Synthesis, structure and biological activity of diorganotin derivatives with pyridyl functionalized bis(pyrazol-1-yl)methanes

摘要

Three pyridyl functionalized bis(pyrazol-1-yl)methanes, namely 2-[(4-pyridyl)methoxyphenyl] bis(pyrazol-1-yl)methane (L1), 2-[(4-pyridyl)methoxyphenyl]bis(3,5-dimethylpyrazol-1-yl)methane (L2) and 2-[(3-pyridyl)methoxyphenyl]bis(pyrazol-1-yl)methane (L3) have been synthesized by the reactions of (2-hydroxyphenyl)bis(pyrazol-1-yl)methanes with chloromethylpyridine. Treatment of these three ligands with R₂SnCl₂ (R = Et, n-Bu or Ph) yields a series of symmetric 2:1 adducts of (L)₂SnR₂Cl₂ (L = L1, L2 or L3), which have been confirmed by elemental analysis and NMR spectroscopy. The crystal structures of (L2)₂Sn(n-Bu)₂Cl₂·0.5C₆H₁₄ and (L3)₂SnEt₂Cl₂ determined by X-ray crystallography show that the functionalized bis(pyrazol-1-yl)methane acts as a monodentate ligand through the pyridyl nitrogen atom, and the pyrazolyl nitrogen atoms do not coordinate to the tin atom. The cytotoxic activity of these complexes for Hela cells in vitro was tested. Copyright © 2010 John Wiley & Sons, Ltd.