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基于铜催化的叠氮-炔环加成(CuAAC)“点击”反应衍生的发光2-(2-(4-(4-(吡啶-2-基)-1,2,3-三唑-1-基)丁氧基)苯基)苯并噻唑钌(II)/铱(III)/铼(I)配合物作为抗癌剂

CuAAC "Click"-Derived Luminescent 2-(2-(4-(4-(Pyridin-2-yl)-1-1,2,3-triazol-1-yl)butoxy)phenyl)benzo[]thiazole-Based Ru(II)/Ir(III)/Re(I) Complexes as Anticancer Agents.

作者信息

Thilak Babu Lavanya, Paira Priyankar

机构信息

Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632014, Tamil Nadu, India.

出版信息

ACS Omega. 2023 Aug 30;8(36):32382-32395. doi: 10.1021/acsomega.3c01639. eCollection 2023 Sep 12.

Abstract

To enhance the cytoselective behavior of the complexes, we intended to develop a CuAAC "click"-derived synthetic protocol for the preparation of 2-(2-(4-(4-(pyridin-2-yl)-1-1,2,3-triazol-1-yl)butoxy)phenyl)benzo[]thiazole-based Ru(II)/Ir(III)/Re(I) complexes, and their cytotoxicity against three different cancer cell lines (MCF-7, HeLa, and U87MG) in consort with one normal cell line (HEK-293) was evaluated. In our detailed investigations, the significant cytotoxic nature of the Ru(II) complex compared to Ir(III) and Re(I) complexes ( and , respectively) was observed. Complex was capable of MCF-7 cell apoptosis via the inhibition of both S- and G2/M-phase cell cycle arrest in association with a substantial quantity of ROS production and DNA intercalation.

摘要

为了增强配合物的细胞选择性行为,我们打算开发一种基于铜催化的叠氮-炔环加成(CuAAC)“点击”反应的合成方法,用于制备基于2-(2-(4-(4-(吡啶-2-基)-1,2,3-三唑-1-基)丁氧基)phenyl)苯并噻唑的Ru(II)/Ir(III)/Re(I)配合物,并评估了它们对三种不同癌细胞系(MCF-7、HeLa和U87MG)以及一种正常细胞系(HEK-293)的细胞毒性。在我们的详细研究中,观察到Ru(II)配合物与Ir(III)和Re(I)配合物(分别为和)相比具有显著的细胞毒性。配合物能够通过抑制S期和G2/M期细胞周期停滞,同时产生大量活性氧(ROS)和DNA插入,诱导MCF-7细胞凋亡。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3cb/10500652/bc4b1c24f108/ao3c01639_0002.jpg

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