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Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities

[Image: see text] A simple strategy for synthesizing supramolecular hybrids was developed for the preparation of bioavailable nanohybrid photosensitizers by assembling visible-light-sensitive Pt(II) meso-tetrakis(4-carboxyphenyl)porphyrinporphyrin (PtTCPP)/tomatine analogues. The hybrids were self-a...

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Autores principales: Fujitsuka, Mayuko, Iohara, Daisuke, Oumura, Sae, Matsushima, Misaki, Sakuragi, Mina, Anraku, Makoto, Ikeda, Tsuyoshi, Hirayama, Fumitoshi, Kuroiwa, Keita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8158828/
https://www.ncbi.nlm.nih.gov/pubmed/34056476
http://dx.doi.org/10.1021/acsomega.1c01239
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author Fujitsuka, Mayuko
Iohara, Daisuke
Oumura, Sae
Matsushima, Misaki
Sakuragi, Mina
Anraku, Makoto
Ikeda, Tsuyoshi
Hirayama, Fumitoshi
Kuroiwa, Keita
author_facet Fujitsuka, Mayuko
Iohara, Daisuke
Oumura, Sae
Matsushima, Misaki
Sakuragi, Mina
Anraku, Makoto
Ikeda, Tsuyoshi
Hirayama, Fumitoshi
Kuroiwa, Keita
author_sort Fujitsuka, Mayuko
collection PubMed
description [Image: see text] A simple strategy for synthesizing supramolecular hybrids was developed for the preparation of bioavailable nanohybrid photosensitizers by assembling visible-light-sensitive Pt(II) meso-tetrakis(4-carboxyphenyl)porphyrinporphyrin (PtTCPP)/tomatine analogues. The hybrids were self-assembled into nanofibrous or nanosheet structures approximately 3–5 nm thick and several micrometers wide. α-Tomatine generated a unique fibrous vesicle nanostructure based on intermolecular interactions, while dehydrotomatine generated nanosheet structures. Nanoassembly of these fibrous vesicles and sheets directly affected the properties of the light-responsive photosensitizer for tumor photodynamic therapy (PDT), depending on the nanostructure of the hybrid PtTCPP/tomatine analogues. The cytotoxicity of PtTCPP to cancer cells under photoirradiation was significantly enhanced by a tomatine assembly with a fibrous vesicle nanostructure, attributable to increased incorporation of the drug into cells.
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spelling pubmed-81588282021-05-28 Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities Fujitsuka, Mayuko Iohara, Daisuke Oumura, Sae Matsushima, Misaki Sakuragi, Mina Anraku, Makoto Ikeda, Tsuyoshi Hirayama, Fumitoshi Kuroiwa, Keita ACS Omega [Image: see text] A simple strategy for synthesizing supramolecular hybrids was developed for the preparation of bioavailable nanohybrid photosensitizers by assembling visible-light-sensitive Pt(II) meso-tetrakis(4-carboxyphenyl)porphyrinporphyrin (PtTCPP)/tomatine analogues. The hybrids were self-assembled into nanofibrous or nanosheet structures approximately 3–5 nm thick and several micrometers wide. α-Tomatine generated a unique fibrous vesicle nanostructure based on intermolecular interactions, while dehydrotomatine generated nanosheet structures. Nanoassembly of these fibrous vesicles and sheets directly affected the properties of the light-responsive photosensitizer for tumor photodynamic therapy (PDT), depending on the nanostructure of the hybrid PtTCPP/tomatine analogues. The cytotoxicity of PtTCPP to cancer cells under photoirradiation was significantly enhanced by a tomatine assembly with a fibrous vesicle nanostructure, attributable to increased incorporation of the drug into cells. American Chemical Society 2021-05-04 /pmc/articles/PMC8158828/ /pubmed/34056476 http://dx.doi.org/10.1021/acsomega.1c01239 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Fujitsuka, Mayuko
Iohara, Daisuke
Oumura, Sae
Matsushima, Misaki
Sakuragi, Mina
Anraku, Makoto
Ikeda, Tsuyoshi
Hirayama, Fumitoshi
Kuroiwa, Keita
Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities
title Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities
title_full Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities
title_fullStr Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities
title_full_unstemmed Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities
title_short Supramolecular Assembly of Hybrid Pt(II) Porphyrin/Tomatine Analogues with Different Nanostructures and Cytotoxic Activities
title_sort supramolecular assembly of hybrid pt(ii) porphyrin/tomatine analogues with different nanostructures and cytotoxic activities
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8158828/
https://www.ncbi.nlm.nih.gov/pubmed/34056476
http://dx.doi.org/10.1021/acsomega.1c01239
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