Phosphinatophenylporphyrins tailored for high photodynamic efficacy

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388980%3A_____%2F18%3A00494406" target="_blank" >RIV/61388980:_____/18:00494406 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388955:_____/18:00494406 RIV/00216208:11310/18:10383119 RIV/60461373:22330/18:43916975

Výsledek na webu

<a href="http://dx.doi.org/10.1039/c8ob01984c" target="_blank" >http://dx.doi.org/10.1039/c8ob01984c</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c8ob01984c" target="_blank" >10.1039/c8ob01984c</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Phosphinatophenylporphyrins tailored for high photodynamic efficacy

Popis výsledku v původním jazyce

The development of effective photosensitizers is particularly attractive for photodynamic therapy of cancer. Three novel porphyrin photosensitizers functionalized with phosphinic groups were synthesized and their physicochemical, photophysical, and photobiological properties were collected. Phosphinic acid groups ((RRPOOH)-R-1-P-2) attached to the porphyrin moiety (R-1) contain different R-2 substituents (methyl, isopropyl, phenyl in this study). The presence of phosphinic groups does not influence absorption and photophysical properties of the porphyrin units, including the O-2((1)Delta(g)) productivity. In vitro studies show that these porphyrins accumulate in cancer cells, are inherently nontoxic, however, exhibit high phototoxicity upon irradiation with visible light with their phototoxic efficacy tuned by R-2 substituents on the phosphorus centre. Thus, phosphinatophenylporphyrin with isopropyl substituents has the strongest photodynamic efficacy due to the most efficient cellular uptake. We demonstrate that these porphyrins are attractive candidates for photodynamic applications since their photodynamic efficacy can be easily tuned by the R-2 substituent.

Název v anglickém jazyce

Phosphinatophenylporphyrins tailored for high photodynamic efficacy

Popis výsledku anglicky

The development of effective photosensitizers is particularly attractive for photodynamic therapy of cancer. Three novel porphyrin photosensitizers functionalized with phosphinic groups were synthesized and their physicochemical, photophysical, and photobiological properties were collected. Phosphinic acid groups ((RRPOOH)-R-1-P-2) attached to the porphyrin moiety (R-1) contain different R-2 substituents (methyl, isopropyl, phenyl in this study). The presence of phosphinic groups does not influence absorption and photophysical properties of the porphyrin units, including the O-2((1)Delta(g)) productivity. In vitro studies show that these porphyrins accumulate in cancer cells, are inherently nontoxic, however, exhibit high phototoxicity upon irradiation with visible light with their phototoxic efficacy tuned by R-2 substituents on the phosphorus centre. Thus, phosphinatophenylporphyrin with isopropyl substituents has the strongest photodynamic efficacy due to the most efficient cellular uptake. We demonstrate that these porphyrins are attractive candidates for photodynamic applications since their photodynamic efficacy can be easily tuned by the R-2 substituent.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2018

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Organic & Biomolecular Chemistry

ISSN

1477-0520

e-ISSN

—

Svazek periodika

16

Číslo periodika v rámci svazku

39

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

8

Strana od-do

7274-7281

Kód UT WoS článku

000447018300027

EID výsledku v databázi Scopus

2-s2.0-85054777412