scholarly journals A H2O2-Responsive Boron Dipyrromethene-Based Photosensitizer for Imaging-Guided Photodynamic Therapy

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 32 ◽  
Author(s):  
Zhi-Wei Wang ◽  
Dan Su ◽  
Xiao-Qiang Li ◽  
Jing-Jing Cao ◽  
De-Chao Yang ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Fluorescence Emission ◽  
Human Embryonic Lung ◽  
Buffer Solution ◽  
Promising Candidate ◽  
Oxygen Generation ◽  
Boron Dipyrromethene ◽  
Band Absorption ◽  
Phosphate Buffered Saline ◽  
Human Embryonic Lung Fibroblast

In this study, we demonstrate a novel H2O2 activatable photosensitizer (compound 7) which contains a diiodo distyryl boron dipyrromethene (BODIPY) core and an arylboronate group that quenches the excited state of the BODIPY dye by photoinduced electron transfer (PET). The BODIPY-based photosensitizer is highly soluble and remains nonaggregated in dimethyl sulfoxide (DMSO) as shown by the intense and sharp Q-band absorption (707 nm). As expected, compound 7 exhibits negligible fluorescence emission and singlet oxygen generation efficiency. However, upon interaction with H2O2, both the fluorescence emission and singlet oxygen production of the photosensitizer can be restored in phosphate buffered saline (PBS) solution and PBS buffer solution containing 20% DMSO as a result of the cleavage of the arylboronate group. Due to the higher concentration of H2O2 in cancer cells, compound 7 even with low concentration is particularly sensitive to human cervical carcinoma (HeLa) cells (IC50 = 0.95 μM) but hardly damage human embryonic lung fibroblast (HELF) cells. The results above suggest that this novel BODIPY derivative is a promising candidate for fluorescence imaging-guided photodynamic cancer therapy.

Synthesis of covalently bonded boron-dipyrromethene–diarylethene for building a stable photosensitizer with photo-controlled reversibility

2016 ◽  
Vol 52 (31) ◽  
pp. 5470-5473 ◽  
Author(s):  
Qiao-Ju Hu ◽  
Yu-Chen Lu ◽  
Cheng-Xiong Yang ◽  
Xiu-Ping Yan
Keyword(s):  
Singlet Oxygen ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Covalently Bonded ◽  
Boron Dipyrromethene

A novel covalently bonded aza-boron-dipyrromethene–diarylethene photosensitizer was prepared for reversible photo-controlled singlet oxygen generation.

Germanium triazatetrabenzcorrole and germanium phthalocyanine: Synthesis, fluorescence and singlet oxygen generation

2018 ◽  
Vol 22 (09n10) ◽  
pp. 847-852 ◽  
Author(s):  
Xian-Fu Zhang ◽  
Xiaojie Sun
Keyword(s):  
Singlet Oxygen ◽  
Fluorescence Emission ◽  
Emission Spectra ◽  
Fluorescence Properties ◽  
Quantum Yields ◽  
Fluorescence Lifetimes ◽  
Fluorescence Emission Spectra ◽  
Oxygen Generation ◽  
Fluorescence Quantum Yields ◽  
Singlet Oxygen Generation

The synthesis, fluorescence properties and singlet oxygen generation capability of germanium tetrabenzotriazacorrole (LGeTBC), germanium phthalocyanine (Cl[Formula: see text]GePc) and their derivatives are described. Measurements include UV-vis absorption spectra, fluorescence emission spectra, fluorescence quantum yields fluorescence lifetimes, and singlet delta oxygen quantum yields. LGeTBC and its derivatives exhibit quite different spectral and fluorescence properties from their phthalocyanine precursor. Both LGeTBC and Cl[Formula: see text]GePc show high singlet delta oxygen quantum yields and suitable fluorescence quantum yields, indicating that they can act as good singlet oxygen photosensitizers for photodynamic therapy.

Synthesis, singlet oxygen generation and DNA photocleavage of β,β′-conjugated polycationic porphyrins

2019 ◽  
Vol 23 (06) ◽  
pp. 655-663 ◽  
Author(s):  
Li Chen ◽  
Yimei Zhao ◽  
Xinyu Sun ◽  
Jun Jiang ◽  
Fengshou Wu ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Fluorescence Emission ◽  
Binding Constants ◽  
Binding Mode ◽  
Binding Modes ◽  
Cleavage Rate ◽  
Oxygen Generation ◽  
Vis Spectroscopy ◽  
Pbr322 Plasmid ◽  
Ct Dna

In this paper, three [Formula: see text],[Formula: see text]-conjugated cationic porphyrin compounds were designed and synthesized. The structure of the intermediates and desired porphyrins were confirmed by UV, IR, 1H NMR, MS and elemental analysis. The interaction modes between these porphyrins and ct-DNA were studied by UV-vis spectroscopy and fluorescence emission spectroscopy. The results showed that PCP 1 had an external binding mode with DNA at low DNA concentration and could intercalate DNA with the increase of concentration. PCP 2 interacted with DNA through an external binding mode, and PCP 3 could insert into DNA. The binding constants ([Formula: see text] between PCP1[Formula: see text]PCP3 and ct-DNA were calculated to be 8.41 × 104, 7.33 × 104 and 4.14 × 104 M[Formula: see text], respectively. The singlet oxygen (1O[Formula: see text] generation of PCP1[Formula: see text]PCP3 was determined by the 1,3-diphenylisobenzofuran (DPBF) method using tetrapyridylporphyrin (H2TMPyP) as a reference. The 1O2 generation rate of PCP1[Formula: see text]PCP3 followed the order of PCP2 >PCP1>H2TMPyP >PCP3. Subsequently, the photocleavage effect of porphyrins on pBR322 plasmid DNA was studied by gel electrophoresis. At 10.0 [Formula: see text]M, PCP1 and PCP2 could cleave DNA completely. At 2.0 [Formula: see text]M, the cleavage rate of DNA by PCP3 was 57.5%, which was significantly higher than that of H2TMPyP (38.8%). These results verified that the amount of cationic ions in the porphyrin structure could affect the binding modes of porphyrins with DNA and their cleavage ability of DNA.

scholarly journals Gold Nanostars-AIE Theranostic Nanodots with Enhanced Fluorescence and Photosensitization Towards Effective Image-Guided Photodynamic Therapy

2021 ◽  
Vol 13 (1) ◽  
Author(s):  
Mohammad Tavakkoli Yaraki ◽  
Min Wu ◽  
Eshu Middha ◽  
Wenbo Wu ◽  
Soroosh Daqiqeh Rezaei ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Singlet Oxygen ◽  
Enhancement Factor ◽  
Fluorescence Emission ◽  
Localized Surface Plasmon ◽  
Enhanced Fluorescence ◽  
Oxygen Generation ◽  
Image Guided ◽  
Singlet Oxygen Generation

AbstractDual-functional aggregation-induced photosensitizers (AIE-PSs) with singlet oxygen generation (SOG) ability and bright fluorescence in aggregated state have received much attention in image-guided photodynamic therapy (PDT). However, designing an AIE-PS with both high SOG and intense fluorescence via molecular design is still challenging. In this work, we report a new nanohybrid consisting of gold nanostar (AuNS) and AIE-PS dots with enhanced fluorescence and photosensitization for theranostic applications. The spectral overlap between the extinction of AuNS and fluorescence emission of AIE-PS dots (665 nm) is carefully selected using five different AuNSs with distinct localized surface plasmon (LSPR) peaks. Results show that all the AuNSs can enhance the 1O2 production of AIE-PS dots, among which the AuNS with LSPR peak at 585 nm exhibited the highest 1O2 enhancement factor of 15-fold with increased fluorescence brightness. To the best of our knowledge, this is the highest enhancement factor reported for the metal-enhanced singlet oxygen generation systems. The Au585@AIE-PS nanodots were applied for simultaneous fluorescence imaging and photodynamic ablation of HeLa cancer cells with strongly enhanced PDT efficiency in vitro. This study provides a better understanding of the metal-enhanced AIE-PS nanohybrid systems, opening up new avenue towards advanced image-guided PDT with greatly improved efficacy.

Design of Novel Photosensitizers and Controlled Singlet Oxygen Generation for Photodynamic Therapy

2021 ◽  
Author(s):  
Esra Tanrıverdi Eçik ◽  
Onur BULUT ◽  
Hasan Hüseyin Kazan ◽  
Elif Şenkuytu ◽  
Bunyemin Cosut
Keyword(s):  
Photodynamic Therapy ◽  
Cancer Treatment ◽  
Singlet Oxygen ◽  
Side Effect ◽  
Side Effect Profile ◽  
High Ability ◽  
Lower Side ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Promising Strategy

Photodynamic therapy (PDT) is a promising strategy in cancer treatment with its relatively lower side effect profile. Undoubtedly, the key component of PDT is the photosensitizers with a high ability...

scholarly journals Photophysical Properties of Protoporphyrin IX, Pyropheophorbide-a, and Photofrin® in Different Conditions

2021 ◽  
Vol 14 (2) ◽  
pp. 138
Author(s):  
Bauyrzhan Myrzakhmetov ◽  
Philippe Arnoux ◽  
Serge Mordon ◽  
Samir Acherar ◽  
Irina Tsoy ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Photophysical Properties ◽  
Protoporphyrin Ix ◽  
Fluorescence Emission ◽  
Solvent Polarity ◽  
Visible Absorption ◽  
Light Dosimetry ◽  
Time Resolved ◽  
Pyropheophorbide A ◽  
Influence Of Solvent

Photodynamic therapy (PDT) is an innovative treatment of malignant or diseased tissues. The effectiveness of PDT depends on light dosimetry, oxygen availability, and properties of the photosensitizer (PS). Depending on the medium, photophysical properties of the PS can change leading to increase or decrease in fluorescence emission and formation of reactive oxygen species (ROS) especially singlet oxygen (1O2). In this study, the influence of solvent polarity, viscosity, concentration, temperature, and pH medium on the photophysical properties of protoporphyrin IX, pyropheophorbide-a, and Photofrin® were investigated by UV-visible absorption, fluorescence emission, singlet oxygen emission, and time-resolved fluorescence spectroscopies.

Sign in / Sign up

Export Citation Format

Share Document