Syntheses, Crystal Structures and Biological Activity of Binuclear Di-2,4-dichlorobenzyltin Complexes Based on Arylformylhydrazone Ligand

doi:10.11944/j.issn.1000-0518.2019.12.190100

Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (12): 1387-1396.DOI: 10.11944/j.issn.1000-0518.2019.12.190100

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Syntheses, Crystal Structures and Biological Activity of Binuclear Di-2,4-dichlorobenzyltin Complexes Based on Arylformylhydrazone Ligand

ZHU Qingwen,YU Haotian,LIU Mengqin,ZHANG Fuxing,KUANG Daizhi,TAN Yuxing,JIANG Wujiu()

Key Laboratory of Functional Metal-Organic Compounds of Hunan Province,Key Laboratory of Functional Organometallic Materials,University of Hunan Province,College of Chemistry and Material Science,Hengyang Normal University,Hengyang, Hunan 421008,China

Received:2019-04-12 Accepted:2019-07-12 Published:2019-12-01 Online:2019-12-10
Contact: JIANG Wujiu
Supported by:
Supported by Hunan Provincial College Student Researchful Study and Innovative Experiment Project(No.cx1813), Hunan Provincial Natural Science Foundation of China(No.2017JJ3003), and Hengyang Normal University Discipline Group Construction Project(No.18XKQ01)

Abstract

Abstract:

Two di-2,4-dichlorobenzyltin complexes (C1, C2) have been synthesized from p-methoxybenzoyl hydrazide-2-ketobutyric acid or 2-thiophene hydrazide2-ketobutyric acid with di-2,4-dichlorobenzyltin dichloride, respectively. The properties and the crystal structures of the complexes C1 and C2 were characterized by Fourier transform infrared spectrometer (FTIR), nuclear magnetic resonance spectroscopy (NMR) and single crystal X-ray diffraction (SCXRD). Two complexes are all binuclear molecules containing a Sn₂O₂ four-membered ring. The central tin atom and the coordination atom form a hepta-coordinationed distorted pentagonal bipyramid configuration. The complexes C1 and C2 are stable under 120 ℃ in air, and exihibit good inhibitory effects on human non-small cell lung cancer (NCI-H460), human liver hepatocellular carcinoma (HepG2) and human breast adenocarcinoma (MCF-7) cancer cells cancer cells, but complex C1 is slightly better than complex C2. The interaction between two complexes and calf thymus DNA is intercalation, and the effect of complex C1 and DNA is slightly stronger than that of complex C2.

Key words: organotin complex, hydrazone, crystal structure, biological activity

ZHU Qingwen, YU Haotian, LIU Mengqin, ZHANG Fuxing, KUANG Daizhi, TAN Yuxing, JIANG Wujiu. Syntheses, Crystal Structures and Biological Activity of Binuclear Di-2,4-dichlorobenzyltin Complexes Based on Arylformylhydrazone Ligand[J]. Chinese Journal of Applied Chemistry, 2019, 36(12): 1387-1396.

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Syntheses, Crystal Structures and Biological Activity of Binuclear Di-2,4-dichlorobenzyltin Complexes Based on Arylformylhydrazone Ligand

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