Synthesis and photo-induced anticancer activity of new 2-phenylethenyl-1H-benzo[e]indole dyes
Herein, a series of new 1,1,2-trimethyl-1H-benzo[e]indole dyes was prepared via Knoevenagel condensation reaction between 1,1,2-trimethyl-1H-benzo[e]indole and benzaldehydes, and characterized using various spectroscopic methods. The obtained compounds showed cytotoxic properties in G361 melanoma cell line upon irradiation with 414 nm blue light at submicromolar doses. The mechanism of action of the most potent compound 15 was further investigated. The treatment induced substantial generation of reactive oxygen species, leading to DNA damage followed by cell death depending on the concentration of the photosensitizer compound and the irradiation intensity.
Authors
- Vladimı́r Kryštof (ORCID: https://orcid.org/0000-0001-5838-2118)
- Lukáš Malina (ORCID: https://orcid.org/0000-0001-5734-5921)
- Gabrielė Varvuolytė (ORCID: https://orcid.org/0000-0002-5150-8694)
- Rasa Tamulienė
- Neringa Kleizienė (ORCID: https://orcid.org/0009-0002-1390-1265)
- Asta Žukauskaitė (ORCID: https://orcid.org/0000-0001-6759-8789)
- Algirdas Šačkus (ORCID: https://orcid.org/0000-0002-1514-4934)
- Eglė Arbačiauskienė (ORCID: https://orcid.org/0000-0003-1365-9990)
- Veronika Vojáčková (ORCID: https://orcid.org/0000-0003-0946-3274)
- Aurimas Bieliauskas (ORCID: https://orcid.org/0000-0002-3838-261X)
- Hana Kolářová (ORCID: https://orcid.org/0000-0002-6156-4841)
- Eva Řezníčková (ORCID: https://orcid.org/0000-0003-4773-2850)
- Zdenko Duben
- Sonata Krikštolė
Institutions
- Kaunas University of Technology (LT)
- Institute of Molecular and Translational Medicine (CZ)
- Palacký University Olomouc (CZ)
Publication Details
- Journal
- European Journal of Medicinal Chemistry
- Published
- 2024-08-13
- DOI
- https://doi.org/10.1016/j.ejmech.2024.116777
- Citations
- 7
- Primary Topic
- Photochromic and Fluorescence Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.82
Funders
- European Commission
- European Geosciences Union
- Academy of Finland
- Lietuvos Mokslo Taryba
- Univerzita Palackého v Olomouci
- Jiangsu University of Technology
- Kauno Technologijos Universitetas