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Synthesis, Structural Study, and In Vitro Trypanocidal and Antitumour Activities of Tetrakis(3‐methoxypropyl)tin and (3‐Methoxypropyl)tin Chlorides
Author(s) -
Lébl Tomáš,
Smička Aleš,
Brus Jiří,
Bruhn Clemens
Publication year - 2003
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200390020
Subject(s) - chemistry , tin , substituent , trigonal bipyramidal molecular geometry , bipyramid , crystallography , octahedron , atom (system on chip) , molecule , proton nmr , stereochemistry , crystal structure , organic chemistry , computer science , embedded system
A set of four water‐soluble (3‐methoxypropyl)stannanes of general formula (CH 3 OCH 2 CH 2 CH 2 ) x SnCl 4− x , where x = 4 ( 1 ), x = 3 ( 2 ), x = 2 ( 3 ), and x = 1 ( 4 ), was prepared. For 3 and 4 , which were isolated in the crystalline state, it was shown by X‐ray diffraction that the tin atom is coordinated in distorted octahedral and trigonal‐bipyramidal geometries, respectively (i.e., the oxygen atoms of the 3‐methoxypropyl groups were coordinated to the central tin atom in both cases, forming chelates). For all compounds, structures in CDCl 3 and [D 6 ]DMSO solutions were proposed on the basis of their 13 C and 119 Sn NMR spectra. In CDCl 3 solution, the degree of donor‐acceptor bonding between the central tin atom and oxygen atom of the 3‐methoxypropyl substituent was evaluated on the basis of 17 O NMR chemical shifts and 3,6 J ( 1 H, 119 Sn) long‐range coupling constants. Compounds 2 and 3 exhibited promising in vitro antitumour and trypanocidal activities. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2003)