Journals / Turkish Journal of Chemistry / 2007 / Cilt: 31 - Sayı: 3

Synthesis, Spectroscopic Investigation, Crystal Structure, and Biological Screening, Including Antitumor Activity, of Organotin(IV) Derivatives of Piperonylic Acid

Pages
349–361
DOI
—

Abstract

We prepared 8 new organotin compounds with the general formulae [R3SnL], where R = Me (1), Bu (2), Ph (3), and Cy (4) and [R2SnL2], where R = Me (5), Et (6), Bu (7), Oct (8), and L = piperonylic acid, and characterized them by elemental analyses, IR spectra, and multinuclear NMR (1H, 13C, and 119Sn). The structure of 5 was confirmed by single crystal X-ray crystallography. The geometry around the tin atom was compared in both solution and solid state. Crystals of 5 are monoclinic with the space group P21/c. The tin geometry is skew trapezoidal bipyramidal, with 2 longer and 2 shorter Sn-O bonds; thus, the ligand chelates the Sn center in an asymmetric way. The synthesized compounds were also screened for antibacterial, antifungal, brine-shrimp lethality, and potato disc antitumor activity.

Özet

We prepared 8 new organotin compounds with the general formulae [R3SnL], where R = Me (1), Bu (2), Ph (3), and Cy (4) and [R2SnL2], where R = Me (5), Et (6), Bu (7), Oct (8), and L = piperonylic acid, and characterized them by elemental analyses, IR spectra, and multinuclear NMR (1H, 13C, and 119Sn). The structure of 5 was confirmed by single crystal X-ray crystallography. The geometry around the tin atom was compared in both solution and solid state. Crystals of 5 are monoclinic with the space group P21/c. The tin geometry is skew trapezoidal bipyramidal, with 2 longer and 2 shorter Sn-O bonds; thus, the ligand chelates the Sn center in an asymmetric way. The synthesized compounds were also screened for antibacterial, antifungal, brine-shrimp lethality, and potato disc antitumor activity.

Keywords: Organotin(IV) compounds, FT-IR, multinuclear NMR, X-ray structures, antibacterial, antifungal, brine-shrimp lethality, antitumor activities