Molecular Catalysis, Catalysis Research Center and Department of Chemistry, Technische Universität München, Lichtenbergstraße 4, D-85748 Garching bei München, Germany.
Cellular Protein Biochemistry, Department of Chemistry and Institute for Advanced Study, Technische Universität München, Lichtenbergstraße 4, D-85748 Garching bei München, Germany.
Dalton Trans. 2021 Feb 16;50(6):2158-2166. doi: 10.1039/d0dt04114a.
Fluorescent Pd(ii) and Pt(ii) complexes bearing 4-methylene-7-methoxycoumarin (MMC) and 2,6-diispropylphenyl (Dipp) substituted NHC/1,2,3-triazole hybrid ligands are described. Depending on the reaction conditions two different ligand coordination modes are observed, i.e., bidentate solely coordinating via NHCs or tetradentate coordinating via NHCs and 1,2,3-triazoles. All Dipp substituted complexes show antiproliferative activity against cervix (HeLa) and breast (MCF-7) human carcinoma cells. The activity significantly depends on the coordination mode, with the tetradentate motif being notably more effective (HeLa: IC50 = 3.9 μM to 4.7 μM; MCF-7: IC50 = 2.07 μM to 2.35 μM). Amongst the MMC series, only the Pd(ii) complex featuring the bidentate coordination mode is active against HeLa (IC50 = 6.1 μM). In contrast to its structurally related Dipp derivative (SI = 0.6), it shows a high selectivity for HeLa (SI > 16) compared to healthy skin cells (HaCaT). According to fluorescence microscopy, this compound is presumably located in late endosomes or lysosomes.
本文报道了一系列含有 4-亚甲基-7-甲氧基香豆素（MMC）和 2,6-二异丙基苯基（Dipp）取代的 NHC/1,2,3-三唑混合配体的荧光 Pd(ii)和 Pt(ii)配合物。根据反应条件，观察到两种不同的配体配位模式，即通过 NHC 单齿配位或通过 NHC 和 1,2,3-三唑四齿配位。所有 Dipp 取代的配合物均对宫颈（HeLa）和乳腺（MCF-7）人癌细胞表现出抗增殖活性。该活性显著取决于配位模式，四齿配体明显更有效（HeLa：IC50 = 3.9 μM 至 4.7 μM；MCF-7：IC50 = 2.07 μM 至 2.35 μM）。在 MMC 系列中，只有具有双齿配位模式的 Pd(ii)配合物对 HeLa 具有活性（IC50 = 6.1 μM）。与结构相关的 Dipp 衍生物（SI = 0.6）相比，它对 HeLa 的选择性很高（SI > 16），而对健康皮肤细胞（HaCaT）的选择性较低。根据荧光显微镜观察，该化合物可能位于晚期内体或溶酶体中。
