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Synthesis, crystal structures, cytotoxicity and qualitative structure-activity relationship (QSAR) of cis-bis{5-[(E)-2-(aryl)-1-diazenyl]quinolinolato}di-n-butyltin(IV) complexes, (n)Bu2Sn(L)2
Authors:Basu Baul Tushar S  Mizar Archana  Chandra Asit K  Song Xueqing  Eng George  Jirásko Robert  Holcapek Michal  de Vos Dick  Linden Anthony
Affiliation:a Department of Chemistry, North-Eastern Hill University, NEHU Permanent Campus, Umshing, Shillong, Meghalaya 793 022, India
b Department of Chemistry and Physics, University of the District of Columbia, Washington DC 20008, USA
c University of Pardubice, Department of Analytical Chemistry, Studentská 95, Pardubice, Czech Republic
d Pharmachemie BV, P.O. Box 552, 2003 RN Haarlem, The Netherlands
e Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland
Abstract:A series of cis-bis{5-[(E)-2-(aryl)-1-diazenyl]quinolinolato}di-n-butyltin(IV) complexes has been synthesized and characterized by 1H-, 13C-, 119Sn NMR, ESI-MS (electrospray ionization mass spectrometry), IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analyses. The structures of four di-n-butyltin(IV) complexes, viz., nBu2Sn(L3)2 (3), nBu2Sn(L4)2 (4), nBu2Sn(L5)2 (5) and nBu2Sn(L7)2 · 0.5C6H6 (7) (LH = 5-[(E)-2-(aryl)-1-diazenyl)quinolin-8-ol) were determined by single crystal X-ray diffraction. In general, the complexes were found to adopt a distorted cis-octahedral arrangement around the tin atom. These complexes retain their solid-state structure in non-coordinating solvent as evidenced by 119Sn and 13C NMR spectroscopic results. The in vitro cytotoxicity of di-n-butyltin(IV) complexes (3-8) is reported against seven well characterized human tumour cell lines. The basicity of the two quinolinolato donor N and O atoms of the ligands are discussed in relation to the cytotoxicity data.
Keywords:5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-ol   Di-n-butyltin(IV) complexes   NMR   ESI-MS   119mSn Mö  ssbauer   Cytotoxicity   Crystal structures
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