In-vitro singlet oxygen threshold dose at PDT with Radachlorin photosensitizer

Author(s):  
Vladimir V. Klimenko ◽  
Stanislav Shmakov ◽  
Nikita Kaydanov ◽  
Nikolay Knyazev ◽  
Alexey Bogdanov ◽  
...  
2018 ◽  
Vol 15 (2) ◽  
pp. 179-207
Author(s):  
Ashaparna Mondal ◽  
Priyankar Paira

Background: Currently ruthenium complexes are immerging as effective anticancer agents due to their less toxicity, better antiproliferative and antimetastatic activity, better stability in cellular environment and most importantly variable oxidation and co-ordination states of ruthenium allows binding this molecule with a variety of ligands. So in past few years researchers have shifted their interest towards organoruthenium complexes having good fluorescent profile that may be applicable for cancer theranostics. Nowadays, photodynamic therapy has become more acceptable because of its easy and effective approach towards killing cancer cells. Objective: Objective of this review article is to shed light on synthesis, characterization, stability and fluorescence studies of various ruthenium [Ru(II) and Ru(III)] complexes and different bioactivity studies conducted with the synthesized compounds to test their candidacy as potent chemotherapeutic agents. Methods: Various heterocyclic ligands containing N,O and S as heteroatom mainly were prepared and subjected to complexation with ruthenium-p-cymene moiety. In most cases [Ru(η6-p-cymene)(µ-Cl)Cl]2 was used as ruthenium precursor and the reactions were conducted in various alcohol medium such as methanol, ethanol or propanol. The synthesized complexes were characterized by 1H NMR and 13C NMR spectroscopy, GC-MS, ESI-MS, elemental analysis and single crystal X-ray crystallography methods. Fluorescence study and stability study were conducted accordingly using water, PBS buffer or DMSO. Stable compounds were considered for cell viability studies. To study the efficacy of the compounds in ROS generation as photosensitizers, in few cases, singlet oxygen quantum yields in presence of light were calculated. Suitable compounds were selected for in vitro & in vivo antiproliferative, anti-invasive activity studies. Result: Many newly synthesized compounds were found to have less IC50 compared to a standard drug cysplatin. Those compounds were also stable preferably in physiological conditions. Good fluorescence profile and ROS generation ability were observed for few compounds. Conclusion: Numerous ruthenium complexes were developed which can be used as cancer theranostic agents. Few molecules were synthesized as photosensitizers which were supposed to generate reactive singlet oxygen species in targeted cellular environment in presence of a particular type of light and thereby ceasing cancer cell growth.


2021 ◽  
Vol 22 (12) ◽  
pp. 6618
Author(s):  
Ruth Prieto-Montero ◽  
Alejandro Prieto-Castañeda ◽  
Alberto Katsumiti ◽  
Miren P. Cajaraville ◽  
Antonia R. Agarrabeitia ◽  
...  

BODIPY dyes have recently attracted attention as potential photosensitizers. In this work, commercial and novel photosensitizers (PSs) based on BODIPY chromophores (haloBODIPYs and orthogonal dimers strategically designed with intense bands in the blue, green or red region of the visible spectra and high singlet oxygen production) were covalently linked to mesoporous silica nanoparticles (MSNs) further functionalized with PEG and folic acid (FA). MSNs approximately 50 nm in size with different functional groups were synthesized to allow multiple alternatives of PS-PEG-FA decoration of their external surface. Different combinations varying the type of PS (commercial Rose Bengal, Thionine and Chlorine e6 or custom-made BODIPY-based), the linkage design, and the length of PEG are detailed. All the nanosystems were physicochemically characterized (morphology, diameter, size distribution and PS loaded amount) and photophysically studied (absorption capacity, fluorescence efficiency, and singlet oxygen production) in suspension. For the most promising PS-PEG-FA silica nanoplatforms, the biocompatibility in dark conditions and the phototoxicity under suitable irradiation wavelengths (blue, green, or red) at regulated light doses (10–15 J/cm2) were compared with PSs free in solution in HeLa cells in vitro.


2005 ◽  
Vol 77 (6) ◽  
pp. 1059-1074 ◽  
Author(s):  
Axel G. Griesbeck ◽  
Tamer T. El-Idreesy ◽  
Anna Bartoschek

Photooxygenation involving the first excited singlet state of molecular oxygen is a versatile method for the generation of a multitude of oxy-functionalized target molecules often with high regio- and stereoselectivities. The efficiency of singlet-oxygen reactions is largely dependent on the nonradiative deactivation paths, mainly induced by the solvent and the substrate intrinsically. The intrinsic (physical) quenching properties as well as the selectivity-determining factors of the (chemical) quenching can be modified by adjusting the microenvironment of the reactive substrate. Tetraarylporphyrins or protoporphyrin IX were embedded in polystyrene (PS) beads and in polymer films or covalently linked into PS during emulsion polymerization. These polymer matrices are suitable for a broad variety of (solvent-free) photooxygenation reactions. One specific example discussed in detail is the ene reaction of singlet oxygen with chiral allylic alcohols yielding unsaturated β-hydroperoxy alcohols in (threo) diastereoselectivities, which depended on the polarity and hydrogen-bonding capacity of the polymer matrix. These products were applied for the synthesis of mono- and spirobicyclic 1,2,4-trioxanes, molecules that showed moderate to high antimalarial properties. Subsequent structure optimization resulted in in vitro activities that surpassed that of the naturally occurring sesquiterpene-peroxide artemisinin.


2018 ◽  
Vol 47 (37) ◽  
pp. 12852-12857 ◽  
Author(s):  
Hua Ma ◽  
Xin Wang ◽  
Bo Song ◽  
Liu Wang ◽  
Zhixin Tang ◽  
...  

A visible-light-excitable Eu3+ complex-based luminescent probe for the time-gated luminescence detection of singlet oxygen in vitro and in vivo.


2014 ◽  
Author(s):  
Timothy C. Zhu ◽  
Baochang Liu ◽  
Michele M. Kim ◽  
Dayton McMillan ◽  
Xing Liang ◽  
...  

2011 ◽  
Vol 393-395 ◽  
pp. 1029-1032
Author(s):  
Hui Jing Mao ◽  
Zhi Long Chen ◽  
Ying Ye

Pyropheophorbid-a (PyroPheo) is one of the well-known photosensitizers which can be useful for future clinical applications. This work is aimed to compare and measure generation rates of single oxygen through activation of pyropheophorbide-a by four different wavelength, and observe the sensitivity of pyropheophorbide-a mediated photodynamic therapy for eca-109 cell. Methods: UV-vis spectrophotometrics was used to measure decrease of singlet oxygen probe 9,10-dimethylanthracene(DPBF) so as to evaluate singlet oxygen production generation. The Eca-109 cells were were exposed to light (650nm) with a constant light power of 200mW/cm2, at a distance of 5cm, for 25 to 200 seconds. The results were measured by MTT assay. Results: pyropheophorbide-a in DMF solution irradiation by different light power can produce singlet oxygen quickly. Comparison of single oxygen generation rate has proved that photodynamic effect at 532nm is fastest, followed by 650nm, 635nm, 690nm which has correlation with absorbance of pyropheophorbide-a. The survival rate of cells dropped after irradiation by light what was significantly different from other groups. Conclusion: pyropheophorbide-a is an excellent photosensitizer and prooxidant. Through activated by different wavelength it could be apply to different disease


Materials ◽  
2020 ◽  
Vol 13 (9) ◽  
pp. 2083
Author(s):  
Tiago D. Martins ◽  
Eurico Lima ◽  
Renato E. Boto ◽  
Diana Ferreira ◽  
José R. Fernandes ◽  
...  

Photodynamic therapy is a medical modality developed for the treatment of several diseases of oncological and non-oncological etiology that requires the presence of a photosensitizer, light and molecular oxygen, which combined will trigger physicochemical reactions responsible for reactive oxygen species production. Given the scarcity of photosensitizers that exhibit desirable characteristics for its potential application in this therapeutic strategy, the main aims of this work were the study of the photophysical and photochemical properties and the photobiological activity of several dicyanomethylene squaraine cyanine dyes. Thus, herein, the study of their aggregation character, photobleaching and singlet oxygen production ability, and the further application of the previously synthesized dyes in Caco-2 and HepG2 cancer cell lines, to evaluate their phototherapeutic effects, are described. Dicyanomethylene squaraine dyes exhibited moderate light-stability and, despite the low singlet oxygen quantum yields, were a core of dyes that exhibited relevant in vitro photodynamic activity, as there was an evident increase in the toxicity of some of the tested dyes exclusive to radiation treatments.


2019 ◽  
Vol 3 (6) ◽  
pp. 1123-1127 ◽  
Author(s):  
Jian Shen ◽  
Jianjiao Chen ◽  
Zhen Ke ◽  
Dengfeng Zou ◽  
Liguo Sun ◽  
...  

Heavy atom free NDNT have a great potential for prostate cancer therapy both in vitro and in vivo.


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