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通过蒽修饰提高双核金（I）双亚胺配合物的抗增殖活性和荧光。

Improved Antiproliferative Activity and Fluorescence of a Dinuclear Gold(I) Bisimidazolylidene Complex via Anthracene-Modification.

机构信息

Department of Chemistry and Catalysis Research Center, Molecular Catalysis, Technische Universität München, Lichtenbergstraße 4, 85748, Garching bei München, Germany.

Centro de Ciências e Tecnologias Nucleares and Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, Campus Tecnológico e Nuclear, Estrada Nacional N° 10 (km 139,7), 2695-066, Bobadela LRS, Portugal.

出版信息

Chem Asian J. 2020 Dec 14;15(24):4275-4279. doi: 10.1002/asia.202001104. Epub 2020 Oct 30.

DOI:10.1002/asia.202001104
PMID:33405335
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7756789/
Abstract

A straightforward modification route to obtain mono- and di-substituted anthroyl ester bridge functionalized dinuclear Au(I) bis-N-heterocyclic carbene complexes is presented. The functionalization can be achieved starting from a hydroxyl-functionalized ligand precursor followed by transmetallation of the corresponding Ag complex or via esterification of the hydroxyl-functionalized gold complex. The compounds are characterized by NMR-spectroscopy, ESI-MS, elemental analysis and SC-XRD. The mono-ester Au complex shows quantum yields around 18%. In contrast, the corresponding syn-di-ester Au complex, exhibits significantly lower quantum yields of around 8%. Due to insufficient water solubility of the di-ester, only the mono-ester complex has been tested regarding its antiproliferative activity against HeLa- (cervix) and MCF-7- (breast) cancer cell lines and a healthy fibroblast cell line (V79). IC values of 7.26 μM in the HeLa cell line and 7.92 μM in the MCF-7 cell line along with selectivity indices of 8.8 (HeLa) and 8.0 (MCF-7) are obtained. These selectivity indices are significantly higher than those obtained for the reference drugs cisplatin or auranofin.

摘要

本文提出了一种直接的修饰路线，用于获得单取代和二取代的蒽酰酯桥联双核 Au（I）双氮杂环卡宾配合物。该功能化可以从羟基功能化的配体前体开始，通过相应的 Ag 配合物的转金属化或通过羟基功能化的金配合物的酯化来实现。该化合物通过 NMR 光谱、ESI-MS、元素分析和 SC-XRD 进行了表征。单酯 Au 配合物的量子产率约为 18%。相比之下，相应的顺式二酯 Au 配合物的量子产率明显较低，约为 8%。由于二酯的水溶性不足，仅对单酯配合物进行了抗增殖活性测试，针对 HeLa（宫颈）和 MCF-7（乳腺）癌细胞系和健康成纤维细胞系（V79）。在 HeLa 细胞系中的 IC 值为 7.26 μM，在 MCF-7 细胞系中的 IC 值为 7.92 μM，选择性指数分别为 8.8（HeLa）和 8.0（MCF-7）。这些选择性指数明显高于参考药物顺铂或金诺芬。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/b588cf0393a7/ASIA-15-4275-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/34acb3539d66/ASIA-15-4275-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/21d89c8ca244/ASIA-15-4275-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/3faf5400301a/ASIA-15-4275-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/1719eb1dd872/ASIA-15-4275-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/b588cf0393a7/ASIA-15-4275-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/34acb3539d66/ASIA-15-4275-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/21d89c8ca244/ASIA-15-4275-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/3faf5400301a/ASIA-15-4275-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/1719eb1dd872/ASIA-15-4275-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f196/7756789/b588cf0393a7/ASIA-15-4275-g004.jpg

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