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Synthesis and photodynamic activity of new 5-[(E)-2-(3-alkoxy-1-phenyl-1H-pyrazol-4-yl)ethenyl]-2-phenyl-3H-indoles.
Varvuolyte, Gabriele; Reznícková, Eva; Bieliauskas, Aurimas; Kleiziene, Neringa; Vojácková, Veronika; Opichalová, Alena; Zukauskaite, Asta; Krystof, Vladimír; Sackus, Algirdas.
Afiliación
  • Varvuolyte G; Department of Organic Chemistry, Kaunas University of Technology, Kaunas, Lithuania.
  • Reznícková E; Institute of Synthetic Chemistry, Kaunas University of Technology, Kaunas, Lithuania.
  • Bieliauskas A; Department of Experimental Biology, Faculty of Science, Palacký University, Olomouc, Czech Republic.
  • Kleiziene N; Institute of Synthetic Chemistry, Kaunas University of Technology, Kaunas, Lithuania.
  • Vojácková V; Institute of Synthetic Chemistry, Kaunas University of Technology, Kaunas, Lithuania.
  • Opichalová A; Department of Experimental Biology, Faculty of Science, Palacký University, Olomouc, Czech Republic.
  • Zukauskaite A; Department of Experimental Biology, Faculty of Science, Palacký University, Olomouc, Czech Republic.
  • Krystof V; Department of Chemical Biology, Faculty of Science, Palacký University, Olomouc, Czech Republic.
  • Sackus A; Department of Experimental Biology, Faculty of Science, Palacký University, Olomouc, Czech Republic.
Arch Pharm (Weinheim) ; 357(10): e2400282, 2024 Oct.
Article en En | MEDLINE | ID: mdl-38969965
ABSTRACT
A series of new indole-pyrazole hybrids 8a-m were synthesized through the palladium-catalyzed ligandless Heck coupling reaction from easily accessible unsubstituted, methoxy- or fluoro-substituted 4-ethenyl-1H-pyrazoles and 5-bromo-3H-indoles. These compounds exerted cytotoxicity to melanoma G361 cells when irradiated with blue light (414 nm) and no cytotoxicity in the dark at concentrations up to 10 µM, prompting us to explore their photodynamic effects. The photodynamic properties of the example compound 8d were further investigated in breast cancer MCF-7 cells. Evaluation revealed comparable anticancer activities of 8d in both breast and melanoma cancer cell lines within the submicromolar range. The treatment induced a massive generation of reactive oxygen species, leading to different types of cell death depending on the compound concentration and the irradiation intensity.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Fotoquimioterapia / Pirazoles / Especies Reactivas de Oxígeno / Fármacos Fotosensibilizantes / Indoles / Antineoplásicos Límite: Female / Humans Idioma: En Revista: Arch Pharm (Weinheim) Año: 2024 Tipo del documento: Article País de afiliación: Lituania Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Fotoquimioterapia / Pirazoles / Especies Reactivas de Oxígeno / Fármacos Fotosensibilizantes / Indoles / Antineoplásicos Límite: Female / Humans Idioma: En Revista: Arch Pharm (Weinheim) Año: 2024 Tipo del documento: Article País de afiliación: Lituania Pais de publicación: Alemania