Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes

doi:10.6023/cjoc201803048

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (10): 2720-2730.DOI: 10.6023/cjoc201803048 Previous Articles Next Articles

Special Issue: 荧光探针-生物传感合辑

Articles

新型Cdc25B抑制剂邻菲啰啉并1,2,4-三嗪衍生物及Co³⁺配合物的合成及其对DNA的荧光识别

张成路, 李益政, 李静怡, 李奕嶙, 宫荣庆, 王华玉

辽宁师范大学化学化工学院大连 116029

收稿日期:2018-03-28 修回日期:2018-06-07 发布日期:2018-06-29
通讯作者: 张成路,E-mail:zhangchenglu@lnnu.edu.cn E-mail:zhangchenglu@lnnu.edu.cn
基金资助:
辽宁省教育厅科学技术研究（No.2009A426）资助项目.

Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes

Zhang Chenglu, Li Yizheng, Li Jingyi, Li Yilin, Gong Rongqing, Wang Huayu

School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029

Received:2018-03-28 Revised:2018-06-07 Published:2018-06-29
Contact: 10.6023/cjoc201803048 E-mail:zhangchenglu@lnnu.edu.cn
Supported by:
Project supported by the Science and Technology Research Program of Liaoning Provincial Department of Education (No. 2009A426).

1. Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes.PDF(9094KB)

Abstract

Cdc25B has become the important target for curing cancer owing to its over expression in kinds of cancers. Compounds containing phenanthroline moiety have become research objectives on the DNA fluorescence probes or the new curing agents for their excellent fluorescence property and bioactivities. Twelve novel 1,2,4-triazine scheleton phenanthroling derivatives ARTP1～ARTP12 were first designed and synthesized, the structures of ARTP1～ARTP12 were characterized successfully by means of IR and NMR. The inhibitory activities of ARTP1～ARTP12 against Cdc25B were evaluated. The results show that nine target molecules exhibit excellent inhibitories, four molecules behave better activities than the contrast reference Na₃VO₄ indicating that they may be used as Cdc25B inhibitors. Meanwhile, three novel complexes Co-ARTP-5, Co-ARTP-6 and Co-ARTP-10 were first afforded by the reaction of the excellent inhibitory active compounds ARTP5, ARTP6 and ARTP10 with Co³⁺ respectively. The structures of the three complexes were confirmed through IR, UV-Vis, ¹H NMR and fluorescence spectra. The interaction modes between the complexes and CT-DNA were explored. As a result, the excitation peaks of the complexes show a red shift and the complexes interact with CT-DNA through the insert mode. The binding constants K_b are (2.12±0.20)×10⁵, (3.29±0.20)×10⁵and (1.50±0.20)×10⁵ L·mol^-1, respectively, and it occurs strong fluorescene quenching. The complexes are expected to be the DNA fluorescence probes.

Key words: 1,10-phenanthroline, 1,2,4-triazine, Cdc25B, Co(III) complex, fluorescent

Cite this article

Zhang Chenglu, Li Yizheng, Li Jingyi, Li Yilin, Gong Rongqing, Wang Huayu. Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes[J]. Chin. J. Org. Chem., 2018, 38(10): 2720-2730.

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新型Cdc25B抑制剂邻菲啰啉并1,2,4-三嗪衍生物及Co³⁺配合物的合成及其对DNA的荧光识别

Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes

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新型Cdc25B抑制剂邻菲啰啉并1,2,4-三嗪衍生物及Co3+配合物的合成及其对DNA的荧光识别

Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes

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Supporting Info.

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Abstract

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新型Cdc25B抑制剂邻菲啰啉并1,2,4-三嗪衍生物及Co³⁺配合物的合成及其对DNA的荧光识别