scholarly journals Evaluation of Polyhedral Oligomeric Silsesquioxane Porphyrin Derivatives on Photodynamic Therapy

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4965
Author(s):  
Paolo Siano ◽  
Alexis Johnston ◽  
Paula Loman-Cortes ◽  
Zaneta Zhin ◽  
Juan L. Vivero-Escoto
Keyword(s):  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Functional Groups ◽  
Steric Hindrance ◽  
Polyhedral Oligomeric Silsesquioxane ◽  
Porphyrin Derivatives ◽  
And Performance ◽  
Oligomeric Silsesquioxane

Polyhedral oligomeric silsesquioxane (POSS) is a promising scaffold to be used as delivery system. POSS can modify the properties of photosensitizers to enhance their efficacy toward photodynamic therapy (PDT). In this work, we designed, synthesized and characterized five different POSS porphyrin (POSSPs 1–5) derivatives containing hydrophobic (1–3) and hydrophilic (4 and 5) functional groups. In general, all the POSSPs showed a better singlet oxygen quantum yield than the parent porphyrins due to the steric hindrance from the POSS unique structure. POSSPs 1 and 3 containing isobutyl groups showed better PDT performance in cancer cells at lower concentrations than POSSPs 4 and 5. However; at higher concentrations, the POSSP4 containing hydrophilic groups has an enhanced PDT efficiency as compared with the parent porphyrin. We envision that the chemical tunability of POSSs can be used as a promising option to improve the delivery and performance of photosensitizers.

scholarly journals Ruthenium-based PACT agents based on bisquinoline chelates: synthesis, photochemistry, and cytotoxicity

2021 ◽  
Author(s):  
Anja Busemann ◽  
Ingrid Flaspohler ◽  
Xue-Quan Zhou ◽  
Claudia Schmidt ◽  
Sina K. Goetzfried ◽  
...  
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Cellular Uptake ◽  
Ruthenium Complex ◽  
Human Cancer ◽  
Light Irradiation ◽  
Quantum Yields ◽  
Light Activation ◽  
Human Cancer Cells

AbstractThe known ruthenium complex [Ru(tpy)(bpy)(Hmte)](PF6)2 ([1](PF6)2, where tpy = 2,2’:6’,2″-terpyridine, bpy = 2,2’-bipyridine, Hmte = 2-(methylthio)ethanol) is photosubstitutionally active but non-toxic to cancer cells even upon light irradiation. In this work, the two analogs complexes [Ru(tpy)(NN)(Hmte)](PF6)2, where NN = 3,3'-biisoquinoline (i-biq, [2](PF6)2) and di(isoquinolin-3-yl)amine (i-Hdiqa, [3](PF6)2), were synthesized and their photochemistry and phototoxicity evaluated to assess their suitability as photoactivated chemotherapy (PACT) agents. The increase of the aromatic surface of [2](PF6)2 and [3](PF6)2, compared to [1](PF6)2, leads to higher lipophilicity and higher cellular uptake for the former complexes. Such improved uptake is directly correlated to the cytotoxicity of these compounds in the dark: while [2](PF6)2 and [3](PF6)2 showed low EC50 values in human cancer cells, [1](PF6)2 is not cytotoxic due to poor cellular uptake. While stable in the dark, all complexes substituted the protecting thioether ligand upon light irradiation (520 nm), with the highest photosubstitution quantum yield found for [3](PF6)2 (Φ[3] = 0.070). Compounds [2](PF6)2 and [3](PF6)2 were found both more cytotoxic after light activation than in the dark, with a photo index of 4. Considering the very low singlet oxygen quantum yields of these compounds, and the lack of cytotoxicity of the photoreleased Hmte thioether ligand, it can be concluded that the toxicity observed after light activation is due to the photoreleased aqua complexes [Ru(tpy)(NN)(OH2)]2+, and thus that [2](PF6)2 and [3](PF6)2 are promising PACT candidates. Graphic abstract

Linear and high-molecular-weight poly-porphyrins for efficient photodynamic therapy

2021 ◽  
Author(s):  
Nan Zheng ◽  
Xiahui Li ◽  
Shangwei Huangfu ◽  
Kangkai Xia ◽  
Ruofei Yue ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
High Molecular Weight ◽  
Linear Poly ◽  
High Molecular Weight Poly

A linear poly-porphyrin with high Mw and conjugated by PEG and acetazolamide was developed with enhanced singlet oxygen quantum yield, improved photo-toxicity and excellent in vivo photodynamic therapy.

A folate-conjugated platinum porphyrin complex as a new cancer-targeting photosensitizer for photodynamic therapy

2019 ◽  
Vol 17 (21) ◽  
pp. 5367-5374 ◽  
Author(s):  
Mengqian Yang ◽  
Jingran Deng ◽  
Ding Guo ◽  
Jie Zhang ◽  
Lixia Yang ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
Cancer Targeting ◽  
Porphyrin Complex ◽  
Platinum Porphyrin ◽  
Targeting Ability

A new folate-conjugated platinum porphyrin complex was synthesized, which displayed high singlet oxygen quantum yield and strong targeting ability.

Taurine-modified Ru(ii)-complex targets cancerous brain cells for photodynamic therapy

2017 ◽  
Vol 53 (44) ◽  
pp. 6033-6036 ◽  
Author(s):  
Enming Du ◽  
Xunwu Hu ◽  
Sona Roy ◽  
Peng Wang ◽  
Kieran Deasy ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Cancer Cells ◽  
Water Solubility ◽  
Brain Cells ◽  
Independent Manner ◽  
Ru Complex

Symmetrical taurine modification not only enhances the intracellular affinity of a polypyridyl Ru-complex to cancer cells, but also boosts the quantum yield in a pH-independent manner without sacrificing water solubility for cytosolic photosensitizers of photodynamic therapy, with prominent efficacy in cancerous brain cells.

Absorption-dependent generation of singlet oxygen from gold bipyramids excited under low power density

RSC Advances ◽  
2015 ◽  
Vol 5 (100) ◽  
pp. 81897-81904 ◽  
Author(s):  
Junliang Lv ◽  
Xin Zhang ◽  
Nana Li ◽  
Baoju Wang ◽  
Sailing He
Keyword(s):  
Photodynamic Therapy ◽  
Low Power ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Power Density ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Photodynamic Therapy Of Cancer

Gold bipyramid-mediated singlet oxygen generation for photodynamic therapy of cancer cells in the optical biological window.

scholarly journals A self-reporting AIE probe with a built-in singlet oxygen sensor for targeted photodynamic ablation of cancer cells

2016 ◽  
Vol 7 (3) ◽  
pp. 1862-1866 ◽  
Author(s):  
Youyong Yuan ◽  
Chong-Jing Zhang ◽  
Shidang Xu ◽  
Bin Liu
Keyword(s):  
Photodynamic Therapy ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Oxygen Sensor ◽  
Aggregation Induced Emission ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation

A probe for the in situ monitoring of singlet oxygen generation during targeted theranostic photodynamic therapy is developed based on a photosensitizer with aggregation-induced emission (AIE) characteristics and conjugated to a fluorogenic rhodol dye via a singlet oxygen cleavable linker.

scholarly journals Tritolylporphyrin dimer as a new potent hydrophobic sensitizer for photodynamic therapy of melanoma.

2001 ◽  
Vol 48 (1) ◽  
pp. 277-282 ◽  
Author(s):  
A Drzewiecka ◽  
K Urbańska ◽  
Z Matuszak ◽  
M Pineiro ◽  
L G Arnaut ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
Biological Effect ◽  
Photophysical Properties ◽  
Red Light ◽  
Human Melanoma ◽  
Oxygen Production ◽  
Absorption And Emission ◽  
Emission Properties

We report the synthesis, photochemical and photophysical properties and preliminary studies on biological effect of a new tritolylporphyrin dimer (T-D). Absorption and emission properties of T-D suggest its possible use in photodynamic therapy. T-D is capable of singlet oxygen production with 0.8 quantum yield. It also has a high photostability. The photodynamic properties of the dimer were examined following the growth of SKMEL 188 (human melanoma) cells irradiated with red light (cut off < 630 nm). The surviving fraction of the cells decreased about 3-fold (vs. non-irradiated cells) for an 81 J/cm dose. Our results suggest that tritolylporphyrine dimer T-D may be an interesting hydrophobic sensitizer for photodynamic therapy.

Emerging Therapeutic Targets in Oncologic Photodynamic Therapy

2019 ◽  
Vol 24 (44) ◽  
pp. 5268-5295 ◽  
Author(s):  
Gina Manda ◽  
Mihail E. Hinescu ◽  
Ionela V. Neagoe ◽  
Luis F.V. Ferreira ◽  
Rica Boscencu ◽  
...  
Keyword(s):  
Cell Death ◽  
Photodynamic Therapy ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Cancer Progression ◽  
Molecular Mechanisms ◽  
Therapeutic Targets ◽  
Molecular Networks ◽  
Systems Medicine ◽  
Therapeutic Tools

Background:Reactive oxygen species sustain tumorigenesis and cancer progression through deregulated redox signalling which also sensitizes cancer cells to therapy. Photodynamic therapy (PDT) is a promising anti-cancer therapy based on a provoked singlet oxygen burst, exhibiting a better toxicological profile than chemo- and radiotherapy. Important gaps in the knowledge on underlining molecular mechanisms impede on its translation towards clinical applications.Aims and Methods:The main objective of this review is to critically analyse the knowledge lately gained on therapeutic targets related to redox and inflammatory networks underlining PDT and its outcome in terms of cell death and resistance to therapy. Emerging therapeutic targets and pharmaceutical tools will be documented based on the identified molecular background of PDT.Results:Cellular responses and molecular networks in cancer cells exposed to the PDT-triggered singlet oxygen burst and the associated stresses are analysed using a systems medicine approach, addressing both cell death and repair mechanisms. In the context of immunogenic cell death, therapeutic tools for boosting anti-tumor immunity will be outlined. Finally, the transcription factor NRF2, which is a major coordinator of cytoprotective responses, is presented as a promising pharmacologic target for developing co-therapies designed to increase PDT efficacy.Conclusion:There is an urgent need to perform in-depth molecular investigations in the field of PDT and to correlate them with clinical data through a systems medicine approach for highlighting the complex biological signature of PDT. This will definitely guide translation of PDT to clinic and the development of new therapeutic strategies aimed at improving PDT.

scholarly journals A multifunctional nanoprobe for targeting tumors and mitochondria with singlet oxygen generation and monitoring mitochondrion pH changes in cancer cells by ratiometric fluorescence imaging

2020 ◽  
Vol 11 (14) ◽  
pp. 3636-3643 ◽  
Author(s):  
Jingjin Zhao ◽  
Mengbing Zou ◽  
Mengjiao Huang ◽  
Liangliang Zhang ◽  
Keqin Yang ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Fluorescence Imaging ◽  
Ratiometric Fluorescence ◽  
Oxygen Generation ◽  
Ph Changes ◽  
Singlet Oxygen Generation ◽  
Multifunctional Nanoprobe

A multifunctional nanoprobe with singlet oxygen generation that can target tumors and mitochondria was developed for photodynamic therapy of tumors and monitoring mitochondrion pH changes in cancer cells by ratiometric fluorescence imaging.

scholarly journals Reasons for enhanced activity of doxorubicin on co-delivery with octa(3-aminopropyl)silsesquioxane

RSC Advances ◽  
2020 ◽  
Vol 10 (26) ◽  
pp. 15579-15585 ◽  
Author(s):  
Kinga Piorecka ◽  
Jan Kurjata ◽  
Irena Bak-Sypien ◽  
Marek Cypryk ◽  
Urszula Steinke ◽  
...  
Keyword(s):  
Functional Groups ◽  
Polyhedral Oligomeric Silsesquioxane ◽  
Enhanced Activity ◽  
Oligomeric Silsesquioxane

The interaction between polyhedral oligomeric silsesquioxane (POSS) and doxorubicin, leading to formation of active complexes involving POSS functional aminopropyl groups and anthracycline functional groups.

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