Cytotoxicity of Amino-BODIPY Modulated via Conjugation with 2-Phenyl-3-Hydroxy-4(1H)-Quinolinones

© 2021 The Authors. Published by Wiley-VCH GmbH..

The combination of cytotoxic amino-BODIPY dye and 2-phenyl-3-hydroxy-4(1H)-quinolinone (3-HQ) derivatives into one molecule gave rise to selective activity against lymphoblastic or myeloid leukemia and the simultaneous disappearance of the cytotoxicity against normal cells. Both species' conjugation can be realized via a disulfide linker cleavable in the presence of glutathione characteristic for cancer cells. The cleavage liberating the free amino-BODIPY dye and 3-HQ derivative can be monitored by ratiometric fluorescence or by the OFF-ON effect of the amino-BODIPY dye. A similar cytotoxic activity is observed when the amino-BODIPY dye and 3-HQ derivative are connected through a non-cleavable maleimide linker. The work reports the synthesis of several conjugates, the study of their cleavage inside cells, and cytotoxic screening.

Medienart:

E-Artikel

Erscheinungsjahr:

2021

Erschienen:

2021

Enthalten in:

Zur Gesamtaufnahme - volume:10

Enthalten in:

ChemistryOpen - 10(2021), 11 vom: 11. Nov., Seite 1104-1110

Sprache:

Englisch

Beteiligte Personen:

Porubský, Martin [VerfasserIn]
Vychodilová, Kristýna [VerfasserIn]
Milićević, David [VerfasserIn]
Buděšinský, Miloš [VerfasserIn]
Stanková, Jarmila [VerfasserIn]
Džubák, Petr [VerfasserIn]
Hajdúch, Marián [VerfasserIn]
Hlaváč, Jan [VerfasserIn]

Links:

Volltext

Themen:

Amino-BODIPY dyes
Cytotoxic activity
Disulfide linkers
Disulfides
Fluorescent Dyes
GAN16C9B8O
Glutathione
Hydroxyquinolinones
Journal Article
Quinolones
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 13.01.2022

Date Revised 08.11.2023

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1002/open.202100025

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM329703137