4.5 Article

Synthesis and photophysical studies of monocarboxy phthalocyanines containing quaternizable groups

期刊

POLYHEDRON
卷 30, 期 16, 页码 2733-2739

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.poly.2011.08.009

关键词

Metallophthalocyanine; Water soluble; Triplet yield; Fluorescence

资金

  1. Department of Science and Technology (DST)
  2. National Research Foundation (NRF), South Africa through DST/NRF South African Research Chairs Initiative
  3. Rhodes University

向作者/读者索取更多资源

This work reports on the synthesis and photophysical properties of novel unsymmetrically substituted monocarboxy magnesium (MgPc, 3), aluminum (ClAlPc, 4) and unmetallated (H2Pc, 5) phthalocyanines. Magnesium phthalocyanine (3) was converted into water soluble quaternized derivative (QMgPc, 6) by reaction with methyl iodide. The synthesized phthalocyanines were characterized by IR, UV-Vis, NMR, mass spectrometry and elemental analyses. Photophysical and photochemical studies were carried out in order to determine the potential of the complexes as photosensitizers for use in photodynamic therapy. Triplet quantum yields ranged from 0.37 to 0.40 and triplet lifetimes from 110 to 140 mu s in DMSO. (C) 2011 Elsevier Ltd. All rights reserved.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.5
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Analytical

Electrocatalytic Behavior of Manganese and Cobalt Porphyrins Attached to Graphene Quantum Dots: Applied in the Oxidation of Hydrazine

Mbulelo Jokazi, Lekhetho S. Mpeta, Tebello Nyokong

Summary: Manganese and cobalt metalated porphyrins attached to graphene quantum dots showed improved electrocatalytic activity for the oxidation of hydrazine, with CoTA(3)CPP-GQDs exhibiting the best catalytic rate constants and lowest limits of detection.

ELECTROANALYSIS (2023)

Article Biochemistry & Molecular Biology

Diiodinated Mono- and Dipyridylvinyl BODIPY Dyes: Photophysicochemical Properties, in vitro Antibacterial Studies, Molecular Docking and Theoretical Calculations

Pinar Sen, Azole Sindelo, Nnaemeka Nnaji, John Mack, Tebello Nyokong

Summary: Novel mono- and dipyridylvinyl boron dipyrromethene dyes were prepared and compared to the corresponding core dyes for their photodynamic antimicrobial chemotherapy (PACT) activities. Results showed that the spectral properties of the dyes and the generation of singlet oxygen could be controlled through pyridylvinyl substitution and iodine atom incorporation, but the pi-extended dyes had lower activities compared to the core dye.

PHOTOCHEMISTRY AND PHOTOBIOLOGY (2023)

Article Oncology

Combination of photodynamic antimicrobial chemotherapy and ciprofloxacin to combat S. aureus and E. coli resistant biofilms

Yolande Ikala Openda, Tebello Nyokong

Summary: Photodynamic antimicrobial chemotherapy (PACT) combined with ciprofloxacin (CIP) effectively reduces the biofilm cell survival of antibiotic-resistant S. aureus and E. coli strains. PACT alone shows no significant activity, while CIP alone exhibits some inhibitory activity. The combination treatment completely eradicates mature biofilms.

PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY (2023)

Article Biochemistry & Molecular Biology

The in-vitro proliferation-suppression of MCF-7 and HeLa cell lines mediated by differently substituted ionic phthalocyanines in sonodynamic therapy supplemented-photodynamic therapy

Lindokuhle Cindy Nene, Tebello Nyokong

Summary: This study investigates the effects of ultrasonic frequency and power on the stability, reactive oxygen species yields, and cytotoxicity activities of different substituted ionic phthalocyanines (Pcs) in sonodynamic therapy (SDT). The degradation of Pcs increases with increasing power at Par II. Two reactive oxygen species, singlet oxygen and hydroxyl radicals, were detected in ultrasound treated Pcs. Par I was chosen for SDT, photodynamic therapy (PDT), and photo-sonodynamic therapy (PSDT) due to minimal degradation of most Pcs. PSDT generally shows improved therapeutic efficacies compared to SDT and PDT mono treatments.

JOURNAL OF INORGANIC BIOCHEMISTRY (2023)

Article Biochemistry & Molecular Biology

A hypoxia responsive silicon phthalocyanine containing naphthquinone axial ligands for photodynamic therapy activity

Nnamdi Nwahara, Garth Abrahams, John Mack, Earl Prinsloo, Tebello Nyokong

Summary: This study presents a liposome loaded-silicon (IV) phthalocyanine (SiPc) with naphthoquinone axial ligands as hypoxia-responsive prodrug-like moieties (Prodrug-SiPc). Computational methods were used to assess the photophysical, photochemical and electrochemical redox properties of Prodrug-SiPc, revealing the relationship between material structure and properties. The liposomal encapsulation of Prodrug-SiPc resulted in potential photodynamic therapy (PDT) drug candidates, which took advantage of the hypoxic microenvironment of tumors to enhance therapeutic efficacy compared to typical PDT.

JOURNAL OF INORGANIC BIOCHEMISTRY (2023)

Article Chemistry, Physical

Enhancement of the in vitro anticancer photo-sonodynamic combination therapy activity of cationic thiazole-phthalocyanines using gold and silver nanoparticles

Lindokuhle Cindy Nene, Tebello Nyokong

Summary: This study explores the effects of gold and silver nanoparticles on the in vitro anticancer photo and sono-dynamic therapy and their combination therapy using cationic thiazole-phthalocyanines. The results show that conjugation to nanoparticles increases the generation of oxygen species and the combination therapy exhibits higher anticancer activity compared to monotherapies.

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY (2023)

Article Chemistry, Multidisciplinary

NIR emitting BODIPY dyes for pH sensing

Gugu Kubheka, Nthabeleng Molupe, John Mack, Tebello Nyokong

Summary: The ease of functionalization of BODIPY dyes allows for the preparation of pH indicators by introducing suitable functional groups. In this study, two dimethylamino substituted BODIPY dyes were synthesized and characterized, and their photophysical properties and pH response were investigated.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES (2023)

Article Chemistry, Analytical

Multiplexed Detection of Human Papillomavirus Based on AzaBODIPY-Doped Silica-Coated Polystyrene Microparticles

Gugu Kubheka, Estela Climent, Charlie Tobias, Knut Rurack, John Mack, Tebello Nyokong

Summary: This study used azaBODIPY dyes doped into polystyrene particles as optical probes for the detection of high-risk HPV types. The particles were successfully attached with HPV DNA single strands, and demonstrated low detection limits and a narrow detection range for HPV11. The results suggest that these particles have the potential for multiplex assays and further study.

CHEMOSENSORS (2023)

Article Chemistry, Applied

An imidazole-based fluorescent probe for the Mercury(II) Ion with rapid response in vitro

Chenming Chan, Jia Li, Jianwei Wu, Youchun Zi, Zhaoli Xue, Mahlatse Ledwaba, John Mack, Tebello Nyokong

Summary: Due to the significant hazardous impact of Hg2+ on the environment and ecosystem, there is a need for highly sensitive and selective Hg2+ probes. A new imidazole-based Hg2+ probe has been synthesized and characterized, which can detect Hg2+ through an ion-specific co-ordination mechanism. The probe exhibits significant fluorescence enhancement in acetonitrile solutions containing Hg2+, with a limit of detection of 0.30 mu M. Additionally, it shows utility in detecting Hg2+ in biochemical systems and the environment based on paper test strip and HeLa cell experiments.

DYES AND PIGMENTS (2023)

Article Chemistry, Analytical

Effect of detonation nanodiamonds on the electrocatalytic activity of asymmetric cobalt phthalocyanine: Covalent versus non-covalent linking

Lunathi Ncwane, Lekhetho S. Mpeta, Tebello Nyokong

Summary: This study investigates the effect of detonation nanodiamonds (DNDs) on the electrocatalytic properties of an asymmetrically substituted cobalt phthalocyanine (CoPc). The addition of DNDs enhances the electrochemical behavior of CoPc. Various modifications of glassy carbon electrode (GCE) were made using CoPc alone, CoPc-DNDs(pi pi) or CoPc@DNDs, and the sequential addition of CoPc and DNDs. Among these modifications, GCE/CoPc@DNDs showed the best electrocatalytic activity for the detection of hydrazine, with a catalytic rate of 9.3x10(4) M-1.s(-1) and a detection limit of 0.33 mu M.

ELECTROANALYSIS (2023)

Article Polymer Science

Activated carbon-decorated polyacrylonitrile fibers and their porphyrin-immobilized composites for removal of methylene blue dye and Ciprofloxacin in water

James Oyim, Edith Amuhaya, Tebello Nyokong

Summary: Photocatalyst adsorbents based on porphyrin-immobilized activated carbon-decorated polyacrylonitrile (InP(PAN/AC)) were studied for the removal of methylene blue dye and Ciprofloxacin in water. The InP(PAN/AC) demonstrated high removal efficiency and structural integrity after multiple cycles of usage. The study highlights the coordinated contribution of singlet oxygen and hydroxyl radical in the photodegradation process and emphasizes the importance of an integrated system with adsorption and photodegradation capabilities for water treatment.

JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY (2023)

Article Oncology

Photoantimicrobial activity of Schiff-base morpholino phthalocyanines against drug resistant micro-organisms in their planktonic and biofilm forms

Azole Sindelo, Pinar Sen, Tebello Nyokong

Summary: Antimicrobial photodynamic inactivation (aPDI) is an effective method for eradicating drug-resistant microorganisms due to its minimal possibility of microbial resistance. This study focuses on the preparation and characterization of novel neutral and cationic morpholine containing Schiff base phthalocyanines. The cationic complexes show promising photodynamic activity against various microorganisms, while the neutral complexes are not suitable for antimicrobial studies. The effectiveness of aPDI is dependent on the concentration and light dose.

PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY (2023)

Review Engineering, Marine

Review of maintenance strategies for ship machinery systems

Caglar Karatug, Yasin Arslanoglu, C. Guedes Soares

Summary: This study reviews the current status and future trends of maintenance approaches to ship machinery systems. Through a systematic literature review process, relevant literature is identified and examined. Bibliometric analyses are conducted to determine the distribution of papers, top authors, papers, journals, and organisations. The advantages and difficulties of each maintenance strategy are discussed. An effective maintenance policy for new ship concepts is proposed based on the information from the literature. It is believed that condition-based maintenance will be the future trend, supported by reliability and risk approaches.

JOURNAL OF MARINE ENGINEERING AND TECHNOLOGY (2023)

Article Chemistry, Inorganic & Nuclear

Correlating theory with experimental data on the effect of symmetry on the electrocatalytic behaviour of Co phthalocyanines

Reitumetse Nkhahle, Nthabeleng Molupe, John Mack, Tebello Nyokong

Summary: This work provides a synthesis method for an unsymmetrically substituted cobalt phthalocyanine and its symmetric counterpart, and applies them in electrocatalysis. The results show that the unsymmetrically substituted cobalt phthalocyanine exhibits superior performance in electrocatalytic reactions. The reactivity of the complexes is further evaluated using theoretical calculations, which indicate that the unsymmetrically substituted compound has higher reactivity.

INORGANICA CHIMICA ACTA (2023)

Article Chemistry, Analytical

Effect of symmetry and substituents of cobalt based phthalocyanines in aptasensor design for the electrochemical impedimetric detection of the human epidermal growth factor receptor 2

Sixolile Centane, Sithi Mgidlana, Yolande Openda, Nobuhle Ndebele, Tebello Nyokong

Summary: Surface functionalization plays a crucial role in improving efficiency and selectivity of biosensors. This study explores the use of asymmetric and symmetric cobalt phthalocyanines as biorecognition element immobilization and signal amplification for the electrochemical detection of HER2. The cobalt phthalocyanines were coupled with sulphur nitrogen graphene quantum dots for enhanced performance. The aptasensors demonstrated great potential in monitoring HER2 levels for breast cancer management.

JOURNAL OF ELECTROANALYTICAL CHEMISTRY (2023)

Article Chemistry, Inorganic & Nuclear

Towards an efficient oxidation of sulfides to sulfoxides over magnetic and grafted polyoxometalate on graphene oxide nanosheets

Masoume Malmir, Majid M. Heravi, Zahra Yekke-Ghasemi, Masoud Mirzaei

Summary: In this study, a tri-component composite consisting of Fe3O4 nanoparticles, Keggin-type polyoxometalate, and graphene oxide was prepared and investigated as a catalyst for the oxidation of sulfides to sulfoxides. The catalyst showed excellent stability, high yields, and recyclability, making it a promising choice for organic-inorganic hybrid catalytic reactions conducted under mild conditions.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

The synthesis and characterization of a bidentate complex of 1,1′-(1,3-phenylene)bis(3-butylimidazolium) pincer proligand with molybdenum - A non-pincer binding mode

Samuel D. Juarez-Escamilla, Sriloy Dey, Bruno Donnadieu, T. Keith Hollis

Summary: In this study, a bidentate Mo complex was synthesized using metalation and transmetalation methodology. The synthesis was optimized to achieve a high yield. The crystal structure of the bidentate complex was determined. Additionally, alternative forms of ligands were discovered in the reaction.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Transition metal complexes of N'-(2-cyanoacetyl)nicotinohydrazide: Synthesis, structural and anticancer activity studies

Mohamed H. Abdel-Rhman, Ghada Samir, Mostafa A. Hussien, Nasser M. Hosny

Summary: This study investigated the dissolution performance of hydrazine carbonate solution on zirconium dibutyl phosphate (Zr-DBP), and found that hydrazine carbonate solution could promote the dissolution of Zr-DBP. The effects of dissolution temperature and hydrogen peroxide concentration on the dissolution efficiency were also explored, and the corrosion effect on stainless steel by hydrazine carbonate solution was studied.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Preparation of vermiculite/g-C3N4/TiO2 composites and their degradation of dye wastewater

Qiaofang Fu, Fangyu Tan, Wu Ying

Summary: This study successfully prepared vermiculite/g-C3N4/TiO2 composites and found that under specific conditions, the composites exhibited excellent degradation effects, with a high degradation rate for methylene blue. Additionally, the composites were able to enhance surface area, reduce carrier loading rate, improve light energy utilization, and enhance durability.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Functionalised polymeric materials in the efficient synthesis of 2-substituted 13-butadienyl molybdenum complexes

Annabelle G. W. Hodson, Robert T. Mason

Summary: Functionalised polystyrene resins have been found to be efficient catalysts in the synthesis of specific complexes, with the conversion rate controlled by the polymer structure. The addition of amines or amino acids can further yield substituted 13-butadienyl complexes, which have been analyzed by NMR.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Dual role of water in the oxygenation of phenylmercaptoacetic acids catalyzed by [oxo(salen)chromium(V)]+ PF6-

C. Kavitha, S. Anbarasan, P. Subramaniam

Summary: The sulfoxidation of PMAAs by the oxo(salen)chromium(V) complex in aqueous acetonitrile medium was studied. The rate of the reaction is influenced by the polarity of the medium and the substituents on PMAA, with electron donating substituents accelerating the reaction and electron withdrawing substituents retarding the reaction.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Three new Zn (II)-based coordination polymers: Optical properties and dye degradation against RhB

Qiang-Qiang Liu, Mithun Kumar Ghosh, Shu-Lan Cai, Xiao-Hong Liu, Lu Lu, Mohd. Muddassir, Tanmay Kumar Ghorai, Jun Wang

Summary: Three newly developed coordination polymers (CPs) with semiconducting properties were synthesized using hydrothermal methods. These CPs exhibit superior photocatalytic activity and can degrade organic pollutants effectively.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Catalytic deoxydehydration of glycerol to allyl alcohol in the presence of mono-oxygenated rhenium diphosphine complexes

Mehrnaz Aliahmadi, Ali Nemati Kharat, Jan Janczak

Summary: This study proposes a method for synthesizing allyl alcohol using cost-effective and renewable bio-resource glycerol. By utilizing catalysts, alcohol as a solvent, and a reducing agent, allyl alcohol with an efficiency of 100% was obtained. The structures of the newly synthesized complexes were determined using X-ray single crystallography.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Synthesis, crystal structures, CT-DNA/BSA binding modes and antibacterial activities of Zn(II) and Cr(III) with an acylhydrazone ligand

Ji-Yan Gao, Nan Zhang, Dong-Sheng Huang, Xiang-Rong Liu, Zai-Wen Yang, Shun-Sheng Zhao

Summary: Two new transition metal complexes I and II were synthesized and characterized. The complexes exhibited strong thermal stabilities and showed effective binding to CT-DNA and BSA. Complex II exhibited stronger inhibition activity against P. aeruginosa than gentamicin sulfate. These complexes have potential applications in drug research.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Efforts to understand the degree of carboxylate substitution in cis-[Pt(S(O) Me2)(guanidine)Cl2]: Synthetic, Structural and DFT Studies

Rishabh Ujjval, Hilal Ahmad Khan, Chinnappan Sivasankar, Natesan Thirupathi

Summary: In this study, a rigid 2-aminobenzimidazole type guanidine and its platinum complexes were synthesized through a series of reactions and characterized by various physical and chemical methods. The reaction mechanism was also explained through DFT calculations.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

A new optical nickel(II) cyclen-naphthalene probe for molecular thermometry using fluorescence and NMR techniques

Marcelo Carpes Nunes, Thais Zaboenco, Vinicius Kemper Melara, Gabriel Barros Baptistella, Andre Luiz Barboza Formiga, Andersson Barison, Fabio Souza Nunes

Summary: A new luminescent molecular thermometer has been developed, which uses the spin-crossover equilibrium of a nickelcyclen derivative to measure temperature. The sensor shows high sensitivity and accuracy.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Sensitized Eu(III) luminescence by energy transfer from the Cu(I) antenna chromophore

Yuyu Shan, Zhenqin Zhao, Xia Zhang, Zhan Wu, Xiu-Ling Li

Summary: In this study, a new bridging ligand was synthesized through refluxing, and two mononuclear Cu(I) complexes and two trinuclear Cu(I)-Eu(III) complexes were obtained through self-assembly. The Cu(I) antenna chromophores successfully transferred energy to the Eu(III) centers, achieving sensitized Eu(III) luminescence.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Reactivity of ruthenium complexes towards organogallium reagents: Gallium as a Z-type ligand or as a gallate counterion

Gabriela Sanchez-Lecuona, Mayra C. Vazquez-Nunez, Bruno Donnadieu, Miguel A. Munoz-Hernandez, Virginia Montiel-Palma

Summary: The reaction of RuHCl(PPh3)3 with GaMe3 has been studied and the obtained complexes were analyzed in detail. The results indicate the formation of a Ru-Ga bond, suggesting the generation of an in situ formed ambiphilic phosphinogallyl ligand. This is of significance for understanding the interaction between metal-halogen bonds and metal-small molecule bonds.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Electrical, spectroscopic and DFT studies of synthesized bridged bis (2-oxy benzylidene) hydrazine-carbonothioly-hydrazono cobalt(II)phthalocyanine

Sevil Sener, Nursel Acar, Fatih Dumludag

Summary: The synthesis, characterization, spectroscopic and bonding features of a new Co (II) phthalocyanine compound containing two thiocarbohydrazone groups were explained. The compound showed semiconductor properties and potential as a temperature sensor.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Dansyl derivative turn off fluorescent probe for Al3+: Experimental and computational study in aqueous medium

Ledja B. O. Davi, Aryanna S. P. N. Costa, Mariana S. Silva, Adriana S. Ribeiro, Cintya D. A. E. S. Barbosa, Julio C. S. Da Silva, Dimas J. P. Lima, Daniela S. Anunciacao

Summary: In this study, a dansyl derivative sensor called o-PDDS was prepared and used for the detection of Al3+ ions in water. The o-PDDS sensor exhibited high sensitivity and linear response towards Al3+ ions. Experimental and computational studies confirmed a 1:1 stoichiometry ratio between o-PDDS and Al3+ ions. Real sample analysis demonstrated the selectivity and detection performance of the sensor, indicating its potential for field use.

POLYHEDRON (2024)