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Synthesis, Characterization and Biological Activity of Diorganotin(IV) Complexes of N-(3,5-Dibromosalicylidene)-α-amino Acid
引用本文:田来进,孙玉希,郑晓亮,刘希杰,于游,刘雪莉,钱伯初.Synthesis, Characterization and Biological Activity of Diorganotin(IV) Complexes of N-(3,5-Dibromosalicylidene)-α-amino Acid[J].中国化学,2007,25(3):312-318.
作者姓名:田来进  孙玉希  郑晓亮  刘希杰  于游  刘雪莉  钱伯初
作者单位:[1]Department of Chemistry, Qufu Normal University, Qufu, Shandong 273165, China [2]Institute ofMateria Medica, Zhejiang Academy of Medical Science, Hangzhou, Zhejiang 310013, China [3]Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
基金项目:Project supported by the Natural Science Foundation of Shandong Province (No. Z2002F01), the State Key Laboratory of Crystal Materials (No. 2005B 103) and the Scientific Research Foundation of Qufu Normal University.
摘    要:The diorganotin(Ⅳ) complexes of N-(3,5-dibromosalicylidene)-α-amino acid, R2Sn(2-O-3,5-Br2C6H2CH= NCHRCOO)(where R=H, Me, i-Pr, Bz; R'=n-Bu, Cy), were synthesized by the reactions of diorganotin dichlorides with in situ formed potassium salt of N-(3,5-dibromosalicylidene)-α-amino acid and characterized by elemental analysis, IR and NMR (^1H, ^13C and ^119Sn) spectra. The crystal structures of n-Bu2Sn(2-O-3,5-Br2C6H2CH= NCHRCOO)(R=i-Pr, Bz) and Cy2Sn(2-O-3,5-Br2C6H2CH=NCHRCOO)(R=Me, Bz) were determined by X-ray single crystal diffraction and showed that the tin atoms are in a distorted trigonal bipyramidal geometry to form five- and six-membered chelate rings with the tridentate ligand. Bioassay results indicated that the compounds possess better in vitro antitumour activity against three human tumour cell lines, HeLa, CoLo205 and MCF-7, than cis-platin and moderate anti-bacterial activity against two bacteria, E. coli and S. aureus.

关 键 词:二有机锡配合物  α-氨基酸  合成  抗肿瘤活性  晶体结构
修稿时间:2006-06-222006-11-14

Synthesis,Characterization and Biological Activity of Diorganotin(IV) Complexes of N‐(3,5‐Dibromo‐salicylidene)‐ α‐amino Acid
TIAN Lai-Jin, SUN Yu-Xia, ZHENG Xiao-Liang,LIU Xi-Jie, YU You, LIU Xue-Li ,QIAN Bo-Chu.Synthesis,Characterization and Biological Activity of Diorganotin(IV) Complexes of N‐(3,5‐Dibromo‐salicylidene)‐ α‐amino Acid[J].Chinese Journal of Chemistry,2007,25(3):312-318.
Authors:TIAN Lai-Jin  SUN Yu-Xia  ZHENG Xiao-Liang  LIU Xi-Jie  YU You  LIU Xue-Li  QIAN Bo-Chu
Institution:a Department of Chemistry, Qufu Normal University, Qufu, Shandong 273165, China; b Institute ofMateria Medica, Zhejiang Academy of Medical Science, Hangzhou, Zhejiang 310013, China ;c Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
Abstract:The diorganotin(IV) complexes of N‐(3,5‐dibromosalicylidene)‐α‐amino acid, R2Sn(2‐O‐3,5‐Br2C6H2CH?NCHRCOO)(where R=H, Me, i‐Pr, Bz; R′ =n‐Bu, Cy), were synthesized by the reactions of diorganotin dichlorides with in situ formed potassium salt of N‐(3,5‐dibromosalicylidene)‐α‐amino acid and characterized by elemental analysis, IR and NMR (1H, 13C and 119Sn) spectra. The crystal structures of n‐Bu2Sn(2‐O‐3,5‐Br2C6H2CH?NCHRCOO)(R=i‐Pr, Bz) and Cy2Sn(2‐O‐3,5‐Br2C6H2CH?NCHRCOO)(R=Me, Bz) were determined by X‐ray single crystal diffraction and showed that the tin atoms are in a distorted trigonal bipyramidal geometry to form five‐ and six‐membered chelate rings with the tridentate ligand. Bioassay results indicated that the compounds possess better in vitro antitumour activity against three human tumour cell lines, HeLa, CoLo205 and MCF‐7, than cis‐platin and moderate anti‐bacterial activity against two bacteria, E. coli and S. aureus.
Keywords:organotin complex  a-amino acid  antitumour activity  X-ray crystal structure
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