Enhanced photodynamic activity of asymmetric non-ionic Zn(II) phthalocyanine amphiphiles: Effect of molecular design on In vitro activity

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F24%3A10487533" target="_blank" >RIV/00216208:11160/24:10487533 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=3t_lhTX14S" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=3t_lhTX14S</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.dyepig.2023.111809" target="_blank" >10.1016/j.dyepig.2023.111809</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Enhanced photodynamic activity of asymmetric non-ionic Zn(II) phthalocyanine amphiphiles: Effect of molecular design on In vitro activity

Popis výsledku v původním jazyce

We herein introduce the rational design, synthesis, and photophysical characterizations of three asymmetric Zn(II)Pcs (Pc-Glu4, Pc-Mal4, and Pc-PEG4) bearing four neutral hydrophilic substituents, namely glucosyl, maltosyl, and PEG, on the macrocyclic dual rims. The photodynamic activity of the attained structures, as compared to their fully derivatized hydrophilic versions (hexadeca-glucosylated Pc-Glu16 and PEGylated Pc-PEG16 and AzaPc-PEG16), on several cell lines, e.g., HeLa, SK-MEL-28, MCF-7, was investigated. Results revealed that the newly designed macrocycles were characterized by higher photodynamic activity with EC50 values in (sub) micromolar ranges, which is about two orders of magnitude better than for symmetric hydrophilic counterparts. This has been attributed to their higher uptake by cells as well as their significant interaction with bovine serum albumin and biomembranes. A preserved photodynamic activity during the treatment without incubation on endothelial cell lines (HUVEC and EA.hy928) was detected for the asymmetrical gluco-macrocycles, indicating a good potential for vascular-targeted PDT.

Název v anglickém jazyce

Enhanced photodynamic activity of asymmetric non-ionic Zn(II) phthalocyanine amphiphiles: Effect of molecular design on In vitro activity

Popis výsledku anglicky

We herein introduce the rational design, synthesis, and photophysical characterizations of three asymmetric Zn(II)Pcs (Pc-Glu4, Pc-Mal4, and Pc-PEG4) bearing four neutral hydrophilic substituents, namely glucosyl, maltosyl, and PEG, on the macrocyclic dual rims. The photodynamic activity of the attained structures, as compared to their fully derivatized hydrophilic versions (hexadeca-glucosylated Pc-Glu16 and PEGylated Pc-PEG16 and AzaPc-PEG16), on several cell lines, e.g., HeLa, SK-MEL-28, MCF-7, was investigated. Results revealed that the newly designed macrocycles were characterized by higher photodynamic activity with EC50 values in (sub) micromolar ranges, which is about two orders of magnitude better than for symmetric hydrophilic counterparts. This has been attributed to their higher uptake by cells as well as their significant interaction with bovine serum albumin and biomembranes. A preserved photodynamic activity during the treatment without incubation on endothelial cell lines (HUVEC and EA.hy928) was detected for the asymmetrical gluco-macrocycles, indicating a good potential for vascular-targeted PDT.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30104 - Pharmacology and pharmacy

Projekt

<a href="/cs/project/GJ19-14758Y" target="_blank" >GJ19-14758Y: Nové fotosensitizéry pro fotodynamickou terapii zaměřenou na cévy</a><br>

Návaznosti

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

Rok uplatnění

2024

Kód důvěrnosti údajů

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

Název periodika

Dyes and Pigments

ISSN

0143-7208

e-ISSN

1873-3743

Svazek periodika

221

Číslo periodika v rámci svazku

January

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

10

Strana od-do

111809

Kód UT WoS článku

001125412400001

EID výsledku v databázi Scopus

2-s2.0-85177859535