Chinese Journal of Organic Chemistry >
Synthesis and Bioactivities of Novel 1,2,4-Triazine Scheleton Phenanthroline Derivatives and the Fluorescent Recognition on DNA Using Three Novel Co (III) Complexes
Received date: 2018-03-28
Revised date: 2018-06-07
Online published: 2018-06-29
Supported by
Project supported by the Science and Technology Research Program of Liaoning Provincial Department of Education (No. 2009A426).
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 Kb 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
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]. Chinese Journal of Organic Chemistry, 2018 , 38(10) : 2720 -2730 . DOI: 10.6023/cjoc201803048
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