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Synthesis, Characterization and Biological Activity of Diorganotin(IV) Complexes of N ‐(3,5‐Dibromo‐salicylidene)‐ α ‐amino Acid
Author(s) -
Tian LaiJin,
Sun YuXi,
Zheng XiaoLiang,
Liu XiJie,
Yu You,
Liu XueLi,
Qian BoChu
Publication year - 2007
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200790061
Subject(s) - chemistry , stereochemistry , hela , trigonal bipyramidal molecular geometry , tin , ligand (biochemistry) , crystal structure , amino acid , chelation , crystallography , bipyramid , proton nmr , medicinal chemistry , in vitro , receptor , organic chemistry , biochemistry
The diorganotin(IV) complexes of N ‐(3,5‐dibromosalicylidene)‐ α ‐amino acid, R ′ 2 Sn(2‐O‐3,5‐Br 2 C 6 H 2 CHNCHRCOO)(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 ( 1 H, 13 C and 119 Sn) spectra. The crystal structures of n ‐Bu 2 Sn(2‐O‐3,5‐Br 2 C 6 H 2 CHNCHRCOO)(R= i ‐Pr, Bz) and Cy 2 Sn(2‐O‐3,5‐Br 2 C 6 H 2 CHNCHRCOO)(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 .