Wydział Chemii

Hanna Pruchnik

Małgorzata Latocha

Aleksandra Zielińska

Stanisław Ułaszewski

Florian P. Pruchnik

2013

Polyhedron

49

223-233

10.1016/j.poly.2012.10.025

Naukowa

Angielski

Artykuł

Butyltin complexes with 5-sulfosalicylic acid (H₃ssal) [Sn(C₄H₉)₃{O₃SC₆H₃(OH)COOH}] (1), [Sn₂(C₄H₉)₆(OOCC₆H₃OHSO₃)] (2) and [Sn₃(C₄H₉)₆(OOCC₆H₃(OH)SO₃)₂O] (3) have been synthesized and characterized by ESI-MS, IR and ¹H, ¹³C and ¹¹⁹Sn NMR spectra. Their structures and properties in solid state and solutions were proposed on the basis of the spectroscopic data and density functional theory (DFT) calculations at B3LYP/3-21G^∗∗ level. The complex 1 in solid state is a chain compound with bridging ligand O₃SC₆H₃(OH)COOH⁻ coordinated to two adjacent SnBu₃ units via SO₃ and COOH groups and complex 2 is a dinuclear compound with O₃SC₆H₃(OH)COO²⁻ bridging ligand bound to the SnBu₃ moieties through SO₃ and COO groups. The spectroscopic data indicate that 3 is probably a trinuclear complex containing bridging oxido and Hssal ligands containing two five-coordinate and one six-coordinate tin atoms. The complexes effectively interact with ATP and DAMP nucleotides forming Sn–OP bonds and O′–H′…O and N…H–O (nucleotide–Hssal) hydrogen bonds. All compounds are very effective cytotoxic agents against tumor cells. The cytotoxic activity changes in the order 2 > 1 > 3. Their activity toward non-tumor NHDF cells is much lower. They show also antibacterial and antifungal activity.

dibutyltin, tributyltin, 5-Sulfosalicylate, Antitumor, Bactericide, Fungicide

http://dx.doi.org/10.1016/j.poly.2012.10.025

http://www.elsevier.com