Three novel transition metal complexes of 6-methyl-2-oxo-quinoline-3-carbaldehyde thiosemicarbazone: synthesis, crystal structure, cytotoxicity, and mechanism of action

Bi-Qun Zou; Xing Lu; Qi-Pin Qin; Yu-Xia Bai; Ye Zhang; Meng Wang; Yan-Cheng Liu; Zhen-Feng Chen; Hong Liang

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Three novel transition metal complexes of 6-methyl-2-oxo-quinoline-3-carbaldehyde thiosemicarbazone: synthesis, crystal structure, cytotoxicity, and mechanism of action

机译：三种新型的6-甲基-2-氧代-喹啉-3-咔甲醛硫代半脲过渡金属配合物：合成，晶体结构，细胞毒性和作用机理

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Three novel 6-methyl-2-oxo-quinoline-3-carbaldehyde thiosemicarbazone (H-L) transition metal complexes, [Cu(H-L)NO₃H₂O]·NO₃ (1), [Zn(H-L)NO₃H₂O]·NO₃ (2) and [CoL₂] (3), were synthesized. In vitro antitumor screening revealed that complex 1 exhibited better inhibitory activities than the commercial anticancer drug cisplatin against SK-OV-3 and MGC80-3 tumor cell lines, with IC₅₀ values of 10.35 ± 1.26 μM and 10.17 ± 0.95 μM, respectively. All three complexes showed low cytotoxicity toward the normal human liver HL-7702 cells compared with cisplatin. Their binding properties to DNA were investigated by various methods. It was found that the complexes interacted with DNA mainly through intercalation, and their binding affinities ranked in the order of 3 > 1 > 2. Complex 1 induced the highest apoptosis rate of MGC80-3 cells, and it caused cell arrest in the S phase according to flow cytometry. Further experiments confirmed that complex 1 triggered MGC80-3 cells apoptosis via a mitochondrial dysfunction pathway.

机译：三种新型的6-甲基-2-氧代-喹啉-3-甲醛硫代半碳酮（HL）过渡金属配合物[Cu（HL）NO _{3 H _{2 O]·NO <小> _{3 （1），[Zn（HL）NO _{3 H _{2 O]·NO _{3 （2）和[CoL _{2 ]（3），进行了合成。体外抗肿瘤筛选显示，配合物1对商业化抗癌药物顺铂对SK-OV-3和MGC80-3肿瘤细胞系表现出更好的抑制活性，IC _{50 值分别为10.35±1.26μM和10.17±0.95μM。与顺铂相比，所有三种复合物均对正常人肝HL-7702细胞显示出低细胞毒性。通过各种方法研究了它们与DNA的结合特性。发现复合物主要通过嵌入与DNA相互作用，其结合亲和力的排列顺序为3> 1>2。复合物1诱导了MGC80-3细胞的最高凋亡率，并引起了S期细胞停滞。根据流式细胞仪。进一步的实验证实，复合物1通过线粒体功能障碍途径触发了MGC80-3细胞的凋亡。}}}}}}}} 展开▼

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《RSC Advances》 |2017年第29期|共11页

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Bi-Qun Zou; Xing Lu; Qi-Pin Qin; Yu-Xia Bai; Ye Zhang; Meng Wang; Yan-Cheng Liu; Zhen-Feng Chen; Hong Liang;
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Three novel transition metal complexes of 6-methyl-2-oxo-quinoline-3-carbaldehyde thiosemicarbazone: synthesis, crystal structure, cytotoxicity, and mechanism of action

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