Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier

Abstract Porphyrin derivatives accumulate selectively in cancer cells and are can be used as carriers of drugs. Until now, the substituents that bind to porphyrins (mainly at the meso-position) have been actively investigated, but the effect of the functional porphyrin positions (β-, meso-position)...

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Autores principales: Koshi Nishida, Toshifumi Tojo, Takeshi Kondo, Makoto Yuasa
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Lenguaje:EN
Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/4fe4737659d14ca9bbbb1a2633d6ba65
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spelling oai:doaj.org-article:4fe4737659d14ca9bbbb1a2633d6ba652021-12-02T13:57:05ZEvaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier10.1038/s41598-021-81725-32045-2322https://doaj.org/article/4fe4737659d14ca9bbbb1a2633d6ba652021-01-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-81725-3https://doaj.org/toc/2045-2322Abstract Porphyrin derivatives accumulate selectively in cancer cells and are can be used as carriers of drugs. Until now, the substituents that bind to porphyrins (mainly at the meso-position) have been actively investigated, but the effect of the functional porphyrin positions (β-, meso-position) on tumor accumulation has not been investigated. Therefore, we investigated the correlation between the functional position of substituents and the accumulation of porphyrins in cancer cells using cancer cells. We found that the meso-derivative showed higher accumulation in cancer cells than the β-derivative, and porphyrins with less bulky substituent actively accumulate in cancer cells. When evaluating the intracellular distribution of porphyrin, we found that porphyrin was internalized by endocytosis and direct membrane permeation. As factors involved in these two permeation mechanisms, we evaluated the affinity between porphyrin-protein (endocytosis) and the permeability to the phospholipid bilayer membrane (direct membrane permeation). We found that the binding position of porphyrin affects the factors involved in the transmembrane permeation mechanisms and impacts the accumulation in cancer cells.Koshi NishidaToshifumi TojoTakeshi KondoMakoto YuasaNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-10 (2021)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Koshi Nishida
Toshifumi Tojo
Takeshi Kondo
Makoto Yuasa
Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
description Abstract Porphyrin derivatives accumulate selectively in cancer cells and are can be used as carriers of drugs. Until now, the substituents that bind to porphyrins (mainly at the meso-position) have been actively investigated, but the effect of the functional porphyrin positions (β-, meso-position) on tumor accumulation has not been investigated. Therefore, we investigated the correlation between the functional position of substituents and the accumulation of porphyrins in cancer cells using cancer cells. We found that the meso-derivative showed higher accumulation in cancer cells than the β-derivative, and porphyrins with less bulky substituent actively accumulate in cancer cells. When evaluating the intracellular distribution of porphyrin, we found that porphyrin was internalized by endocytosis and direct membrane permeation. As factors involved in these two permeation mechanisms, we evaluated the affinity between porphyrin-protein (endocytosis) and the permeability to the phospholipid bilayer membrane (direct membrane permeation). We found that the binding position of porphyrin affects the factors involved in the transmembrane permeation mechanisms and impacts the accumulation in cancer cells.
format article
author Koshi Nishida
Toshifumi Tojo
Takeshi Kondo
Makoto Yuasa
author_facet Koshi Nishida
Toshifumi Tojo
Takeshi Kondo
Makoto Yuasa
author_sort Koshi Nishida
title Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
title_short Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
title_full Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
title_fullStr Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
title_full_unstemmed Evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
title_sort evaluation of the correlation between porphyrin accumulation in cancer cells and functional positions for application as a drug carrier
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/4fe4737659d14ca9bbbb1a2633d6ba65
work_keys_str_mv AT koshinishida evaluationofthecorrelationbetweenporphyrinaccumulationincancercellsandfunctionalpositionsforapplicationasadrugcarrier
AT toshifumitojo evaluationofthecorrelationbetweenporphyrinaccumulationincancercellsandfunctionalpositionsforapplicationasadrugcarrier
AT takeshikondo evaluationofthecorrelationbetweenporphyrinaccumulationincancercellsandfunctionalpositionsforapplicationasadrugcarrier
AT makotoyuasa evaluationofthecorrelationbetweenporphyrinaccumulationincancercellsandfunctionalpositionsforapplicationasadrugcarrier
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