show that by combining each function of the respective building blocks, the as-synthesized 1-GQDs-MnO2@PtNPs-liposomes not only maintains the properties of oxygen supplementation through H2O2 catalysis but also displays cooperative properties for enhanced singlet oxygen production. Consequently, a remarkably improved PDT efficacy was observed for 1-GQDs-MnO2@PtNPs-liposomes in both normoxia and hypoxia. These results demonstrate the potential applicability of such nanozyme constituted 1-GQDs-MnO2@PtNPs-liposomes for achieving tumour treatment in hypoxic conditions by PDT.
- Full Text:
- Authors: Nwahara, Namdi , Managa, Muthumuni , Stoffels, Mihlali , Britton, Jonathan , Prinsloo, Earl , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185395 , vital:44383 , xlink:href="https://doi.org/10.1016/j.synthmet.2021.116811"
- Description: The efficacy of photodynamic therapy (PDT) is often limited by the poor bio-distributive properties of conventional photosensitizers and the local hypoxic microenvironment that characterises most solid tumours. Herein, a novel in situ oxygenic lipid formulation for photodynamic therapy (PDT) is reported. Such a hybrid was synthesized by adsorbing bimetallic nanozyme, MnO2@PtNPs (NPs = nanoparticles) onto graphene quantum dots (GQDs) – zinc (II) phthalocyanine conjugates, followed by liposomal encapsulation, affording it enhanced water solubility. The MnO2@PtNPs, which are is shown to possess excellent catalase-like properties surpassing that of MnO2 or PtNPs alone, serves to catalyze H2O2 to O2, while the zinc (II) phthalocyanine (1) serves to transform the formed oxygen to generate cytotoxic singlet oxygen immediately. We show that by combining each function of the respective building blocks, the as-synthesized 1-GQDs-MnO2@PtNPs-liposomes not only maintains the properties of oxygen supplementation through H2O2 catalysis but also displays cooperative properties for enhanced singlet oxygen production. Consequently, a remarkably improved PDT efficacy was observed for 1-GQDs-MnO2@PtNPs-liposomes in both normoxia and hypoxia. These results demonstrate the potential applicability of such nanozyme constituted 1-GQDs-MnO2@PtNPs-liposomes for achieving tumour treatment in hypoxic conditions by PDT.
- Full Text:
Synthesis, theoretical calculations and laser flash photolysis studies of selected amphiphilic porphyrin derivatives used as biofilm photodegradative materials
- Openda, Yolande I, Ngoy, Bokolombe P, Muva, Jules T, Nyokong, Tebello
- Authors: Openda, Yolande I , Ngoy, Bokolombe P , Muva, Jules T , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190589 , vital:45008 , xlink:href="https://doi.org/10.1039/D1NJ02651H"
- Description: Photodynamic antimicrobial activities of gallium and indium porphyrins as well as their quaternized derivatives have been investigated against S. aureus and E. coli biofilms, as well as on their planktonic (free floating) cells using a light emitting diode lamp at 415 nm. The studied photosensitizers show considerable ability to generate singlet oxygen and the quaternized molecules 2a and 3a are potential photodynamic antimicrobial chemotherapy (PACT) agents with log10 colony forming units >9 for E. coli and S. aureus planktonic cells. The quaternized derivatives are found to have higher ability to significantly suppress the biofilms of both S. aureus and E. coli in vitro. Therefore, this demonstrates that they are potentially suitable photosensitive agents for PACT use. The TD-B3LYP/LanL2DZ calculations were performed to evaluate the singlet excitation energies of quaternized and non-quaternized porphyrins in vacuo. Our study shows excellent agreement between time-dependent density-functional theory (TD-DFT) excited energies and experimental S1 > S0 excitation energies. The small deviation observed between the calculated and experimental spectra arises from the solvent effect. The excitation energies observed in these UV-visible spectra mostly originated from electron promotion between the highest occupied molecular orbital (HOMO) for the less intense band and the HOMO−1 for the most intense band of the ground states to the lower unoccupied molecular orbital (LUMO) of the excited states.
- Full Text:
- Authors: Openda, Yolande I , Ngoy, Bokolombe P , Muva, Jules T , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190589 , vital:45008 , xlink:href="https://doi.org/10.1039/D1NJ02651H"
- Description: Photodynamic antimicrobial activities of gallium and indium porphyrins as well as their quaternized derivatives have been investigated against S. aureus and E. coli biofilms, as well as on their planktonic (free floating) cells using a light emitting diode lamp at 415 nm. The studied photosensitizers show considerable ability to generate singlet oxygen and the quaternized molecules 2a and 3a are potential photodynamic antimicrobial chemotherapy (PACT) agents with log10 colony forming units >9 for E. coli and S. aureus planktonic cells. The quaternized derivatives are found to have higher ability to significantly suppress the biofilms of both S. aureus and E. coli in vitro. Therefore, this demonstrates that they are potentially suitable photosensitive agents for PACT use. The TD-B3LYP/LanL2DZ calculations were performed to evaluate the singlet excitation energies of quaternized and non-quaternized porphyrins in vacuo. Our study shows excellent agreement between time-dependent density-functional theory (TD-DFT) excited energies and experimental S1 > S0 excitation energies. The small deviation observed between the calculated and experimental spectra arises from the solvent effect. The excitation energies observed in these UV-visible spectra mostly originated from electron promotion between the highest occupied molecular orbital (HOMO) for the less intense band and the HOMO−1 for the most intense band of the ground states to the lower unoccupied molecular orbital (LUMO) of the excited states.
- Full Text:
The antibacterial and antifungal properties of neutral, octacationic and hexadecacationic Zn phthalocyanines when conjugated to silver nanoparticles
- Mapukata, Sibusisiwe, Sen, Pinar, Osifeko, Olawale L, Nyokong, Tebello
- Authors: Mapukata, Sibusisiwe , Sen, Pinar , Osifeko, Olawale L , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185667 , vital:44408 , xlink:href="https://doi.org/10.1016/j.pdpdt.2021.102361"
- Description: The syntheses and characterization of novel octacationic and hexadecacationic Pcs is reported. With the aim of enhancing singlet oxygen generation efficiencies and hence antimicrobial activities, these Pcs (including their neutral counterpart) are conjugated to Ag nanoparticles (AgNPs). The obtained results show that the conjugate composed of the neutral Pc has a higher loading of Pcs as well as a greater singlet oxygen quantum yield enhancement (in the presence of AgNPs) in DMSO. The antimicrobial efficiencies of the Pcs and their conjugates were evaluated and compared on S. aureus, E. coli and C. albicans. The cationic Pcs possess better activity than the neutral Pc against all the microorganisms with the hexadecacationic Pc being the best. This work therefore demonstrates that increase in the number of cationic charges on the reported Pcs results in enhanced antimicrobial activities, which is maintained even when conjugated to Ag nanoparticles. The high activity and lack of selectivity of the cationic Pcs when conjugated to Ag NPs against different microorganisms make them good candidates for real life antimicrobial treatments.
- Full Text:
- Authors: Mapukata, Sibusisiwe , Sen, Pinar , Osifeko, Olawale L , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185667 , vital:44408 , xlink:href="https://doi.org/10.1016/j.pdpdt.2021.102361"
- Description: The syntheses and characterization of novel octacationic and hexadecacationic Pcs is reported. With the aim of enhancing singlet oxygen generation efficiencies and hence antimicrobial activities, these Pcs (including their neutral counterpart) are conjugated to Ag nanoparticles (AgNPs). The obtained results show that the conjugate composed of the neutral Pc has a higher loading of Pcs as well as a greater singlet oxygen quantum yield enhancement (in the presence of AgNPs) in DMSO. The antimicrobial efficiencies of the Pcs and their conjugates were evaluated and compared on S. aureus, E. coli and C. albicans. The cationic Pcs possess better activity than the neutral Pc against all the microorganisms with the hexadecacationic Pc being the best. This work therefore demonstrates that increase in the number of cationic charges on the reported Pcs results in enhanced antimicrobial activities, which is maintained even when conjugated to Ag nanoparticles. The high activity and lack of selectivity of the cationic Pcs when conjugated to Ag NPs against different microorganisms make them good candidates for real life antimicrobial treatments.
- Full Text:
The antibody assisted detection of HER2 on a cobalt porphyrin binuclear framework and gold functionalized graphene quantum dots modified electrode
- Centane, Sixole, Nyokong, Tebello
- Authors: Centane, Sixole , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185931 , vital:44449 , xlink:href="https://doi.org/10.1016/j.jelechem.2020.114908"
- Description: In this work a novel simple, inexpensive and highly sensitive approach for the antibody assisted detection of the human epidermal growth factor receptor 2 (HER2) is presented. Three sensors using carboxylic group containing gold functionalized graphene quantum dots (SNGQDs@AuNPs), CoP-BNF (cobalt porphyrin binuclear framework) and CoP-BNF/SNGQDs@AuNPs (the conjugate) nanocomposites on a GCE were designed. The sensors were fabricated by covalent immobilization of the antibody to the GCE via an amide bond. The modified GCE was characterized using cyclic voltammetry and impedance spectroscopy. The performance of the sensors was assessed using electrochemical impedance spectroscopy. The selective recognition of the antibody towards HER2 on the electrode led to an increase of the electron transfer resistance (Rct). The different modified electrodes had low detection limit values: 0.0327 ng/mL, 0.0454 ng/mL and 0.1072 ng/mL towards the detection of HER2. The sensors showed good stability and reproducibility. The sensors showed promising potential in clinical applicability, in the detection of HER2 protein in human serum.
- Full Text:
- Authors: Centane, Sixole , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185931 , vital:44449 , xlink:href="https://doi.org/10.1016/j.jelechem.2020.114908"
- Description: In this work a novel simple, inexpensive and highly sensitive approach for the antibody assisted detection of the human epidermal growth factor receptor 2 (HER2) is presented. Three sensors using carboxylic group containing gold functionalized graphene quantum dots (SNGQDs@AuNPs), CoP-BNF (cobalt porphyrin binuclear framework) and CoP-BNF/SNGQDs@AuNPs (the conjugate) nanocomposites on a GCE were designed. The sensors were fabricated by covalent immobilization of the antibody to the GCE via an amide bond. The modified GCE was characterized using cyclic voltammetry and impedance spectroscopy. The performance of the sensors was assessed using electrochemical impedance spectroscopy. The selective recognition of the antibody towards HER2 on the electrode led to an increase of the electron transfer resistance (Rct). The different modified electrodes had low detection limit values: 0.0327 ng/mL, 0.0454 ng/mL and 0.1072 ng/mL towards the detection of HER2. The sensors showed good stability and reproducibility. The sensors showed promising potential in clinical applicability, in the detection of HER2 protein in human serum.
- Full Text:
The effects of the composition and structure of quantum dots combined with cobalt phthalocyanine and an aptamer on the electrochemical detection of prostate specific antigen
- Nxele, Siphesihle R, Nyokong, Tebello
- Authors: Nxele, Siphesihle R , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185002 , vital:44315 , xlink:href="https://doi.org/10.1016/j.dyepig.2021.109407"
- Description: The ability to functionalize and modify graphene-based quantum dots has also allowed for the tuning of their activity in different applications. A comparative study is carried out in this work where a prostate specific aptamer (PSA) and cobalt phthalocyanine molecule are combined with graphene quantum dots (GQDs), nitrogen doped graphene quantum dots (NGQDs) and graphitic carbon nitride quantum dots (gCNQDs) in order to determine the effects of quantum dots type (and therefore composition) on the electrocatalytic ability of the sensor to detect the analyte of interest. For the detection of prostate-specific antigen, electrochemical impedance spectroscopy (EIS) is employed to determine detection limits as well as sensitivity and selectivity of the aptasensors. Results showed a good performance of all sensors fabricated with the NGQDs based aptasensor showing the best performance with a detection limit of 1.54 pM in EIS as well as negligible interference in mixed samples. This electrode was further verified in spiked human serum samples and good recovery and low detection limits were determined, putting this aptasensor in good stead as a reliable, efficient PSA aptasensor.
- Full Text:
- Authors: Nxele, Siphesihle R , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185002 , vital:44315 , xlink:href="https://doi.org/10.1016/j.dyepig.2021.109407"
- Description: The ability to functionalize and modify graphene-based quantum dots has also allowed for the tuning of their activity in different applications. A comparative study is carried out in this work where a prostate specific aptamer (PSA) and cobalt phthalocyanine molecule are combined with graphene quantum dots (GQDs), nitrogen doped graphene quantum dots (NGQDs) and graphitic carbon nitride quantum dots (gCNQDs) in order to determine the effects of quantum dots type (and therefore composition) on the electrocatalytic ability of the sensor to detect the analyte of interest. For the detection of prostate-specific antigen, electrochemical impedance spectroscopy (EIS) is employed to determine detection limits as well as sensitivity and selectivity of the aptasensors. Results showed a good performance of all sensors fabricated with the NGQDs based aptasensor showing the best performance with a detection limit of 1.54 pM in EIS as well as negligible interference in mixed samples. This electrode was further verified in spiked human serum samples and good recovery and low detection limits were determined, putting this aptasensor in good stead as a reliable, efficient PSA aptasensor.
- Full Text:
The electrochemical detection of prostate specific antigen on glassy carbon electrode modified with combinations of graphene quantum dots, cobalt phthalocyanine and an aptamer
- Nxele, Siphesihle R, Nyokong, Tebello
- Authors: Nxele, Siphesihle R , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185013 , vital:44316 , xlink:href="https://doi.org/10.1016/j.jinorgbio.2021.111462"
- Description: Herein, a novel aptasensor is developed for the electrochemical detection of prostate specific antigen (PSA) on electrode surfaces modified using various combinations of a Cobalt phthalocyanine (CoPc), an aptamer and graphene quantum dots (GQDs). Electrochemical impedance spectroscopy (EIS) as well as differential pulse voltammetry (DPV) are employed for the detection of PSA. In both analytical techniques, linear calibration curves were observed at a concentration range of 1.2–2.0 pM. The glassy carbon electrode where CoPc and GQDs are placed on the electrode when non-covalently linked followed by addition of the aptamer (GQDs-CoPc(ππ)-aptamer (sequential)) showed the best performance with a limit of detection (LoD) as low as 0.66 pM when using DPV. The detection limits were much lower than the dangerous levels reported for PSA in males tested for prostate cancer. This electrode showed selectivity for PSA in the presence of bovine serum albumin, glucose and L-cysteine. The aptasensor showed good stability, reproducibility and repeatability, deeming it a promising early detection device for prostate cancer.
- Full Text:
- Authors: Nxele, Siphesihle R , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185013 , vital:44316 , xlink:href="https://doi.org/10.1016/j.jinorgbio.2021.111462"
- Description: Herein, a novel aptasensor is developed for the electrochemical detection of prostate specific antigen (PSA) on electrode surfaces modified using various combinations of a Cobalt phthalocyanine (CoPc), an aptamer and graphene quantum dots (GQDs). Electrochemical impedance spectroscopy (EIS) as well as differential pulse voltammetry (DPV) are employed for the detection of PSA. In both analytical techniques, linear calibration curves were observed at a concentration range of 1.2–2.0 pM. The glassy carbon electrode where CoPc and GQDs are placed on the electrode when non-covalently linked followed by addition of the aptamer (GQDs-CoPc(ππ)-aptamer (sequential)) showed the best performance with a limit of detection (LoD) as low as 0.66 pM when using DPV. The detection limits were much lower than the dangerous levels reported for PSA in males tested for prostate cancer. This electrode showed selectivity for PSA in the presence of bovine serum albumin, glucose and L-cysteine. The aptasensor showed good stability, reproducibility and repeatability, deeming it a promising early detection device for prostate cancer.
- Full Text:
The improved antibacterial efficiency of a zinc phthalocyanine when embedded on silver nanoparticle modified silica nanofibers
- Mapukata, Sivuyisiwe, Britton, Jonathan, Osifeko, Olawale L, Nyokong, Tebello
- Authors: Mapukata, Sivuyisiwe , Britton, Jonathan , Osifeko, Olawale L , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185784 , vital:44423 , xlink:href="https://doi.org/10.1016/j.pdpdt.2020.102100"
- Description: This work reports on the fabrication and modification of electrospun polymer free silica nanofibers (SiO2 NFs) with the aim of creating heterogeneous antibacterial catalysts. The optical and photophysical properties of the obtained NFs i.e. bare SiO2, Ag-SiO2, Pc-SiO2 and Pc@Ag-SiO2 NFs (Pc = phthalocyanine) were compared and reported. The singlet oxygen quantum yields of the Pc-SiO2 and Pc@Ag-SiO2 NFs were also quantified and found to be 0.08 and 0.12, respectively, in water. All the modified SiO2 NFs were found to possess photoactivity against S. aureus with the most effective being the Pc@Ag-SiO2 NFs due to the synergy between the Pc and Ag nanoparticles. The bare SiO2 NFs do not exhibit any antibacterial activity while the Ag-SiO2 and Pc@Ag-SiO2 NFs were found to also exhibit dark toxicity. The generated photocatalysts are attractive because they are active against bacteria and they are easily retrievable post-application. The nanocatalysts reported herein are therefore feasible candidates for real-life antibacterial applications.
- Full Text:
- Authors: Mapukata, Sivuyisiwe , Britton, Jonathan , Osifeko, Olawale L , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185784 , vital:44423 , xlink:href="https://doi.org/10.1016/j.pdpdt.2020.102100"
- Description: This work reports on the fabrication and modification of electrospun polymer free silica nanofibers (SiO2 NFs) with the aim of creating heterogeneous antibacterial catalysts. The optical and photophysical properties of the obtained NFs i.e. bare SiO2, Ag-SiO2, Pc-SiO2 and Pc@Ag-SiO2 NFs (Pc = phthalocyanine) were compared and reported. The singlet oxygen quantum yields of the Pc-SiO2 and Pc@Ag-SiO2 NFs were also quantified and found to be 0.08 and 0.12, respectively, in water. All the modified SiO2 NFs were found to possess photoactivity against S. aureus with the most effective being the Pc@Ag-SiO2 NFs due to the synergy between the Pc and Ag nanoparticles. The bare SiO2 NFs do not exhibit any antibacterial activity while the Ag-SiO2 and Pc@Ag-SiO2 NFs were found to also exhibit dark toxicity. The generated photocatalysts are attractive because they are active against bacteria and they are easily retrievable post-application. The nanocatalysts reported herein are therefore feasible candidates for real-life antibacterial applications.
- Full Text:
The photodynamic activities of the gold nanoparticle conjugates of phosphorus (V) and gallium (III) A3 meso-triarylcorroles
- Soy, Rodah C, Babu, Balaji, Mack, John, Nyokong, Tebello
- Authors: Soy, Rodah C , Babu, Balaji , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/184978 , vital:44313 , xlink:href="https://doi.org/10.1016/j.dyepig.2021.109631"
- Description: The synthesis and characterization of series of P(V) and Ga(III) A3 triarylcorrole complexes with 4-methylthiophenyl (2a, 3a), thien-3-yl (2b, 3b) and thien-2-yl (2c, 3c) meso-groups are reported along with the physicochemical and photodynamic activity properties of the dyes and their gold nanoparticle (AuNP) conjugates. The Ga(III) corrole series have lower fluorescence quantum yields and higher singlet oxygen quantum yields than the analogous P(V) complexes. Upon conjugation to AuNPs, the fluorescence quantum yields of the P(V) and Ga(III) corroles decrease, while the singlet oxygen quantum yields increase due to an external heavy atom effect. The P(V) and Ga(III) corroles exhibit relatively low in vitro dark cytotoxicity, which was further enhanced upon conjugation to AuNPs. The P(V) complexes and their AuNP conjugates display more favorable PDT activity properties upon illumination with a Thorlabs 625 nm light-emitting diode (288 J cm−2) with phototoxicity indices > 18.5 and 20.8, respectively, for the meso-thienyl-substituted 2b-AuNP and 2c-AuNP conjugates. Optical spectroscopy analyses demonstrate that this can be attributed to there being significantly less aggregation due to the presence of two trans-hydroxy axial ligands.
- Full Text:
- Authors: Soy, Rodah C , Babu, Balaji , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/184978 , vital:44313 , xlink:href="https://doi.org/10.1016/j.dyepig.2021.109631"
- Description: The synthesis and characterization of series of P(V) and Ga(III) A3 triarylcorrole complexes with 4-methylthiophenyl (2a, 3a), thien-3-yl (2b, 3b) and thien-2-yl (2c, 3c) meso-groups are reported along with the physicochemical and photodynamic activity properties of the dyes and their gold nanoparticle (AuNP) conjugates. The Ga(III) corrole series have lower fluorescence quantum yields and higher singlet oxygen quantum yields than the analogous P(V) complexes. Upon conjugation to AuNPs, the fluorescence quantum yields of the P(V) and Ga(III) corroles decrease, while the singlet oxygen quantum yields increase due to an external heavy atom effect. The P(V) and Ga(III) corroles exhibit relatively low in vitro dark cytotoxicity, which was further enhanced upon conjugation to AuNPs. The P(V) complexes and their AuNP conjugates display more favorable PDT activity properties upon illumination with a Thorlabs 625 nm light-emitting diode (288 J cm−2) with phototoxicity indices > 18.5 and 20.8, respectively, for the meso-thienyl-substituted 2b-AuNP and 2c-AuNP conjugates. Optical spectroscopy analyses demonstrate that this can be attributed to there being significantly less aggregation due to the presence of two trans-hydroxy axial ligands.
- Full Text:
The photophysicochemical properties and photodynamic therapy activity of Schiff base substituted phthalocyanines doped into silica nanoparticles and conjugated to folic acid
- Magadla, Aviwe, Babu, Balaji, Sen, Pinar, Nyokong, Tebello
- Authors: Magadla, Aviwe , Babu, Balaji , Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185407 , vital:44384 , xlink:href="https://doi.org/10.1016/j.poly.2021.115227"
- Description: This work explores the synthesis, photophysicochemical properties and photodynamic activity (PDT) of tetrakis [N,N’–bis (4-(diethylamino)benzylidene) amino)propan-2-yl)oxy) phthalocyaninato] Zn (II) (3) and tetra-phenoxy N,N-dimethyl-4-((methylimino) Zn (II) (4) when the encapsulated into silica nanoparticles (SiNPs) followed by conjugation of folic acid (FA). The synthesised complexes and their doped analogues are examined for their PDT activity using MCF-7 cells. All the complexes showed dark toxicity that is >80%. The folic acid conjugates, MPc@SiNPs-FA showed greater photocytoxicity against MCF-7 cells upon irradiation with laser light.
- Full Text:
- Authors: Magadla, Aviwe , Babu, Balaji , Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/185407 , vital:44384 , xlink:href="https://doi.org/10.1016/j.poly.2021.115227"
- Description: This work explores the synthesis, photophysicochemical properties and photodynamic activity (PDT) of tetrakis [N,N’–bis (4-(diethylamino)benzylidene) amino)propan-2-yl)oxy) phthalocyaninato] Zn (II) (3) and tetra-phenoxy N,N-dimethyl-4-((methylimino) Zn (II) (4) when the encapsulated into silica nanoparticles (SiNPs) followed by conjugation of folic acid (FA). The synthesised complexes and their doped analogues are examined for their PDT activity using MCF-7 cells. All the complexes showed dark toxicity that is >80%. The folic acid conjugates, MPc@SiNPs-FA showed greater photocytoxicity against MCF-7 cells upon irradiation with laser light.
- Full Text:
Thien-2-yl substituted chlorins as photosensitizers for photodynamic therapy and photodynamic antimicrobial chemotherapy
- Babu, Balaji, Sindelo, Azole, Mack, John, Nyokong, Tebello
- Authors: Babu, Balaji , Sindelo, Azole , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190578 , vital:45007 , xlink:href="https://doi.org/10.1016/j.dyepig.2020.108886"
- Description: The synthesis and characterization of meso-tetra(thien-2-yl)chlorin (1) and meso-tetra(5-bromothien-2-yl)chlorin (2) is reported. These dyes have red-shifted absorption maxima compared to those of the analogous meso-tetraphenylchlorin (3). 1 and 2 have Q bands at 660 and 664 nm, respectively, singlet oxygen quantum yields of 0.60 and 0.64 and exhibit good photostability. The triplet states were found to have lifetimes of 8.6 μs in N2 purged DMF. Time-dependent cellular uptake of chlorins reached a maximum in MCF-7 cancer cells after 12 h. Upon irradiation with a Thorlabs M660L3 LED (280 mW cm−2), 2 exhibited better photocytotoxicity with an IC50 value of 2.7 μM against MCF-7 cells. The 2ʹ,7ʹ-dichlorodihydrofluorescein diacetate (DCFDA) assay provided evidence for intracellular generation of reactive oxygen species. Photodynamic inactivation of bacteria by the chlorins was also studied. 2 exhibits better activity with log reduction values of 7.42 and 8.34 towards Staphylococcus aureus and Escherichia coli, respectively, under illumination for 60 min at 660 nm with a Thorlabs M660L3 LED (280 mW cm−2). These results demonstrate that 2 is a promising candidate for future in vivo experiments and merits further in-depth investigation.
- Full Text:
- Authors: Babu, Balaji , Sindelo, Azole , Mack, John , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/190578 , vital:45007 , xlink:href="https://doi.org/10.1016/j.dyepig.2020.108886"
- Description: The synthesis and characterization of meso-tetra(thien-2-yl)chlorin (1) and meso-tetra(5-bromothien-2-yl)chlorin (2) is reported. These dyes have red-shifted absorption maxima compared to those of the analogous meso-tetraphenylchlorin (3). 1 and 2 have Q bands at 660 and 664 nm, respectively, singlet oxygen quantum yields of 0.60 and 0.64 and exhibit good photostability. The triplet states were found to have lifetimes of 8.6 μs in N2 purged DMF. Time-dependent cellular uptake of chlorins reached a maximum in MCF-7 cancer cells after 12 h. Upon irradiation with a Thorlabs M660L3 LED (280 mW cm−2), 2 exhibited better photocytotoxicity with an IC50 value of 2.7 μM against MCF-7 cells. The 2ʹ,7ʹ-dichlorodihydrofluorescein diacetate (DCFDA) assay provided evidence for intracellular generation of reactive oxygen species. Photodynamic inactivation of bacteria by the chlorins was also studied. 2 exhibits better activity with log reduction values of 7.42 and 8.34 towards Staphylococcus aureus and Escherichia coli, respectively, under illumination for 60 min at 660 nm with a Thorlabs M660L3 LED (280 mW cm−2). These results demonstrate that 2 is a promising candidate for future in vivo experiments and merits further in-depth investigation.
- Full Text: