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新型双大环二正丁基锡羧酸酯的合成、晶体结构及生物活性

王艳华, 杜锡光, 吴晓燕, 朱超光, 杜大峰, 朱东升   

  1. 东北师范大学化学学院, 长春 130024
  • 收稿日期:2007-11-29 修回日期:1900-01-01 出版日期:2008-09-10 发布日期:2008-09-10
  • 通讯作者: 朱东升

Synthesis, Crystal Structure and Biological Activities of the Novel Dimacrocyclic Di-n-butyltin Carboxylates

WANG Yan-Hua, DU Xi-Guang, WU Xiao-Yan, ZHU Chao-Guang, DU Da-Feng, ZHU Dong-Sheng*   

  1. Faculty of Chemistry, Northeast Normal University, Changchun 130024, China
  • Received:2007-11-29 Revised:1900-01-01 Online:2008-09-10 Published:2008-09-10
  • Contact: ZHU Dong-Sheng

摘要: 在乙醇钠催化下, 将3-(1,2亚丙二硫基)亚甲基-2,4-二羰基戊烷与2-羰基苯氧乙酸进行缩合反应, 获得了柔性二元酸配体1[4-(1,2-亚丙二硫基)亚甲基-3,5-二羰基-1,6-庚二烯-1,7-二(2-羰基苯)氧乙酸(LH2)]. 再将配体1与二正丁基氧化锡进行脱水反应, 获得新型二正丁基锡羧酸酯配合物2. 采用元素分析、1H NMR、 IR及晶体结构测定等手段对配体1和配合物2进行了结构表征, 配合物2是以菱形环Sn2O2为中心对称的二聚体结构, 中心菱形环通过氧原子与2个环外锡原子相连. 每个羧基分别与环内锡和环外锡原子配位, 形成2个对称的六元环, 3个环呈梯形排列, 将整个分子分割成2个对称的二十二元大环. 初步研究了其杀菌活性和抗癌活性.

关键词: 有机锡(Ⅳ), 双大环二正丁基锡羧酸酯, 晶体结构, 杀菌活性, 抗癌活性

Abstract: 4-(1,2-Dithiopropylene)methylene-3,5-dioxo-1,6-heptadiene-1,7-di-o-phenoxyacetic acid(1) was synthesized through the reaction of 3-(1,2-dithiopropylene)methylene-2,4-dioxo pentane with 2-formylphenoxyacetic acid under the catalysis of sodium ethoxide. The new di-n-butyltin carboxylate complex 2 was synthesized by the reaction of the complex 1 with di-n-butyltin oxide. Ligand 1 and complex 2 were characte-rized via elemental analysis, 1H NMR, IR and X-ray single crystal diffraction. The structure of complex 2 is a centrosymmetric dimer built up around the rhombus cyclic Sn2O2 four-membered ring, and the rhombus ring joins two exo-cyclic Sn atoms by O atoms. Each carboxyl group was coordinated with endo- and exo-cyclic Sn atoms respectively forming two symmetric six-membered ring. The three rings are in trapezoidal arrangement dividing the complex 2 into two big symmetric twenty-two membered ring. The complex shows antibiotic and anti-tumour activities in vitro experiments.

Key words: Organotin(Ⅳ), Dimacrocyclic di-n-butyltin carboxylate, Crystal structure, Antibiotic activity, Anti-tumour activity

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