Cyanine mitochondrial dye with slightly selective cytotoxicity against A549 cancerous cells.
Antineoplastic Agents
/ chemical synthesis
Cell Proliferation
/ drug effects
Cells, Cultured
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Fluorescent Dyes
/ chemical synthesis
Humans
Mitochondria
/ drug effects
Mitosis
/ drug effects
Molecular Structure
Structure-Activity Relationship
cytotoxicity
delocalized lipophilic cations
dye
mitochondria
Journal
Archiv der Pharmazie
ISSN: 1521-4184
Titre abrégé: Arch Pharm (Weinheim)
Pays: Germany
ID NLM: 0330167
Informations de publication
Date de publication:
Mar 2021
Mar 2021
Historique:
received:
01
08
2020
revised:
28
09
2020
accepted:
06
11
2020
pubmed:
28
11
2020
medline:
7
10
2021
entrez:
27
11
2020
Statut:
ppublish
Résumé
Delocalized lipophilic cations (DLCs) are known as mitochondria-addressed molecules. Mitochondria targeting may provide opportunities for tumor detection. DLCs may have antioxidant or anticancer properties. In this study, we focused on the toxicity and localization of 2-[(E)-2-(5-fluoro-2-methyl-1H-indol-3-yl)ethenyl]-1,6-dimethylpyridin-1-ium iodide (62E2), which has recently been found as a novel cytotoxic fluorescent compound. The excitation maximum of 62E2 is 452 ± 10 nm and its emission maximum is 579 ± 10 nm. It is accumulated in the cells and stains mitochondria in nanomolar concentrations. 62E2 is cytotoxic and mitotoxic in low micromolar concentrations, and it demonstrates some selectivity of cytotoxicity against A549 cancer cells. The closest analog of 62E2 is F16, which is the fluorescent mitotoxic agent that has been described earlier as a potential anticancer agent. We hope that 62E2 described here is useful in expanding the diversity of cyanine fluorescent mitochondrial dyes and the analysis of their structure-activity relationships.
Identifiants
pubmed: 33245149
doi: 10.1002/ardp.202000281
doi:
Substances chimiques
Antineoplastic Agents
0
Fluorescent Dyes
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2000281Subventions
Organisme : Russian Foundation of Basic Research
ID : 18-29-08060
Organisme : Russian Science Foundation
ID : 17-74-30012
Informations de copyright
© 2020 Deutsche Pharmazeutische Gesellschaft.
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