有机锡4-(4-吡啶基甲基硫代)苯甲酸酯的合成、结构与生物活性研究
Synthesis, Structure and Biological Activity of Triorganotin 4-(4-Pyridylmethylthio)benzoates
作者单位E-mail
罗华锋 宜宾学院化学与化工学院, 宜宾 644007  
甘贤雪 宜宾学院化学与化工学院, 宜宾 644007 ganxianxue@sina.com 
摘要: 通过4-(4-吡啶基甲基硫代)苯甲酸与三苯基氧化锡以及三环己基氢氧化锡反应,合成了三苯基锡4-(4-吡啶基甲基硫代)苯甲酸酯(1)及三环己基锡4-(4-吡啶基甲基硫代)苯甲酸酯(2)。它们的结构通过红外,核磁以及X-射线单晶衍射分析得到确证。化合物1表现为一维链状结构,而化合物2通过分子间的O-H…O和O-H…N氢键形成二维网状结构。生物活性测试表明,这2个化合物具有较高的抗肿瘤活性。
关键词: 有机锡羧酸酯  吡啶基  抗癌活性  晶体结构
基金项目: 四川省教育厅(No.13ZA0204)资助项目。
Abstract: Reaction of 4-(4-pyridylmethylthio)benzoic acid with (Ph3Sn)2O and Cy3SnOH (Cy=cyclohexyl) yielded triphenyltin 4-(4-pyridylmethylthio)benzoate (1) and tricyclohexyltin 4-(4-pyridylmethylthio)benzoate (2), respectively. Their crystal structures were determined by single-crystal X-ray diffraction analysis. The crystal of 1 belongs to the monoclinic system, space group P21/n with a=1.0231(5) nm, b=1.6300(8) nm, c=1.5849(8) nm, β=106.417(11)°, V=2.535(2) nm3, Z=4, Dc=1.557 g·cm-3, μ=1.120 mm-1, F(000)=1200, R1=0.0655 and wR2=0.1427. Complex 2 crystallizes with a molecule of water. Its crystal belongs to the monoclinic system, space group P21/c with a=1.0195(2) nm, b=2.1129(4) nm, c=1.4411(3) nm, β=103.847(3)°, V=3.0140(11) nm3, Z=4, Dc=1.389 g·cm-3, μ=0.948 mm-1, F(000)=1312, R1=0.0237 and wR2=0.0540. Complex 1 shows a polymeric chain structure, while complex 2 displays an infinite 2Dnetwork through intermolecular O-H…O and O-H…N hydrogen bonds. The cytotoxic activity of these two complexes for A549, Bel-7402 and Hela cells in vitro was tested.
Keywords: organotin carboxylate  pyridyl  antitumor activity  crystal structure
投稿时间:2013-09-18 修订日期:2013-11-25
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罗华锋,甘贤雪.有机锡4-(4-吡啶基甲基硫代)苯甲酸酯的合成、结构与生物活性研究[J].无机化学学报,2014,30(4):930-936.
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