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Synthesis, structural characterization and cytotoxic activity of diorganotin(IV) complexes of N ‐(5‐halosalicylidene)‐α‐amino acid
Author(s) -
Tian Laijin,
Qian Bochu,
Sun Yuxi,
Zheng Xiaoliang,
Yang Min,
Li Huijun,
Liu Xueli
Publication year - 2005
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.940
Subject(s) - chemistry , hela , tin , crystal structure , stereochemistry , trigonal bipyramidal molecular geometry , halide , ligand (biochemistry) , bipyramid , chelation , crystallography , amino acid , medicinal chemistry , in vitro , inorganic chemistry , organic chemistry , receptor , biochemistry
Fourteen new diorganotin(IV) complexes of N ‐(5‐halosalicylidene)‐α‐amino acid, R′ 2 Sn(5‐X‐2‐OC 6 H 3 CHNCHRCOO) (where X = Cl, Br; R = H, Me, i‐Pr; R′ = n ‐Bu, Ph, Cy), were synthesized by the reactions of diorganotin halides with potassium salt of N ‐(5‐halosalicylidene)‐α‐amino acid and characterized by elemental analysis, IR and NMR ( 1 H, 13 C and 119 Sn) spectra. The crystal structures of Bu 2 Sn(5‐Cl‐2‐OC 6 H 3 CHNCH(i‐Pr)COO) and Ph 2 Sn(5‐Br‐2‐OC 6 H 3 CHNCH(i‐Pr)COO) were determined by X‐ray single‐crystal diffraction and showed that the tin atoms are in a distorted trigonal bipyramidal geometry and form five‐ and six‐membered chelate rings with the tridentate ligand. Bioassay results of a few compounds indicated that the compounds have strong cytotoxic activity against three human tumour cell lines, i.e. HeLa, CoLo205 and MCF‐7, and the activity decreased in the order Cy> n ‐Bu>Ph for the R′ group bound to tin. Copyright © 2005 John Wiley & Sons, Ltd.
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