Photoantimicrobial activity of Schiff-base morpholino phthalocyanines against drug resistant micro-organisms in their planktonic and biofilm forms
- Sindelo, Azole, Sen, Pinar, Nyokong, Tebello
- Authors: Sindelo, Azole , Sen, Pinar , Nyokong, Tebello
- Date: 2023
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/360437 , vital:65088 , xlink:href="https://doi.org/10.1016/j.pdpdt.2023.103519"
- Description: Antimicrobial photodynamic inactivation (aPDI) is a treatment for the eradication of drug-resistant micro-organisms. One of the advantages of this technique, is that there is minimal possibility of microbial resistance. Hence, herein, the preparation and characterization of novel neutral and cationic morpholine containing Schiff base phthalocyanines are reported. The cationic complexes gave moderate singlet oxygen quantum yields (ΦΔ) of ∼0.2 in aqueous media. Conversely, the neutral complexes generated very low ΦΔ values making them very poor candidates for antimicrobial studies. The cationic phthalocyanines showed excellent photodynamic activity against planktonic cells of all micro-organisms (Candida albicans, Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Salmonella enterica subspecies enterica serovar Choleraesuis, vancomycin-resistant Enterococcus faecium, and methicillin-resistant Staphylococcus aureus). The efficiency of aPDI was shown to be both concentration and light-dose-dependent. Mono biofilms were susceptible when treated with 200 µM of cationic Pcs at 108 J/cm2. However, ∼10% of the mixed biofilm survived after treatment.
- Full Text:
- Date Issued: 2023
- Authors: Sindelo, Azole , Sen, Pinar , Nyokong, Tebello
- Date: 2023
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/360437 , vital:65088 , xlink:href="https://doi.org/10.1016/j.pdpdt.2023.103519"
- Description: Antimicrobial photodynamic inactivation (aPDI) is a treatment for the eradication of drug-resistant micro-organisms. One of the advantages of this technique, is that there is minimal possibility of microbial resistance. Hence, herein, the preparation and characterization of novel neutral and cationic morpholine containing Schiff base phthalocyanines are reported. The cationic complexes gave moderate singlet oxygen quantum yields (ΦΔ) of ∼0.2 in aqueous media. Conversely, the neutral complexes generated very low ΦΔ values making them very poor candidates for antimicrobial studies. The cationic phthalocyanines showed excellent photodynamic activity against planktonic cells of all micro-organisms (Candida albicans, Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Salmonella enterica subspecies enterica serovar Choleraesuis, vancomycin-resistant Enterococcus faecium, and methicillin-resistant Staphylococcus aureus). The efficiency of aPDI was shown to be both concentration and light-dose-dependent. Mono biofilms were susceptible when treated with 200 µM of cationic Pcs at 108 J/cm2. However, ∼10% of the mixed biofilm survived after treatment.
- Full Text:
- Date Issued: 2023
Electrocatalytic activity of Schiff base containing copper phthalocyanines towards the detection of catechol
- Ndebele, Nobuhle, Sen, Pinar, Nyokong, Tebello
- Authors: Ndebele, Nobuhle , Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/231410 , vital:49885 , xlink:href="https://doi.org/10.1016/j.poly.2021.115518"
- Description: In this study, four new copper phthalocyanine complexes were synthesised and studied as electrocatalysts for the detection of catechol. Two of these complexes were derived from a symmetrical benzaldehyde phthalocyanine complex via the condensation of the benzaldehyde substituents with amine reagents. The electrocatalysts proved to be highly stable towards the detection of catechol. The oxidation peaks obtained using cyclic voltammetry range from 0.20 to 0.38 V. Detection limits were obtained via chronoamperometry and are as low as 0.16 µM with fairly high sensitives being obtained. Overall all four copper complexes exhibited excellent electrocatalytic activity towards the electrooxidation of catechol.
- Full Text:
- Date Issued: 2021
- Authors: Ndebele, Nobuhle , Sen, Pinar , Nyokong, Tebello
- Date: 2021
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/231410 , vital:49885 , xlink:href="https://doi.org/10.1016/j.poly.2021.115518"
- Description: In this study, four new copper phthalocyanine complexes were synthesised and studied as electrocatalysts for the detection of catechol. Two of these complexes were derived from a symmetrical benzaldehyde phthalocyanine complex via the condensation of the benzaldehyde substituents with amine reagents. The electrocatalysts proved to be highly stable towards the detection of catechol. The oxidation peaks obtained using cyclic voltammetry range from 0.20 to 0.38 V. Detection limits were obtained via chronoamperometry and are as low as 0.16 µM with fairly high sensitives being obtained. Overall all four copper complexes exhibited excellent electrocatalytic activity towards the electrooxidation of catechol.
- Full Text:
- Date Issued: 2021
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:
- Date Issued: 2021
- 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:
- Date Issued: 2021
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:
- Date Issued: 2021
- 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:
- Date Issued: 2021
Investigation of electrocatalytic behaviour of low symmetry cobalt phthalocyanines when clicked to azide grafted carbon electrodes
- Mpeta, Lakethe S, Sen, Pinar, Nyokong, Tebello
- Authors: Mpeta, Lakethe S , Sen, Pinar , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186304 , vital:44483 , xlink:href="https://doi.org/10.1016/j.jelechem.2020.113896"
- Description: This work describes the electrochemical properties of low symmetry cobalt phthalocyanines namely, tris-[(4-tert-butylphenoxy)-4-(pent-4-yn-1-yloxy) phthalocyaniato] cobalt (II) (3) and tris-[(4-tert-butylphenoxy)-4-(4-ethybylbenzyl-oxy) phthalocyaniato] cobalt (II) (5). The complexes were characterized by a number of techniques including UV–Vis, mass, and infrared spectra, as well as elemental analysis. The glassy carbon electrodes were first azide functionalized then clicked to low symmetry phthalocyanines. The click reaction was confirmed using X-ray photoelectron spectra. The constructed electrodes showed excellent electrocatalytic activity towards hydrazine oxidation. Oxidation peaks with low potentials of 0.21 V and 0.26 V, for complexes 3 and 5, respectively were obtained. Complex-5 gave a better detection limit of 0.94 μM and electrocatalytic rate constant of 5.6 × 106 M−1 s−1.
- Full Text:
- Date Issued: 2020
- Authors: Mpeta, Lakethe S , Sen, Pinar , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186304 , vital:44483 , xlink:href="https://doi.org/10.1016/j.jelechem.2020.113896"
- Description: This work describes the electrochemical properties of low symmetry cobalt phthalocyanines namely, tris-[(4-tert-butylphenoxy)-4-(pent-4-yn-1-yloxy) phthalocyaniato] cobalt (II) (3) and tris-[(4-tert-butylphenoxy)-4-(4-ethybylbenzyl-oxy) phthalocyaniato] cobalt (II) (5). The complexes were characterized by a number of techniques including UV–Vis, mass, and infrared spectra, as well as elemental analysis. The glassy carbon electrodes were first azide functionalized then clicked to low symmetry phthalocyanines. The click reaction was confirmed using X-ray photoelectron spectra. The constructed electrodes showed excellent electrocatalytic activity towards hydrazine oxidation. Oxidation peaks with low potentials of 0.21 V and 0.26 V, for complexes 3 and 5, respectively were obtained. Complex-5 gave a better detection limit of 0.94 μM and electrocatalytic rate constant of 5.6 × 106 M−1 s−1.
- Full Text:
- Date Issued: 2020
New difluoroboron complexes based on N, O-chelated Schiff base ligands: Synthesis, characterization, DFT calculations and photophysical and electrochemical properties
- Sen, Pinar, Mpeta, Lekhetho S, Mack, John, Nyokong, Tebello
- Authors: Sen, Pinar , Mpeta, Lekhetho S , Mack, John , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186207 , vital:44473 , xlink:href="https://doi.org/10.1016/j.jlumin.2020.117262"
- Description: The synthesis of new Schiff bases and their dinuclear boron complexes is described, along with their characterization by 1H and 13C NMR, FT-IR, and UV–visible absorption spectroscopy, mass spectrometry, and EDX for elemental analysis. The optical and photophysical properties were examined in terms of their absorption and emission behavior, fluorescence quantum yields and fluorescence lifetimes. The flexible dinuclear boron complexes that are linked by a flexible carbon chain exhibited large Stokes shifts in the range from 92 nm to 115 nm in contrast to BODIPY dyes. Those properties make these complexes precious for applications in fluorescence materials. And also theoretical calculations were obtained by using Density Functional Theory (DFT) methods.
- Full Text:
- Date Issued: 2020
- Authors: Sen, Pinar , Mpeta, Lekhetho S , Mack, John , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186207 , vital:44473 , xlink:href="https://doi.org/10.1016/j.jlumin.2020.117262"
- Description: The synthesis of new Schiff bases and their dinuclear boron complexes is described, along with their characterization by 1H and 13C NMR, FT-IR, and UV–visible absorption spectroscopy, mass spectrometry, and EDX for elemental analysis. The optical and photophysical properties were examined in terms of their absorption and emission behavior, fluorescence quantum yields and fluorescence lifetimes. The flexible dinuclear boron complexes that are linked by a flexible carbon chain exhibited large Stokes shifts in the range from 92 nm to 115 nm in contrast to BODIPY dyes. Those properties make these complexes precious for applications in fluorescence materials. And also theoretical calculations were obtained by using Density Functional Theory (DFT) methods.
- Full Text:
- Date Issued: 2020
The effects of asymmetry in combination with reduced graphene oxide nanosheets on hydrazine electrocatalytic detection on cobalt phthalocyanines
- Mpeta, Lekhetho S, Sen, Pinar, Nyokong, Tebello
- Authors: Mpeta, Lekhetho S , Sen, Pinar , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186023 , vital:44456 , xlink:href="https://doi.org/10.1002/elan.202060094"
- Description: New symmetric {tetrakis [4-(4-(5-chloro-1Hbenzo[d]imidazol-2-yl) phenoxy phthalocyaninato] Co (II) (CoTPc)} and low symmetry {tris tert butyl phenoxy mono [4-(4-(5-chloro-1H-benzo[d]imidazol-2-yl) phenoxy phthalocyaninato]} Co (II) (CoMPc) were successfully synthesised and combined with reduced graphene oxide nanosheets (rGONS) for electrocatalytic detection of hydrazine. Prior to electrocatalysis, the probes were characterised using cyclic voltammetry and electrochemical impedance spectroscopy. Chronoamperometry was used to determine catalytic rate constant and the limit of detection (LOD). CoMPc-rGONS gave catalytic rate constant and LOD of 1.37×106 M 1 s 1 and 0.82 μM respectively, rendering it a more suitable probe for hydrazine, due to low symmetry.
- Full Text:
- Date Issued: 2020
- Authors: Mpeta, Lekhetho S , Sen, Pinar , Nyokong, Tebello
- Date: 2020
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/186023 , vital:44456 , xlink:href="https://doi.org/10.1002/elan.202060094"
- Description: New symmetric {tetrakis [4-(4-(5-chloro-1Hbenzo[d]imidazol-2-yl) phenoxy phthalocyaninato] Co (II) (CoTPc)} and low symmetry {tris tert butyl phenoxy mono [4-(4-(5-chloro-1H-benzo[d]imidazol-2-yl) phenoxy phthalocyaninato]} Co (II) (CoMPc) were successfully synthesised and combined with reduced graphene oxide nanosheets (rGONS) for electrocatalytic detection of hydrazine. Prior to electrocatalysis, the probes were characterised using cyclic voltammetry and electrochemical impedance spectroscopy. Chronoamperometry was used to determine catalytic rate constant and the limit of detection (LOD). CoMPc-rGONS gave catalytic rate constant and LOD of 1.37×106 M 1 s 1 and 0.82 μM respectively, rendering it a more suitable probe for hydrazine, due to low symmetry.
- Full Text:
- Date Issued: 2020
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