Chem. J. Chinese Universities

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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

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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