Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study

Zhu, Sizhe; Wu, Fengshou; Wang, Kai; Zheng, Yunman; Li, Zaoying; Zhang, Xiulan; Wong, Wai‐Kwok

doi:10.1016/j.bmcl.2015.08.072

Cited by 27 publications

(9 citation statements)

References 26 publications

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“…During the first stage (up to 60 min after addition of PSs), the TMPyP or GO/TMPyP nanocarrier was only localized with different density in cytoplasmatic organelles (lysosomes and mitochondria). The same result achieved Zhu et al [35]. They studied the localization of H 2 TMPyP in the endoplasmic reticulum, Golgi apparatus, lysosomal, and mitochondria in HK-1 cells.…”

Section: Discussionsupporting

confidence: 71%

“…Besides, the lysosomal membrane also contains a special transport protein that uses the energy of ATP hydrolysis to pump cytoplasmic H + into the lysosome in order to maintain its pH 5. Thus, the weak acid biological environment could make the amidinophenylporphyrins gather in the lysosomal of the cells [35]. After 120 min, PS is loaded to the nucleus.…”

Section: Discussionmentioning

confidence: 99%

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Size-Selected Graphene Oxide Loaded with Photosensitizer (TMPyP) for Targeting Photodynamic Therapy In Vitro

et al. 2020

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Targeted therapies of various diseases are nowadays widely studied in many biomedical fields. Photodynamic therapy (PDT) represents a modern treatment of cancer using a locally activated light. TMPyP is an efficient synthetic water-soluble photosensitizer (PS), yet with poor absorption in the visible and the red regions. In this work, we prepared size-selected and colloidally stable graphene oxide (GO) that is appropriate for biomedical use. Thanks to the negative surface charge of GO, TMPyP was easily linked in order to create conjugates of GO/TMPyP by electrostatic force. Due to the strong ionic interactions, charge transfers between GO and TMPyP occur, as comprehensively investigated by steady-state and time-resolved fluorescence spectroscopy. Biocompatibility and an in vitro effect of GO/TMPyP were confirmed by a battery of in vitro tests including MTT, comet assay, reactive oxygen species (ROS) production, and monitoring the cellular uptake. PDT efficiency of GO/TMPyP was tested using 414 and 740 nm photoexcitation. Our newly prepared nanotherapeutics showed a higher PDT effect than in free TMPyP, and is promising for targeted therapy using clinically favorable conditions.

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Section: Discussionsupporting

confidence: 71%

Section: Discussionmentioning

confidence: 99%

Size-Selected Graphene Oxide Loaded with Photosensitizer (TMPyP) for Targeting Photodynamic Therapy In Vitro

et al. 2020

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“…Among them, Zn(II)-porphyrin 44 showed the greatest photocytotoxity, which could be attributed to its corresponding high triplet quantum yield of oxygen. However, the cytotoxicity of a bisporphyrin derivative against HK-1 cells was lower than that of compound 44, likely due to the intermolecular aggregation of bisporphyrin rings that led to a decrease in singlet oxygen generation 58 .…”

Section: Metal-modified Porphyrin Derivativesmentioning

confidence: 91%

“…Yu et al 95 synthesised new metronidazole-appended porphyrins, which plays a significant role in biological metabolism, 5,10,15-tris (phenyl)-20-[4-(2-(2-methyl-5-nitro-imidazolyl)ethoxyl) phenyl]porphyrin H 2 Pp and its corresponding zinc(II) porphyrin ZnPp (46). Compound 46 exhibited nearly no cytotoxicity against breast cancer cells in the darkness.…”

Section: Metal-modified Porphyrin Derivativesmentioning

confidence: 99%

Chemical approaches for the enhancement of porphyrin skeleton-based photodynamic therapy

Lin

Zhou

Bai

et al. 2020

Journal of Enzyme Inhibition and Medicinal Chemistry

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With the development of photodynamic therapy (PDT), remarkable studies have been conducted to generate photosensitisers (PSs), especially porphyrin PSs. A variety of chemical modifications of the porphyrin skeleton have been introduced to improve cellular delivery, stability, and selectivity for cancerous tissues. This review aims to highlight the developments in porphyrin-based structural modifications, with a specific emphasis on the role of PDT in anticancer treatment and the design of PSs to achieve a synergistic effect on multiple targets.

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“…Therefore, they are suitable candidates in optical treatments including PTT and PDT (photodynamic therapy). However, the extreme hydrophobicity, inadequate selectivity to tumor tissues, and weak absorption in the NIR region of porphyrin derivatives limited their further applications in clinic [ 30 , 31 ]. Besides, the porphyrin derivatives with absorption or emission in the second near-infrared window (NIR-II, 1000–1700 nm) are rarely reported [ 11 , [32] , [33] , [34] , [35] ].…”

Section: Introductionmentioning

confidence: 99%

Self-assembled porphyrin polymer nanoparticles with NIR-II emission and highly efficient photothermal performance in cancer therapy

Luo

Yang

et al. 2022

Materials Today Bio

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The development of new organic nanoagents with extremely high photothermal conversion efficiency and good biocompatibility has gained considerable attention in the area of photothermal cancer therapy. In this work, we designed and synthesized a new porphyrin polymer (P-PPor) with donor-acceptor (D-A) structure. P-PPor displayed intense absorbance in the near-infrared (NIR) region with the maximum peak around at 850 nm. Under excitation of 808 nm, P-PPor demonstrated the significant fluorescence in the NIR-II region ( λ max = 1015 nm), with the fluorescence quantum yield of 2.19%. Due to the presence of hydrophilic PEG chains and hydrophobic alkyl chains in the conjugated skeleton, the amphiphilic P-PPor could self-assemble into the nanoparticles (P-PPor NPs) with good dispersibility in water and enhanced absorption in the NIR region. Moreover, P-PPor NPs exhibited quenched fluorescence because of the aggregation-caused quenching (ACQ) effect, resulting in the distinct photothermal effect. The photothermal conversion efficiency (PCE) of P-PPor NPs was measured as 66% under 808 nm laser irradiation, higher than most of PTT agents. The remarkable photothermal effect of P-PPor NPs was further demonstrated in vitro and in vivo using 4T1 tumor mode. Meanwhile, the NIR-II fluorescence imaging in vivo indicated the high distribution of P-PPor NPs in tumor site. These results suggested that P-PPor NPs could effectively damage the cancer cells in mice under 808 nm laser irradiation, and did not cause any obvious side effects after phototherapy. Thus, P-PPor NPs could be used as a potential agent in photothermal cancer therapy with high effectiveness and safety.

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Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study

Cited by 27 publications

References 26 publications

Size-Selected Graphene Oxide Loaded with Photosensitizer (TMPyP) for Targeting Photodynamic Therapy In Vitro

Size-Selected Graphene Oxide Loaded with Photosensitizer (TMPyP) for Targeting Photodynamic Therapy In Vitro

Chemical approaches for the enhancement of porphyrin skeleton-based photodynamic therapy

Self-assembled porphyrin polymer nanoparticles with NIR-II emission and highly efficient photothermal performance in cancer therapy

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