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2-羰基丙酸芳甲酰腙二对甲基苄基锡配合物的合成、晶体结构及生物活性
引用本文:张志坚,蒋伍玖,谭宇星,刘洋,朱小明,张复兴,邝代治.2-羰基丙酸芳甲酰腙二对甲基苄基锡配合物的合成、晶体结构及生物活性[J].无机化学学报,2016,32(11):2003-2011.
作者姓名:张志坚  蒋伍玖  谭宇星  刘洋  朱小明  张复兴  邝代治
作者单位:衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008,衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008,衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008,衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008,衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008,衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008,衡阳师范学院化学与材料科学学院, 功能金属有机材料湖南省普通高等学校重点实验室, 衡阳 421008
基金项目:湖南省自然科学基金(No.2016JJ4008,2016JJ5004)、湖南省科技计划项目(No.2015JC3060)和衡阳师范学院科学基金项目(No.15A02)资助。
摘    要:在含水甲苯中,对甲基氯苄与锡粉反应合成了二对甲基苄基二氯化锡,将其分别与2-羰基丙酸苯甲酰腙及2-羰基丙酸水杨酰腙反应,合成了2个取代苄基锡配合物(1、2),通过元素分析、IR、1H NMR、13C NMR、X射线单晶衍射以及热重分析等表征了配合物结构。测试了配合物对癌细胞MCF-7、Hep G2、NCI-H460以及正常人体肝细胞HL-7702的体外抑制活性;在Tris-HCl缓冲溶液中,以EB作为荧光探针,用荧光光谱法初步研究了配合物与小牛胸腺DNA的相互作用。结果表明:配合物1、2对3种癌细胞都有明显的抑制作用,配合物2对HL-7702的细胞毒性小于1;配合物1与小牛胸腺DNA作用是插入结合与静电结合共同作用所致,配合物2与小牛胸腺DNA作用是插入结合作用所致。

关 键 词:有机锡配合物  酰腙  合成  晶体结构  生物活性
收稿时间:7/2/2016 12:00:00 AM
修稿时间:2016/10/7 0:00:00

Syntheses,Crystal Structures and Biological Activity of the 2-Oxo-propionic Acid Aroyl Hydrazone Di-4-methylbenzyltin Complexes
ZHANG Zhi-Jian,JIANG Wu-Jiu,TAN Yu-Xing,LIU Yang,ZHU Xiao-Ming,ZHANG Fu-Xing and KUANG Dai-Zhi.Syntheses,Crystal Structures and Biological Activity of the 2-Oxo-propionic Acid Aroyl Hydrazone Di-4-methylbenzyltin Complexes[J].Chinese Journal of Inorganic Chemistry,2016,32(11):2003-2011.
Authors:ZHANG Zhi-Jian  JIANG Wu-Jiu  TAN Yu-Xing  LIU Yang  ZHU Xiao-Ming  ZHANG Fu-Xing and KUANG Dai-Zhi
Institution:Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China and Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province;College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China
Abstract:Di-4-methylbenzyltin dichloride has been synthesized via the reaction of the tin powder with the 4-methylbenzyl chloride in the hydrous toluene. Two substituted benzyltin complexes has been synthesized via the reaction of the 2-oxo-propionic acid aroyl hydrazone with the di-4-methylbenzyltin dichloride. The complexes 1 and 2 have been characterized by IR, 1H NMR, 13 NMR spectra, elemental analysis and the crystal structures have been determined by X-ray diffraction. In vitro antitumor activities of both complexes were evaluated by the 3-(4,5-dimethylthiazoly-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay against three human cancer cell lines(MCF-7, HepG2, NCI-H460) and human cell line(HL-7702). Two complexes exhibited strong antitumor activity, moreover, 2 was less toxic than 1. The interaction between complexes and calf thymus DNA were studied by EB fluorescent probe. The interaction of 1 with calf thymus DNA were intercalation and electrostatic attraction, however, that of 2 was only intercalation. CCDC:1487539, 1; 1053263, 2.
Keywords:organotin complex  hydrazone  synthesis  crystal structure  biological activity
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