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Porphyrin

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https://www.readbyqxmd.com/read/28214718/alkyl-substituent-effect-on-photosensitized-inactivation-of-escherichia-coli-by-pyridinium-bonded-p-porphyrins
#1
Jin Matsumoto, Yusaku Suemoto, Hiroki Kanemaru, Kyosuke Takemori, Masato Shigehara, Akari Miyamoto, Haruhiko Yokoi, Masahide Yasuda
Activity of singlet oxygen sensitizers for photoinactivation of bacteria and photodynamic therapy of tumor cells has been evaluated using nonpathogenic model cells, such as Escherichia coli, Saccharomyces cerevisiae, and HeLa cells. Among them, E. coli, gram-negative bacterium, has complex membrane structures in the cell wall, resulting in an impermeable barrier to antimicrobial agents. Therefore, few singlet oxygen sensitizers have photoinactivation activities toward E. coli at low concentrations. Recently polycationic porphyrins have received much attention as a new type of singlet oxygen sensitizers because they have strong binding affinities for DNA and proteins...
February 6, 2017: Journal of Photochemistry and Photobiology. B, Biology
https://www.readbyqxmd.com/read/28214620/water-soluble-multifunctional-antibody-porphyrin-gold-nanoparticles-for-targeted-photodynamic-therapy
#2
Oriol Penon, María J Marín, David A Russell, Lluïsa Pérez-García
Photodynamic therapy (PDT) is a treatment of cancer by which tumour cells are destroyed using reactive oxygen species produced by photosensitizers following activation with visible or near infrared light. Successful PDT depends on the solubility and the targeting ability of the photosensitizers. In this work, the synthesis of a porphyrin-based water soluble nanoparticle conjugate containing a targeting agent that recognizes the erbB2 receptor overexpressed on the surface of particular cancer cells is reported...
February 8, 2017: Journal of Colloid and Interface Science
https://www.readbyqxmd.com/read/28213091/convergence-of-hepcidin-deficiency-systemic-iron-overloading-heme-accumulation-and-rev-erb%C3%AE-%C3%AE-activation-in-aryl-hydrocarbon-receptor-elicited-hepatotoxicity
#3
Kelly A Fader, Rance Nault, Mathew P Kirby, Gena Markous, Jason Matthews, Timothy R Zacharewski
Persistent aryl hydrocarbon receptor (AhR) agonists elicit dose-dependent hepatic lipid accumulation, oxidative stress, inflammation, and fibrosis in mice. Iron (Fe) promotes AhR-mediated oxidative stress by catalyzing reactive oxygen species (ROS) production. To further characterize the role of Fe in AhR-mediated hepatotoxicity, male C57BL/6 mice were orally gavaged with sesame oil vehicle or 0.01-30μg/kg 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) every 4days for 28days. Duodenal epithelial and hepatic RNA-Seq data were integrated with hepatic AhR ChIP-Seq, capillary electrophoresis protein measurements, and clinical chemistry analyses...
February 14, 2017: Toxicology and Applied Pharmacology
https://www.readbyqxmd.com/read/28212345/efficient-catalytic-oxidation-of-3-arylthio-and-3-cyclohexylthio-lapachone-derivatives-to-new-sulfonyl-derivatives-and-evaluation-of-their-antibacterial-activities
#4
Mariana F do C Cardoso, Ana T P C Gomes, Caroline Dos S Moreira, Mário M Q Simões, Maria G P M S Neves, David R da Rocha, Fernando de C da Silva, Catarina Moreirinha, Adelaide Almeida, Vitor F Ferreira, José A S Cavaleiro
New sulfonyl-lapachones were efficiently obtained through the catalytic oxidation of arylthio- and cyclohexylthio-lapachone derivatives with hydrogen peroxide in the presence of a Mn(III) porphyrin complex. The antibacterial activities of the non-oxidized and oxidized lapachone derivatives against the Gram-negative bacteria Escherichia coli and the Gram-positive bacteria Staphylococcus aureus were evaluated after their incorporation into polyvinylpyrrolidone (PVP) micelles. The obtained results show that the PVP-formulations of the lapachones 4b-g and of the sulfonyl-lapachones 7e and 7g reduced the growth of S...
February 16, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28211930/stable-amphiphilic-supramolecular-self-assembly-based-on-cyclodextrin-and-carborane-for-the-efficient-photodynamic-therapy
#5
Hejian Xiong, Dongfang Zhou, Xiaohua Zheng, Yanxin Qi, Yongheng Wang, Xiabin Jing, Yubin Huang
Novel and stable supramolecular nanoparticles (NP) were prepared based on the high affinity of carboranes to β-cyclodextrin for the efficient photodynamic therapy of porphyrin in vitro.
February 17, 2017: Chemical Communications: Chem Comm
https://www.readbyqxmd.com/read/28211689/a-stable-porphyrin-based-porous-mog-metal-organic-framework-as-an-efficient-solvent-free-catalyst-for-c-c-bond-formation
#6
Wei Jiang, Jin Yang, Ying-Ying Liu, Shu-Yan Song, Jian-Fang Ma
We herein report the porous 4-fold interpenetrated mog (moganite) metal-organic framework (MOF) [Cd3(tipp)(bpdc)2]·DMA·9H2O (1·Cd; H2tipp = 5,10,15,20-tetrakis(4-(imidazol-1-yl)phenyl)porphyrin, H2bpdc = biphenyl-4,4'-dicarboxylic acid, DMA = N,N'-dimethylacetamide). The incorporation of Cd and carboxylate oxygen affords 1·Cd rich Lewis acid and basic sites. This MOF 1·Cd was then applied as an efficient heterogeneous catalyst for the important cyanosilylation of aldehydes and Knoevenagel condensation reactions...
February 17, 2017: Inorganic Chemistry
https://www.readbyqxmd.com/read/28210924/porphyrin-based-dye-sensitized-solar-cells-dsscs-a-review
#7
REVIEW
Özgül Birel, Said Nadeem, Hakan Duman
The current review aims to collect short information about photovoltaic performance and structure of porphyrin-based sensitizers used in dye-sensitized solar cells (DSSC). Sensitizer is the key component of the DSSC device. Structure of sensitizer is important to achieve high photovoltaic performance. Porphyrin derivatives are suitable for DSSC applications due to their thermal, electronic and photovoltaic properties. It describes some electrochemical and spectral properties as well as thestructure of porphyrin dyes used in dye based-solar cells...
February 16, 2017: Journal of Fluorescence
https://www.readbyqxmd.com/read/28210512/porphyria-cutanea-tarda-in-a-patient-with-end-stage-renal-disease-a-case-of-successful-treatment-with-deferoxamine-and-ferric-carboxymaltose
#8
Natacha Rodrigues, Fernando Caeiro, Alice Santana, Teresa Mendes, Leonor Lopes
Porphyria cutanea tarda (PCT) is a rare disease, with a strong association with hepatitis C virus. PCT is particularly problematic in end-stage renal disease patients as they have no renal excretion of porphyrins and these are poorly dialyzed. Also, conventional treatment of PCT is compromised in these patients as hydroxychloroquine is contraindicated, phlebotomies with the stipulated frequency are poorly tolerated in already anaemia-prone patients, and iron-chelating agents are less efficient in removing iron and contribute to worsening anaemia...
2017: Case Reports in Nephrology
https://www.readbyqxmd.com/read/28209060/the-use-of-spectroscopic-techniques-for-evaluating-the-coupling-of-porphyrins-on-biocompatible-nanoparticles-a-potential-system-for-photodynamics-theranostics-and-nano-drug-delivery-applications
#9
Lais N Magno, Fabio C Bezerra, Luiz E S Freire, Rubens A Guerra, Andris Figueiroa Bakuzis, Pablo Jose Goncalves
Modern medicine has been searching for new and more efficient strategies for diagnostics and therapeutics applications. Considering this, porphyrin molecules have received great interest for applications in photodiagnostics and phototherapies, even as magnetic nanoparticles for drug-delivery systems and magnetic-hyperthermia therapy. Aiming to obtain a multifunctional system, which combines diagnostics with therapeutic functions on the same platform, the present study employed UV/Vis absorption and fluorescence spectroscopies to evaluated the interaction between meso-tetrakis(p-sulfonatofenyl) porphyrin (TPPS) and maghemite nanoparticles (γ-Fe2O3)...
February 16, 2017: Journal of Physical Chemistry. A
https://www.readbyqxmd.com/read/28207234/potassium-iodide-potentiates-broad-spectrum-antimicrobial-photodynamic-inactivation-using-photofrin
#10
Liyi Huang, Grzegorz Szewczyk, Tadeusz Sarna, Michael R Hamblin
It is known that non-cationic porphyrins such as Photofrin (PF) are effective in mediating antimicrobial photodynamic inactivation (aPDI) of Gram-positive bacteria or fungi. However the aPDI activity of PF against Gram-negative bacteria is accepted to be extremely low. Here we report that the non-toxic inorganic salt, potassium iodide (KI) at a concentration of 100mM when added to microbial cells (10(8)/mL) + PF (10µM hematoporphyrin equivalent) + 415nm light (10J/cm2) can eradicate (>6 logs killing) five different Gram-negative species (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Proteus mirabilis, and Acinetobacter baumannii), while no killing was obtained without KI...
February 16, 2017: ACS Infectious Diseases
https://www.readbyqxmd.com/read/28206764/host-guest-chemistry-at-integrated-porous-space-formed-by-molecular-self-assembly-at-liquid-solid-interfaces
#11
Kohei Iritani, Kazukuni Tahara, Steven De Feyter, Yoshito Tobe
Host-guest chemistry in two-dimensional space, that is physisorbed monolayers of a single atom or a single molecular thickness on surfaces, has become a subject of intense current interest because of perspectives for various applications in molecular-scale electronics, selective sensors, and tailored catalysis. Scanning tunneling microscopy, with which we can visualize molecules in actual space, has been used as a powerful tool. For more than a decade, we have been investigating the self-assembly of a series of triangle-shaped molecules with a phenylene-ethynylene macrocycle, called dehydrobenzo[12]annulenes (DBAs), substituted by six flexible alkyl chains, forming hexagonal porous 2D molecular networks via van der Waals interactions between interdigitated alkyl chains at the interface of organic solvent and graphite...
February 16, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
https://www.readbyqxmd.com/read/28205402/quantum-chemistry-descriptors-for-photosensitizers-based-on-macrocycles
#12
Fernanda Bettanin, Felipe C T Antonio, Kathia M Honorio, Paula Homem-de-Mello
Phthalocyanines, porphyrins, and chlorins have been widely studied as photosensitizers. Both experimental and computational strategies are employed in order to propose new and more active molecules derived from those macrocycles. In this context, there are two main strategies used: (i) the addition of different substituents and (ii) the complexation of the macrocycle with different metallic ions. In this work, we present selected descriptors based on quantum chemistry calculations for forty macrocycles, including some approved drugs...
February 2017: Chemical Biology & Drug Design
https://www.readbyqxmd.com/read/28205400/design-features-for-optimization-of-tetrapyrrole-macrocycles-as-antimicrobial-and-anticancer-photosensitizers
#13
EDITORIAL
Alejandra Martinez De Pinillos Bayona, Pawel Mroz, Connor Thunshelle, Michael R Hamblin
Photodynamic therapy (PDT) uses non-toxic dyes called photosensitizers (PS) and harmless visible light that combine to form highly toxic reactive oxygen species that kill cells. Originally, a cancer therapy, PDT, now includes applications for infections. The most widely studied PS are tetrapyrrole macrocycles including porphyrins, chlorins, bacteriochlorins, and phthalocyanines. The present review covers the design features in PS that can work together to maximize the PDT activity for various disease targets...
February 2017: Chemical Biology & Drug Design
https://www.readbyqxmd.com/read/28198587/hexaphyrin-as-a-potential-theranostic-dye-for-photothermal-therapy-and-19f-magnetic-resonance-imaging
#14
Tomohiro Higashino, Hirotaka Nakatsuji, Ryosuke Fukuda, Haruki Okamoto, Hirohiko Imai, Tetsuya Matsuda, Hidehito Tochio, Masahiro Shirakawa, Nikolai Tkachenko, Mitsuru Hashida, Tatsuya Murakami, Hiroshi Imahori
meso-Aryl substituted expanded porphyrins have two potential key features suitable for theranostic agents, excellent absorption in near infrared (NIR) region and possible introduction of multiple fluorine atoms at structurally nearly equivalent positions. Herein, hexaphyrin (hexa) was synthesized using 2,6-bis(trifluoromethyl)-4-formyl benzoate and pyrrole and evaluated as a novel theranostic expanded porphyrin possessing the above key features. Under NIR light illumination hexa showed intense photothermal and weak photodynamic effects, which were most likely due to its low-lying excited states close to a singlet oxygen...
February 15, 2017: Chembiochem: a European Journal of Chemical Biology
https://www.readbyqxmd.com/read/28195721/gallium-iii-and-indium-iii-complexes-with-meso-monophosphorylated-porphyrins-synthesis-and-structure-a-first-example-of-dimers-formed-by-the-self-assembly-of-meso-porphyrinylphosphonic-acid-monoester
#15
Yulia Yu Enakieva, Marina V Volostnykh, Sergey E Nefedov, Gayane A Kirakosyan, Yulia G Gorbunova, Aslan Yu Tsivadze, Alla G Bessmertnykh-Lemeune, Christine Stern, Roger Guilard
The synthesis and structural characterization, both in solution by means of (1)H and (31)P NMR and UV-vis spectroscopies and in the solid state by X-ray diffraction on single crystal, of a series of gallium(III) and indium(III) meso-mono(diethoxyphosphoryl)porphyrins bearing different peripheral substituents as well as the corresponding monoesters and phosphonic acids are reported. This work describes the first example of the X-ray structure of a self-assembled dimer formed via strong binding between the oxygen atom of the phosphonate substituent and the gallium(III) cations of adjacent porphyrin molecules [Ga-O = 1...
February 14, 2017: Inorganic Chemistry
https://www.readbyqxmd.com/read/28194929/a-ruthenium-complex-porphyrin-fullerene-linked-molecular-pentad-as-an-integrative-photosynthetic-model
#16
Masanori Yamamoto, Jens Föhlinger, Jonas Petersson, Leif Hammarström, Hiroshi Imahori
A ruthenium complex, porphyrin sensitizer, fullerene acceptor molecular pentad has been synthesized and a long-lived hole-electron pair was achieved in aqueous solution by photoinduced multistep electron transfer: Upon irradiation by visible light, the excited-state of a zinc porphyrin ((1) ZnP*) was quenched by fullerene (C60 ) to afford a radical ion pair, (1,3) (ZnP(.+) -C60(.-) ). This was followed by the subsequent electron transfer from a water oxidation catalyst unit (Ru(II) ) to ZnP(.+) to give the long-lived charge-separated state, Ru(III) -ZnP-C60(...
February 14, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28193566/in-vitro-evaluation-of-ruthenium-complexes-for-photodynamic-therapy
#17
Wenna Li, Qiang Xie, Linglin Lai, Zhentao Mo, Xiaofang Peng, Ennian Leng, Dandan Zhang, Hongxia Sun, Yiqi Li, Wenjie Mei, Shuying Gao
BACKGROUND: Photodynamic therapy (PDT) is a promising new anti-tumor treatment strategy. Photosensitizer is one of the most important components of PDT. In this work, the anticancer activities of PDTs mediated by six new ruthenium porphyrin complexes were screened. The mechanisms of the most efficacious candidate were investigated. METHODS: Photocytotoxicity of the six porphyrins was tested. The most promising complex, Rup-03, was further investigated using Geimsa staining, which indirectly detects reactive oxygen species (ROS) and subcellular localization...
February 10, 2017: Photodiagnosis and Photodynamic Therapy
https://www.readbyqxmd.com/read/28193561/hydrophobic-carbon-dot-based-dual-emission-micelle-for-ratiometric-fluorescence-biosensing-and-imaging-of-cu-2-in-liver-cells
#18
Linlin Lu, Chongchong Feng, Jie Xu, Fengyang Wang, Haijun Yu, Zhiai Xu, Wen Zhang
Copper is closely related to liver damage, therefore, it is essential to develop a simple and sensitive strategy to detect copper ions (Cu(2+)) in liver cells. A hydrophobic carbon dots (HCDs)-based dual-emission fluorescent probe for Cu(2+) was prepared by encapsulating HCDs in micelles formed by self-assembly of amphiphilic polymer DSPE-PEG and tetrakis (4-carboxyphenyl) porphyrin (TCPP)-modified DSPE-PEG. The obtained probe showed characteristic fluorescence emissions of HCDs and TCPP with large emission shift of 170nm with single-wavelength excitation...
January 31, 2017: Biosensors & Bioelectronics
https://www.readbyqxmd.com/read/28192920/diagnosis-therapy-integrative-systems-based-on-magnetic-rna-nanoflowers-for-co-drug-delivery-and-targeted-therapy
#19
Yingshu Guo, Shuang Li, Yujie Wang, Shusheng Zhang
This study was to develop a codrug delivery system for targeting cancer therapy based on magnetic RNA nanoflowers (RNA NF). Compared with traditional nucleic acid structure, convenient separation can be achieved by introducing magnetic nanoparticle (MNP) into RNA NF. Folic acid (FA) modified MNP/RNA NF (FA/MNP/RNA NF) was used as a targeting nanocarrier with excellent biocompatibility to overcome the nonselectivity of MNP/RNA NF. And then, anticancer drug doxorubicin (DOX) and photosensitizer 5, 10, 15, 20-tetrakis (1-methylpyridinium-4-yl) porphyrin (TMPyP4) binding with RNA NF were used as codrug cargo models...
February 8, 2017: Analytical Chemistry
https://www.readbyqxmd.com/read/28191934/electronic-structure-of-corrole-derivatives-insights-from-molecular-structures-spectroscopy-electrochemistry-and-quantum-chemical-calculations
#20
Abhik Ghosh
Presented herein is a comprehensive account of the electronic structure of corrole derivatives. Our knowledge in this area derives from a broad range of methods, including UV-vis-NIR absorption and MCD spectroscopies, single-crystal X-ray structure determination, vibrational spectroscopy, NMR and EPR spectroscopies, electrochemistry, X-ray absorption spectroscopy, and quantum chemical calculations, the latter including both density functional theory and ab initio multiconfigurational methods. The review is organized according to the Periodic Table, describing free-base and main-group element corrole derivatives, then transition-metal corroles, and finally f-block element corroles...
February 13, 2017: Chemical Reviews
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