基于酰腙配体的双锡核二(2,4-二氯苄基)锡配合物的合成、结构及生物活性

doi:10.11944/j.issn.1000-0518.2019.12.190100

摘要/Abstract

摘要：

二(2,4-二氯苄基)二氯化锡分别与对甲氧基苯甲酰肼缩2-丁酮酸或2-噻吩酰肼缩2-丁酮酸酸反应,合成了两个二(2,4-二氯苄基)锡配合物(C1、C2),通过傅里叶变换红外光谱仪(FTIR)、核磁共振波谱仪(NMR)、高分辨质谱仪(HRMS)以及X射线单晶衍射(SCXRD)等表征了配合物结构。两个配合物分子均为双锡核分子,以Sn₂O₂四元环为中心对称,且锡原子与配位原子形成七配位畸变五角双锥构型。配合物C1、C2在空气氛围,120 ℃以下可稳定存在。配合物C1、C2对人肺癌细胞(NCI-H460)、人肝癌细胞(HepG2)和人乳腺癌细胞(MCF7)均有较好的抑制作用,配合物C1略优于C2。配合物C1、C2通过插入结合方式与小牛胸腺DNA相互作用,并且配合物C1与DNA的作用略强于C2。

关键词: 有机锡配合物, 酰腙, 晶体结构, 生物活性

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

朱晴雯, 余浩田, 刘梦琴, 张复兴, 邝代治, 谭宇星, 蒋伍玖. 基于酰腙配体的双锡核二(2,4-二氯苄基)锡配合物的合成、结构及生物活性[J]. 应用化学, 2019, 36(12): 1387-1396.

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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