Novel BODIPY-subphthalocyanine dyads with reasonable photodynamic therapy behaviours

2020 ◽  
Vol 44 (32) ◽  
pp. 13738-13744
Author(s):  
Hasan Hüseyin Kazan ◽  
Emrah Özcan ◽  
Bünyemin Çoşut ◽  
Gönül Yenilmez Çiftçi ◽  
Esra Tanrıverdi Eçik
Keyword(s):  
Photodynamic Therapy ◽  
Water Solubility ◽  
Partial Water

In this study, a set of bio-compatible and NIR emissive BODIPY-subphthalocyanine dyads (SP–DBD1–3) that contain amphiphilic triethyleneglycol units supporting partial water solubility and red absorbing BODIPY monomers (DBD1–3) were prepared.

scholarly journals Nanoparticle-Based Drug Delivery Systems for Photodynamic Therapy of Metastatic Melanoma: A Review

2021 ◽  
Vol 22 (22) ◽  
pp. 12549
Author(s):  
Nkune Williams Nkune ◽  
Heidi Abrahamse
Keyword(s):  
Photodynamic Therapy ◽  
Metastatic Melanoma ◽  
Water Solubility ◽  
Three Dimensional ◽  
New Developments ◽  
Non Invasive ◽  
Promising Strategy ◽  
Skin Malignancy ◽  
Therapeutic Outcomes ◽  
D Cell

Metastatic melanoma (MM) is a skin malignancy arising from melanocytes, the incidence of which has been rising in recent years. It poses therapeutic challenges due to its resistance to chemotherapeutic drugs and radiation therapy. Photodynamic therapy (PDT) is an alternative non-invasive modality that requires a photosensitizer (PS), specific wavelength of light, and molecular oxygen. Several studies using conventional PSs have highlighted the need for improved PSs for PDT applications to achieve desired therapeutic outcomes. The incorporation of nanoparticles (NPs) and targeting moieties in PDT have appeared as a promising strategy to circumvent various drawbacks associated with non-specific toxicity, poor water solubility, and low bioavailability of the PSs at targeted tissues. Currently, most studies investigating new developments rely on two-dimensional (2-D) monocultures, which fail to accurately mimic tissue complexity. Therefore, three-dimensional (3-D) cell cultures are ideal models to resemble tumor tissue in terms of architectural and functional properties. This review examines various PS drugs, as well as passive and active targeted PS nanoparticle-mediated platforms for PDT treatment of MM on 2-D and 3-D models. The overall findings of this review concluded that very few PDT studies have been conducted within 3-D models using active PS nanoparticle-mediated platforms, and so require further investigation.

Toward targeted photodynamic therapy

2011 ◽  
Vol 83 (4) ◽  
pp. 733-748 ◽  
Author(s):  
David Phillips
Keyword(s):  
Monoclonal Antibody ◽  
Photodynamic Therapy ◽  
Mouse Model ◽  
Tumor Cells ◽  
Water Solubility ◽  
Human Tumor ◽  
Antibody Fragments ◽  
Cell Kill ◽  
Pyropheophorbide A ◽  
Porphyrin Dimer

The sensitizers in common use for photodynamic therapy (PDT) are summarized, and approaches to the improvement of these outlined. Selectivity in the targeting of sensitizers to tumor cells and tissue is highly desirable, as is water solubility and prevention of aggregation. Some new free sensitizers are described, based upon the pyropheophorbide a (PPa) structure, and their photophysical properties, distribution in cells via confocal fluorescence microscopy, and cell kill properties described. A novel approach to targeting is to covalently attach such sensitizers to monoclonal antibody fragments, and recent work on the attachment of pyropheophorbide a to such monoclonal antibody fragments is reviewed, with a demonstration of the increased efficiency of cell kill, and the treatment of a solid human tumor in a mouse model described. Finally, an alternative method of achieving selectivity based upon two-photon excitation (TPE) using porphyrin dimer sensitizers is reviewed, and the use of these to kill tumor cells is compared with the use of a commercially available PDT sensitizer (Visudyne). TPE of a porphyrin dimer sensitizer is shown to be capable of sealing blood vessels in a mouse model.

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.

scholarly journals Recent Progress in Metal-Based Nanoparticles Mediated Photodynamic Therapy

Molecules ◽  
2018 ◽  
Vol 23 (7) ◽  
pp. 1704 ◽  
Author(s):  
Jingyao Sun ◽  
Semen Kormakov ◽  
Ying Liu ◽  
Yao Huang ◽  
Daming Wu ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Recent Progress ◽  
Water Solubility ◽  
Research Progress ◽  
Visible Range ◽  
Light Penetration ◽  
Potential Toxicity ◽  
Future Directions ◽  
Administration Routes ◽  
Recent Research Progress

Photodynamic therapy (PDT) is able to non-invasively treat and diagnose various cancers and nonmalignant diseases by combining light, oxygen, and photosensitizers (PSs). However, the application of PDT is hindered by poor water solubility and limited light-penetration depth of the currently available photosensitizers (PSs). Water solubility of PSs is crucial for designing pharmaceutical formulation and administration routes. Wavelength of light source at visible range normally has therapeutic depth less than 1 mm. In this review, focus is on the recent research progress of metal-based nanoparticles being applied in PDT. The potential toxicity of these nanoscales and future directions are further discussed.

scholarly journals Use of Cyclodextrins in Anticancer Photodynamic Therapy Treatment

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 1936 ◽  
Author(s):  
Amina Ben Mihoub ◽  
Ludivine Larue ◽  
Albert Moussaron ◽  
Zahraa Youssef ◽  
Ludovic Colombeau ◽  
...  
Keyword(s):  
Drug Delivery ◽  
Photodynamic Therapy ◽  
Molecular Oxygen ◽  
Inclusion Complexes ◽  
Water Solubility ◽  
Cellular Damage ◽  
Hybrid Nanoparticles ◽  
Binding Modes

Photodynamic therapy (PDT) is mainly used to destroy cancerous cells; it combines the action of three components: a photoactivatable molecule or photosensitizer (PS), the light of an appropriate wavelength, and naturally occurring molecular oxygen. After light excitation of the PS, the excited PS then reacts with molecular oxygen to produce reactive oxygen species (ROS), leading to cellular damage. One of the drawbacks of PSs is their lack of solubility in water and body tissue fluids, thereby causing low bioavailability, drug-delivery efficiency, therapeutic efficacy, and ROS production. To improve the water-solubility and/or drug delivery of PSs, using cyclodextrins (CDs) is an interesting strategy. This review describes the in vitro or/and in vivo use of natural and derived CDs to improve antitumoral PDT efficiency in aqueous media. To achieve these goals, three types of binding modes of PSs with CDs are developed: non-covalent CD–PS inclusion complexes, covalent CD–PS conjugates, and CD–PS nanoassemblies. This review is divided into three parts: (1) non-covalent CD-PS inclusion complexes, covalent CD–PS conjugates, and CD–PS nanoassemblies, (2) incorporating CD–PS systems into hybrid nanoparticles (NPs) using up-converting or other types of NPs, and (3) CDs with fullerenes as PSs.

scholarly journals Smart Polymeric Delivery System for Antitumor and Antimicrobial Photodynamic Therapy

2021 ◽  
Vol 9 ◽  
Author(s):  
Zhijia Wang ◽  
Fu-Jian Xu ◽  
Bingran Yu
Keyword(s):  
Photodynamic Therapy ◽  
Bacterial Infections ◽  
Water Solubility ◽  
Polymeric Materials ◽  
Delivery Systems ◽  
Antimicrobial Photodynamic Therapy ◽  
Oxygen Species ◽  
Infection Site ◽  
Polymeric Delivery ◽  
Similarities And Differences

Photodynamic therapy (PDT) has attracted tremendous attention in the antitumor and antimicrobial areas. To enhance the water solubility of photosensitizers and facilitate their accumulation in the tumor/infection site, polymeric materials are frequently explored as delivery systems, which are expected to show target and controllable activation of photosensitizers. This review introduces the smart polymeric delivery systems for the PDT of tumor and bacterial infections. In particular, strategies that are tumor/bacteria targeted or activatable by the tumor/bacteria microenvironment such as enzyme/pH/reactive oxygen species (ROS) are summarized. The similarities and differences of polymeric delivery systems in antitumor and antimicrobial PDT are compared. Finally, the potential challenges and perspectives of those polymeric delivery systems are discussed.

scholarly journals Chlorin e6-Biotin Conjugates for Tumor-Targeting Photodynamic Therapy

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7342
Author(s):  
Wei Liu ◽  
Xingqun Ma ◽  
Yingying Jin ◽  
Jie Zhang ◽  
Yang Li ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Hela Cells ◽  
Tumor Targeting ◽  
Laser Scanning ◽  
Water Solubility ◽  
Laser Scanning Microscopy ◽  
Chlorin E6 ◽  
Confocal Laser ◽  
Oxygen Generation ◽  
Targeting Ability

To improve the tumor-targeting efficacy of photodynamic therapy, biotin was conjugated with chlorin e6 to develop a new tumor-targeting photosensitizer, Ce6-biotin. The Ce6-biotin had good water solubility and low aggregation. The singlet-oxygen generation rate of Ce6-biotin was slightly increased compared to Ce6. Flow cytometry and confocal laser scanning microscopy results confirmed Ce6-biotin had higher binding affinity toward biotin-receptor-positive HeLa human cervical carcinoma cells than its precursor, Ce6. Due to the BR-targeting ability of Ce6-biotin, it exhibited stronger cytotoxicity to HeLa cells upon laser irradiation. The IC50 against HeLa cells of Ce6-biotin and Ce6 were 1.28 µM and 2.31 µM, respectively. Furthermore, both Ce6-biotin and Ce6 showed minimal dark toxicity. The selectively enhanced therapeutic efficacy and low dark toxicity suggest that Ce6-biotin is a promising PS for BR-positive-tumor-targeting photodynamic therapy.

scholarly journals Multifunctional AIE Iridium (III) Photosensitizer Nanoparticles for Two-Photon-Activated Imaging and Mitochondria Targeting  Photodynamic Therapy

2021 ◽  
Author(s):  
Xuzi Cai ◽  
Kangnan Wang ◽  
Wen Ma ◽  
yuanyuan Yang ◽  
Gui Chen ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Water Solubility ◽  
Redox Homeostasis ◽  
Tissue Imaging ◽  
Ros Generation ◽  
Generation Efficiency ◽  
Deep Tissue ◽  
Two Photon ◽  
Targeting Ability

Abstract Developing novel photosensitizers for deep tissue imaging and efficient photodynamic therapy (PDT) remains a challengebecause of the poor water solubility, low reactive oxygen species (ROS) generation efficiency, serve dark cytotoxicity, and weak absorption in the NIR region of conventional photosensitizers. Herein,cyclometalated iridium (III) complexes(Ir)with aggregation-induced emission (AIE) feature, high photoinduced ROS generation efficiency, two-photonexcitation, and mitochondria-targetingcapability were designed and further encapsulated into biocompatible nanoparticles (NPs).The Ir-NPs can be used to disturb redox homeostasis in vitro, result in mitochondrial dysfunction and cell apoptosis. Importantly, invivo experiments demonstrated that theIr-NPs presented obviously tumor-targeting ability, excellent antitumor effect, and low systematic dark-toxicity. Moreover, the Ir-NPs could serve as a two-photon imaging agent for deep tissue bioimaging with a penetration depth of up to 300 μm. This work presents a promising strategy for designing a clinical application of multifunctional Ir-NPs toward bioimaging and PDT.

scholarly journals A Novel Water-Soluble Photosensitizer for Photodynamic Inactivation of Gram-Positive Bacteria

2020 ◽  
Author(s):  
Zihuayuan Yang ◽  
Ying Qiao ◽  
Junying Li ◽  
Fu-Gen Wu ◽  
Fengming Lin
Keyword(s):  
Photodynamic Therapy ◽  
Water Solubility ◽  
Uv Light ◽  
Water Soluble ◽  
Light Irradiation ◽  
Microbial Fermentation ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Uv Light Irradiation

AbstractAntimicrobial photodynamic therapy (APDT) is a promising alternative to traditional antibiotics for bacterial infections, which inactivates a broad spectrum of bacteria. However, it has some disadvantages including poor water solubility and easy aggregation of hydrophobic photosensitizers (PS), and poor tissue penetration and cytotoxicity when using UV as the light source, leading to undesired photodynamic therapy efficacy. Herein, we develop a novel water-soluble natural PS (sorbicillinoids) obtained by microbial fermentation using recombinant filamentous fungus Trichoderma reesei (T. reesei). Sorbicillinoids could effectively generate singlet oxygen (1O2) under ultraviolet (UV) light irradiation, and ultimately display photoinactivation activity on Gram-positive bacteria, but not Gram-negative ones. Staphylococcus aureus (S. aureus) treated with sorbicillinoids and UV light displayed high levels of intracellular reactive oxygen species (ROS), notable DNA photocleavage, and compromised cell semi-permeability without overt cell membrane disruption. Moreover, the dark toxicity, phototoxicity or hemolysis activity of sorbicillinoids is negligible, showing its excellent biocompatibility. Therefore, sorbicillinoids, a type of secondary metabolite from fungus, has a promising future as a new PS for APDT using nontoxic dose of UV light irradiation.ImportanceIt is of great value to develop novel PSs for APDT to enhance its efficacy for the reason that many traditional PSs have disadvantages like low water solubility and poor biocompatibility. In this study, we develop a novel water-soluble natural PS - sorbicillinoids obtained by microbial fermentation using T. reesei. Sorbicillinoids could effectively generate singlet oxygen under UV light irradiation, and ultimately display photoinactivation activity on Gram-positive bacteria, but not Gram-negative ones. More importantly, UV light can generally only be used to inactivate bacteria on the surface due to its weak penetration. However, it can penetrate deep into the solution and inactivate bacteria in the presence of sorbicillinoids. Therefore, sorbicillinoids, a type of secondary metabolite from fungus, has a promising future as a new PS for APDT using nontoxic dose of UV light irradiation.

Lactose-conjugated porphyrin: Synthesis and photobiological evaluation as potential agents for photodynamic therapy

2021 ◽  
Author(s):  
Yue Cao ◽  
Xin Zhang ◽  
Bo Ren ◽  
Xiaodong Yang
Keyword(s):  
Photodynamic Therapy ◽  
Water Solubility ◽  
Application Range ◽  
Porphyrin Derivatives ◽  
The Poor ◽  
Specific Cytotoxicity ◽  
Tumor Selectivity ◽  
Porphyrin Synthesis

Porphyrin-based photosensitizers are conventional photodynamic agents applied in clinic. However, their clinic application has been overshadowed by the poor water solubility. In addition, they have weak tumor selectivity, which may cause undesirable side effects. The preparation of novel porphyrin derivatives has been explored for the potential application in photodynamic therapy (PDT). To achieve this goal, lactose-conjugated porphyrin nanoparticles (Lac-PorNPs) has been synthesized and characterized. PDT with Lac-PorNPs exhibits tumor-specific cytotoxicity in lactose receptor overexpressed HepG2 cells in vitro and in vivo. In summary, we designed and synthesized lactose conjugates porphyrin with enhanced water-solubility and tumor selectivity. This work expanded the application range of porphyrin-based photosensitizers for cancer treatment.

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