Synthesis, structural characterization and in vitro inhibitory studies against human breast cancer of the bis-(2,6-di-tert-butylphenol)tin(IV) dichloride and its complexes (Journal article)

Shpakovsky, D. B./ Banti, C. N./ Beaulieu-Houle, G./ Kourkoumelis, N./ Manoli, M./ Manos, M. J./ Tasiopoulos, A. J./ Hadjikakou, S. K./ Milaeva, E. R./ Charalabopoulos, K./ Bakas, T./ Butler, I. S./ Hadjiliadis, N.

Four new organotin(IV) complexes of bis-(2,6-di-tert-butylphenol)tin(IV) dichloride [(tert-Bu-)(2)(HO-Ph)](2)SnCl2 (1) with the heterocyclic thioamides 2-mercapto-pyrimidine (PMTH), 2-mercapto-4-methyl-pyrimidine (MPMTH), 2-mercapto-pyridine (PYTH) and 2-mercapto-benzothiazole (MBZTH), of formulae {[(tert-Bu-)(2)(HO-Ph)](2)Sn(PMT)(2)}(2), {[(tert-Bu-)(2)(HO-Ph)](2)Sn(MPMT)(2)} (3), {[(tert-Bu-)(2)(HO-Ph)](2)SnCl(PYT)} (4) and {[(tert-Bu-)(2)(HO-Ph)](2)SnCl(MBZT)} (5), have been ;synthesized and characterized by elemental analysis, H-1-, C-13-, Sn-119-NMR, EPR, FT-IR, Raman and Mossbauer spectroscopic techniques. The crystal and molecular structures of compounds 1-5 have been determined by X-ray diffraction. The geometries around the metal center adopted in complexes 1-5 varied between tetrahedral in 1, trigonal bipyramidal in 3, 4, 5 and distorted octahedral in 2. Two carbon atoms from aryl groups and two chlorine atoms form a distorted tetrahedron in the case of 1. Two carbon, two sulfur and two nitrogen atoms from thione ligands form a distorted octahedral geometry around tin (IV) with trans-C-2, cis-N-2, cis-S-2-configurations in 2. However, in the case of 4 and 5 complexes two carbon, one sulfur, one nitrogen and one chloride atom form a distorted trigonal bipyramidal arrangement. Finally, in the case of 3 the trigonal bipyramidal geometry is achieved by two carbon, two sulfur and one nitrogen atom in a unique coordination mode of thioamides toward the tin(IV) cation. Compounds 1-5 were tested for their in vitro cytotoxicity against the human breast adenocarcinoma (MCF-7) cell line. Compound 3 exhibits strong cytotoxic activity against MCF-7 cells (IC50 = 0.58 +/- 0.1 mu M).
Institution and School/Department of submitter: Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
Keywords: organotin(iv) complexes,spectral characterization,acid,derivatives,ligands,5-chloro-2-mercaptobenzothiazole,2-mercaptobenzothiazole,metalloporphyrins,peroxidation,thioamides
URI: https://olympias.lib.uoi.gr/jspui/handle/123456789/9528
ISSN: 1477-9226
Link: <Go to ISI>://000311520000013
http://pubs.rsc.org/en/Content/ArticleLanding/2012/DT/c2dt31527k
Publisher: Royal Society of Chemistry
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

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