通过钯催化的无配体 Heck 偶联反应，由容易获得的未取代、甲氧基或氟取代的 4-乙烯基-1H-吡唑和 5-溴-3H-吲哚合成了一系列新型吲哚-吡唑杂化物 8a-m。这些化合物在蓝光 (414nm) 照射下对黑色素瘤 G361 细胞产生细胞毒性，而在黑暗中浓度高达 10μM 时则没有细胞毒性，这促使我们探索它们的光动力效应。在乳腺癌 MCF-7 细胞中进一步研究了示例化合物 8d 的光动力学特性。评估显示，乳腺癌和黑色素瘤癌细胞系在 8 天后的抗癌活性在亚微摩尔范围内具有相当的抗癌活性。该处理诱导大量活性氧产生，根据化合物浓度和辐射强度导致不同类型的细胞死亡。© 2024 作者。 Archiv der Pharmazie 由 Wiley‐VCH GmbH 代表 Deutsche Pharmazeutische Gesellschaft 出版。

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.© 2024 The Author(s). Archiv der Pharmazie published by Wiley‐VCH GmbH on behalf of Deutsche Pharmazeutische Gesellschaft.