Pyrazole-pyridinium porphyrins and chlorins as powerful photosensitizers for photoinactivation of planktonic and biofilm forms of E. coli

Santos, Isabela; Gamelas, Sara R.D.; Vieira, Cátia; Faustino, Maria A. F.; Tomé, João P. C.; Almeida, Adelaide; Gomes, Ana T. P. C.; Lourenço, Leandro M. O.

doi:10.1016/j.dyepig.2021.109557

Cited by 21 publications

(9 citation statements)

References 62 publications

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“…Although Tetra-Py(+)-Me and Tetra-S-Py(+)-Me are both symmetric porphyrins with four positive charges, their effectiveness to photoinactivate the T4-like phage was significantly different. While the singlet oxygen ( 1 O 2 ) production is one of the important factors to take into account in photoinactivation of pathogenic microorganisms [ 43 , 44 , 45 , 46 ], the Tetra-S-Py(+)-Me produces less 1 O 2 than Tetra-Py(+)-Me [ 47 , 48 ]. So, the highest efficiency of Tetra-S-Py(+)-Me in PBS and in blood plasma is probably associated to its structure and its close interaction with the viral particle and not so much with its efficacy in producing 1 O 2 .…”

Section: Discussionmentioning

confidence: 99%

Anti-Viral Photodynamic Inactivation of T4-like Bacteriophage as a Mammalian Virus Model in Blood

Santos

Gomes

Lourenço

et al. 2022

IJMS

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The laboratorial available methods applied in plasma disinfection can induce damage in other blood components. Antimicrobial photodynamic therapy (aPDT) represents a promising approach and is approved for plasma and platelet disinfection using non-porphyrinic photosensitizers (PSs), such as methylene blue (MB). In this study, the photodynamic action of three cationic porphyrins (Tri-Py(+)-Me, Tetra-Py(+)-Me and Tetra-S-Py(+)-Me) towards viruses was evaluated under white light irradiation at an irradiance of 25 and 150 mW·cm−2, and the results were compared with the efficacy of the approved MB. None of the PSs caused hemolysis at the isotonic conditions, using a T4-like phage as a model of mammalian viruses. All porphyrins were more effective than MB in the photoinactivation of the T4-like phage in plasma. Moreover, the most efficient PS promoted a moderate inactivation rate of the T4-like phage in whole blood. Nevertheless, these porphyrins, such as MB, can be considered promising and safe PSs to photoinactivate viruses in blood plasma.

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Section: Discussionmentioning

confidence: 99%

Anti-Viral Photodynamic Inactivation of T4-like Bacteriophage as a Mammalian Virus Model in Blood

Santos

Gomes

Lourenço

et al. 2022

IJMS

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“…PDT is a non-invasive therapy based on the combination of light, photosensitiser, and molecular oxygen [ 17 ]. In the presence of oxygen, the photosensitiser is activated with a particular wavelength of light, generating reactive oxygen species that cause cell damage and death [ 18 ]. Activated photosensitisers transfer either electrons (type I) or energy (type II) to surrounding oxygen-containing molecules to produce reactive oxygen species [ 19 ]—described in further detail below.…”

Section: Principles Of Apdtmentioning

confidence: 99%

Recent advances in nanoparticle-based targeting tactics for antibacterial photodynamic therapy

Thomas-Moore

Valle

Field

et al. 2022

Photochem Photobiol Sci

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The rise of antibacterial drug resistance means treatment options are becoming increasingly limited. We must find ways to tackle these hard-to-treat drug-resistant and biofilm infections. With the lack of new antibacterial drugs (such as antibiotics) reaching the clinics, research has switched focus to exploring alternative strategies. One such strategy is antibacterial photodynamic therapy (aPDT), a system that relies on light, oxygen, and a non-toxic dye (photosensitiser) to generate cytotoxic reactive oxygen species. This technique has already been shown capable of handling both drug-resistant and biofilm infections but has limited clinical approval to date, which is in part due to the low bioavailability and selectivity of hydrophobic photosensitisers. Nanotechnology-based techniques have the potential to address the limitations of current aPDT, as already well-documented in anti-cancer PDT. Here, we review recent advances in nanoparticle-based targeting tactics for aPDT. Graphical Abstract

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“…Considering the possibility of using corrole dimers 2-4 as PSs, their ability to generate 1 O 2 was evaluated through the decay of 9,10-dimethylanthracene (DMA) under irradiation [43] in the presence of corrole dimers with 5,10,15,20-tetraphenylporphyrin (TPP), a well-known PS, as reference (see Section S4 and Table S1 in Supplementary Materials). The photooxidation of DMA by 1 O 2 follows a first order kinetic, as can be confirmed by the data depicted in Figure 2.…”

Section: Singlet Oxygen Generationmentioning

confidence: 99%

“…Microorganisms 2022, 10, x FOR PEER REVIEW Singlet oxygen might not be the only ROS produced during the photodynamic ment, as it is well documented for tetrapyrrolic derivatives and analogues [43,44]. ever, it is recognized that the photodynamic efficiency of this type of compound to bacterial cells is, in general, strongly dependent on singlet oxygen production and absence, the aPDT treatment would be highly affected.…”

Section: Singlet Oxygen Generationmentioning

confidence: 99%

“…The following supporting information can be downloaded at: https: //www.mdpi.com/article/10.3390/microorganisms10061167/s1, Section S1: General information; Section S2: General procedure for the synthesis of corrole dimers 2-4; Section S3: Spectrophotometric and spectrofluorimetric measurements; Section S4: Determination of the singlet oxygen production; Section S5: Determination of DMSO toxicity in S. aureus cells; Table S1 (See [13,27,40,42,43]).…”

Section: Supplementary Materialsmentioning

confidence: 99%

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Can Corrole Dimers Be Good Photosensitizers to Kill Bacteria?

et al. 2022

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Corroles possess key photophysical and photochemical properties to be exploited as therapeutic agents in antimicrobial photodynamic therapy (aPDT). Herein, we present for the first time the antimicrobial efficiency of three corrole dimers and of the corresponding precursor against the Gram(+) bacterium Staphylococcus aureus. Additionally, to explore future clinical applications, the cytotoxicity of the most promising derivatives towards Vero cells was evaluated. The aPDT assays performed under white light irradiation (50 mW/cm2; light dose 450 J/cm2) and at a corrole concentration of 15 µM showed that some dimers were able to reduce 99.9999% of S. aureus strain (decrease of 5 log10 CFU/mL) and their photodynamic efficiency was dependent on position, type of linkage, and aggregation behavior. Under the same light conditions, the corrole precursor 1 demonstrated notable photodynamic efficiency, achieving total photoinactivation (>8.0 log10 CFU/mL reduction) after the same period of irradiation (light dose 450 J/cm2). No cytotoxicity was observed when Vero cells were exposed to corrole 1 and dimer 3 for 24 h according to ISO guidelines (ISO 10993-5) for in vitro cytotoxicity of medical devices. The results show that corrole dimers, dependent on their structures, can be considered good photosensitizers to kill Staphylococcus aureus.

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Pyrazole-pyridinium porphyrins and chlorins as powerful photosensitizers for photoinactivation of planktonic and biofilm forms of E. coli

Cited by 21 publications

References 62 publications

Anti-Viral Photodynamic Inactivation of T4-like Bacteriophage as a Mammalian Virus Model in Blood

Anti-Viral Photodynamic Inactivation of T4-like Bacteriophage as a Mammalian Virus Model in Blood

Recent advances in nanoparticle-based targeting tactics for antibacterial photodynamic therapy

Can Corrole Dimers Be Good Photosensitizers to Kill Bacteria?

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