Synthesis and photodynamic activity of new 5-[(E)-2-(3-alkoxy-1-phenyl-1H-pyrazol-4-yl)ethenyl]-2-phenyl-3H-indoles.
Arch Pharm (Weinheim)
; 357(10): e2400282, 2024 Oct.
Article
em 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.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Fotoquimioterapia
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Pirazóis
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Espécies Reativas de Oxigênio
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Fármacos Fotossensibilizantes
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Indóis
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Antineoplásicos
Limite:
Female
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Humans
Idioma:
En
Revista:
Arch Pharm (Weinheim)
Ano de publicação:
2024
Tipo de documento:
Article
País de afiliação:
Lituânia
País de publicação:
Alemanha