一种新的含吲哚的二吡啶基甲酮腙席夫碱及其镉(II)配合物的合成、晶体结构和抗增殖活性。

IF 0.7 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Acta Crystallographica Section C Structural Chemistry Pub Date : 2024-11-01 Epub Date: 2024-10-28 DOI:10.1107/S2053229624010167
Qing Zhang, Zi Quan Wang, Dian Xiang Xing, Shou Juan Wang, Xue Jie Tan
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引用次数: 0

摘要

在本研究中,我们介绍了一种新型含吲哚的吡啶基席夫碱--(E)-2-({[双(吡啶-2-基)亚甲基]肼-1-亚基}甲基)-1H-吲哚,C20H15N5 (2-DPHI)、及其镉(II)配合物聚[[2-({[双(吡啶-2-基)亚甲基]肼-1-亚基}甲基)-1H-吲哚]二-μ-氯镉(II)],[CdCl2(C20H15N5)]n(pCd2),作为潜在的抗癌剂。希夫碱是通过二吡啶基甲酮腙与吲哚-2-甲醛反应合成的,而镉配合物则是在室温下将 CdCl2 和 2-DPHI 加入甲醇中制备的。研究人员评估了这两种化合物对三种人癌细胞株(A375、A549 和 HeLa)和一种正常细胞株(HFF-1)的细胞毒性。配体 2-DPHI 显示出显著的抗肿瘤活性,48 小时后对 A375 的 IC50 值为 12.22 µM,对 A549 的 IC50 值为 15.17 µM,而 pCd2 复合物对 A375 细胞的抑制作用更强,IC50 值为 4.88 µM,优于 2-DPHI 和 CdCl2。与癌细胞相比,这两种化合物对正常细胞的毒性更低。利用单晶 X 射线衍射、元素分析、高分辨率质谱以及傅立叶变换红外光谱、1H NMR、13C NMR 和紫外可见光谱对 2-DPHI 和 pCd2 的结构进行了全面鉴定。
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Synthesis, crystal structures and antiproliferative activities of a new indole-containing dipyridylmethanone hydrazone Schiff base and its cadmium(II) complex.

In this study, we introduce a novel indole-containing pyridine-based Schiff base, (E)-2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole, C20H15N5 (2-DPHI), and its cadmium(II) complex poly[[2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole]di-μ-chlorido-cadmium(II)], [CdCl2(C20H15N5)]n (pCd2), as potential anticancer agents. The Schiff base was synthesized by reacting dipyridylmethanone hydrazone with indole-2-formaldehyde, while the cadmium complex was prepared by combining CdCl2 and 2-DPHI in methanol at room temperature. Both compounds were evaluated for their cytotoxicity against three human cancer cell lines (A375, A549 and HeLa) and a normal cell line (HFF-1). The ligand 2-DPHI exhibited notable antitumour activity, with an IC50 value of 12.22 µM against A375 and 15.17 µM against A549 after 48 h, while the pCd2 complex showed an even stronger inhibition of A375 cells, with an IC50 value of 4.88 µM, outperforming both 2-DPHI and CdCl2. Both compounds demonstrated lower toxicity towards normal cells compared to cancer cells. The structures of 2-DPHI and pCd2 were fully characterized using single-crystal X-ray diffraction, elemental analysis, high-resolution mass spectrometry and FT-IR, 1H NMR, 13C NMR and UV-Vis spectroscopy.

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来源期刊
Acta Crystallographica Section C Structural Chemistry
Acta Crystallographica Section C Structural Chemistry CHEMISTRY, MULTIDISCIPLINARYCRYSTALLOGRAPH-CRYSTALLOGRAPHY
CiteScore
1.60
自引率
12.50%
发文量
148
期刊介绍: Acta Crystallographica Section C: Structural Chemistry is continuing its transition to a journal that publishes exciting science with structural content, in particular, important results relating to the chemical sciences. Section C is the journal of choice for the rapid publication of articles that highlight interesting research facilitated by the determination, calculation or analysis of structures of any type, other than macromolecular structures. Articles that emphasize the science and the outcomes that were enabled by the study are particularly welcomed. Authors are encouraged to include mainstream science in their papers, thereby producing manuscripts that are substantial scientific well-rounded contributions that appeal to a broad community of readers and increase the profile of the authors.
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