Synthesis and photodynamic activity of new meso-tetranaphthylporphyrins derivatives

2010 ◽  
Vol 14 (08) ◽  
pp. 722-726 ◽  
Author(s):  
Jing-zhou Liu ◽  
Jun Li ◽  
Gao-mai Yang ◽  
Dan Sun ◽  
Xiang-fei Lü ◽  
...  

The meso-tetranaphthylporphyrins (TNP) derivatives, 5-(2-hydroxy-1-naphthaldehyde-4-naphthyleneimine)-10,15,20-trinaphthylporphyrin 3, 5-(salicylidene-4-naphthyleneamine)-10,15,20- trinaphthylporphyrin 4 and 5-(thiophene-2-carboxaldehyde-4-naphthyleneimine)-10,15,20-trinaphthylporphyrin 5, were synthesized by the reaction of 5-(4-aminonaphthyl)-l0,15,20-trinaphthylporphyrin 2 with different aldehydes. Their photodynamic activity against K562 cells were evaluated in vitro. They displayed low levels or no dark toxicity and high phototoxicity to K562 cells, especially for 5, which offers potential application in photodynamic therapy.

2020 ◽  
Vol 25 (01) ◽  
pp. 47-55
Author(s):  
Gugu Kubheka ◽  
Balaji Babu ◽  
Earl Prinsloo ◽  
Nagao Kobayashi ◽  
John Mack ◽  
...  

Mono- and disubstituted 2,6-dibromo-dimethylaminophenylbuta-1,3-dienylBODIPY dyes were successfully prepared, and their in vitro photodynamic activities against MCF-7 breast cancer cells were evaluated with a Thorlabs M660L4 660 nm LED (336 J · cm[Formula: see text]. The IC[Formula: see text] value of the monophenylbuta-1,3-dienylBODIPY was ca. 2.1 [Formula: see text]M, while that of the diphenylbuta-1,3-dienylBODIPY was > 50 [Formula: see text]M. Both dyes exhibited minimal dark toxicity. The results demonstrate that monosubstituted 2,6-dibromo-dimethylaminophenylbuta-1,3-dienylBODIPY dyes merit further in-depth study for use as photosensitizer dyes in photodynamic therapy.


2007 ◽  
Vol 11 (01) ◽  
pp. 58-65 ◽  
Author(s):  
Monica Neagu ◽  
Gina Manda ◽  
Carolina Constantin ◽  
Eugen Radu ◽  
Rodica-Mariana Ion

The aim of the study was to investigate the influence of discrete structural differences in synthetic porphyrins on the antineoplastic effect induced in myelocitic cell line K562 after experimental photodynamic therapy procedure. For this study, we used 5,10,15,20-tetra(1-naphthyl)porphyrin, 5,10,15,20-tetra(4-sulfonatophenyl)porphyrin and their Zn complexes. For all these compounds, the following photodynamic therapy parameters were optimized: cell concentration, dye loading concentration, loading time and irradiation procedure. The non-toxic doses of porphyrins were different according to their structure: for 5,10,15,20-tetra(1-naphthyl)porphyrin compounds, the dose was of 10 μg.mL-1, and for 5,10,15,20-tetra(4-sulfonatophenyl)porphyrin compounds, the dose was 20 μg.mL-1. Cell functionality was assessed as membrane integrity, viability, and number of metabolically active cells. Photodynamic cell degradation kinetics showed that during irradiation tumor cells are actively destroyed, in contrast to unloaded cells. K562 cells loaded with the above-mentioned compounds and subjected to irradiation, displayed lower proliferative capacity compared to the control, for a period of 72 h after irradiation. The proliferative capacity of K562 cell line was more strongly inhibited by the 5,10,15,20-tetra(1-naphthyl)porphyrin family of compounds than by the 5,10,15,20-tetra(4-sulfonatophenyl)porphyrin family. The tested synthetic porphyrins showed effective antineoplastic activity against K562 leukemia cells in our in vitro photodynamic therapy experimental model.


2017 ◽  
Vol 46 (34) ◽  
pp. 11223-11229 ◽  
Author(s):  
Sun Y. S. Chow ◽  
Shirui Zhao ◽  
Pui-Chi Lo ◽  
Dennis K. P. Ng

The in vitro photodynamic activity of a bifunctional tris(phthalocyanine)-based photosensitiser has been examined.


2020 ◽  
Vol 20 (5) ◽  
pp. 3097-3104 ◽  
Author(s):  
Phindile Khoza ◽  
Ivy Ndhundhuma ◽  
Aletta Karsten ◽  
Tebello Nyokong

The synthesis, characterization and photodynamic therapy activity of a novel metal free phthalocyanine (complex 3), with or without silver nanoparticles (AgNPs), are reported. The in vitro photodynamic activity of this complex was investigated using metastatic melanoma cancer cell line. In the presence of different concentrations of complex 3 or 3 in combination with silver nanoparticles, the viability of the cells showed a concentration dependent decrease upon irradiation with red light. The photodynamic activity of complex 3 showed an increase in the presence of the AgNPs. Although complex showed a high degree of aggregation in water, it still demonstrated reasonable potency towards the melanoma cancer cell line.


1997 ◽  
Vol 77 (02) ◽  
pp. 376-382 ◽  
Author(s):  
Bruce Lages ◽  
Harvey J Weiss

SummaryThe possible involvement of secreted platelet substances in agonist- induced [Ca2+]i increases was investigated by comparing these increases in aspirin-treated, fura-2-loaded normal platelets and platelets from patients with storage pool deficiencies (SPD). In the presence and absence of extracellular calcium, the [Ca2+]i response induced by 10 µM ADP, but not those induced by 0.1 unit/ml thrombin, 3.3 µM U46619, or 20 µM serotonin, was significantly greater in SPD platelets than in normal platelets, and was increased to the greatest extent in SPD patients with Hermansky-Pudlak syndrome (HPS), in whom the dense granule deficiencies are the most severe. Pre-incubation of SPD-HPS and normal platelets with 0.005-5 µM ADP produced a dose-dependent inhibition of the [Ca2+]i response induced by 10 µ M ADP, but did not alter the [Ca2+]i increases induced by thrombin or U46619. Within a limited range of ADP concentrations, the dose-inhibition curve of the [Ca2+]i response to 10 µM ADP was significantly shifted to the right in SPD-HPS platelets, indicating that pre-incubation with greater amounts of ADP were required to achieve the same extent of inhibition as in normal platelets. These results are consistent with a hypothesis that the smaller ADP-induced [Ca2+]i increases seen in normal platelets may result from prior interactions of dense granule ADP, released via leakage or low levels of activation, with membrane ADP receptors, causing receptor desensitization. Addition of apyrase to platelet-rich plasma prior to fura-2 loading increased the ADP-induced [Ca2+]i response in both normal and SPD-HPS platelets, suggesting that some release of ADP derived from both dense granule and non-granular sources occurs during in vitro fura-2 loading and platelet washing procedures. However, this [Ca2+]i response was also greater in SPD-HPS platelets when blood was collected with minimal manipulation directly into anticoagulant containing apyrase, raising the possibility that release of dense granule ADP resulting in receptor desensitization may also occur in vivo. Thus, in addition to enhancing platelet activation, dense granule ADP could also act to limit the ADP-mediated reactivity of platelets exposed in vivo to low levels of stimulation.


2015 ◽  
Vol 1718 ◽  
pp. 97-102 ◽  
Author(s):  
Toralf Roch ◽  
Konstanze K. Julich-Gruner ◽  
Axel T. Neffe ◽  
Nan Ma ◽  
Andreas Lendlein

ABSTRACTPolymer-based therapeutic strategies require biomaterials with properties and functions tailored to the demands of specific applications leading to an increasing number of newly designed polymers. For the evaluation of those new materials, comprehensive biocompatibility studies including cyto-, tissue-, and immunocompatibility are essential. Recently, it could be demonstrated that star-shaped amino oligo(ethylene glycol)s (sOEG) with a number average molecular weight of 5 kDa and functionalized with the phenol-derived moieties desaminotyrosine (DAT) or desaminotyrosyl tyrosine (DATT) behave in aqueous solution like surfactants without inducing a substantial cytotoxicity, which may qualify them as solubilizer for hydrophobic drugs in aqueous solution. However, for biomedical applications the polymer solutions need to be free of immunogenic contaminations, which could result from inadequate laboratory environment or contaminated starting material. Furthermore, the materials should not induce uncontrolled or undesired immunological effects arising from material intrinsic properties. Therefore, a comprehensive immunological evaluation as perquisite for application of each biomaterial batch is required. This study investigated the immunological properties of sOEG-DAT(T) solutions, which were prepared using sOEG with number average molecular weights of 5 kDa, 10 kDa, and 20 kDa allowing analyzing the influence of the sOEG chain lengths on innate immune mechanisms. A macrophage-based assay was used to first demonstrate that all DAT(T)-sOEG solutions are free of endotoxins and other microbial contaminations such as fungal products. In the next step, the capacity of the different DAT(T)-functionalized sOEG solutions to induce cytokine secretion and generation of reactive oxygen species (ROS) was investigated using whole human blood. It was observed that low levels of the pro-inflammatory cytokines interleukin(IL)-1β and IL-6 were detected for all sOEG solutions but only when used at concentrations above 250 µg·mL-1. Furthermore, only the 20 kDa sOEG-DAT induced low amounts of ROS-producing monocytes. Conclusively, the data indicate that the materials were not contaminated with microbial products and do not induce substantial immunological adverse effectsin vitro,which is a prerequisite for future biological applications.


Antibiotics ◽  
2021 ◽  
Vol 10 (7) ◽  
pp. 869
Author(s):  
Beatriz Müller Nunes Souza ◽  
Juliana Guerra Pinto ◽  
André Henrique Correia Pereira ◽  
Alejandro Guillermo Miñán ◽  
Juliana Ferreira-Strixino

Staphylococccus aureus is a ubiquitous and opportunistic bacteria associated with high mortality rates. Antimicrobial photodynamic therapy (aPDT) is based on the application of a light source and a photosensitizer that can interact with molecular oxygen, forming Reactive Oxygen Species (ROS) that result in bacterial inactivation. This study aimed to analyze, in vitro, the action of aPDT with Photodithazine® (PDZ) in methicillin-sensitive Staphylococcus aureus (MSSA) and methicillin-resistant Staphylococcus aureus (MRSA) strains. The strains were incubated with PDZ at 25, 50, 75, and 100 mg/L for 15 min and irradiated with fluences of 25, 50, and 100 J/cm2. The internalization of PDZ was evaluated by confocal microscopy, the bacterial growth by counting the number of colony-forming units, as well as the bacterial metabolic activity post-aPDT and the production of ROS. In both strains, the photosensitizer was internalized; the production of ROS increased when the aPDT was applied; there was a bacterial reduction compared to the control at all the evaluated fluences and concentrations; and, in most parameters, it was obtained complete inactivation with significant difference (p < 0.05). The implementation of aPDT with PDZ in clinical strains of S. aureus has resulted in its complete inactivation, including the MRSA strains.


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