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

Authors: MUHAMMAD HANIF, MUKHTIAR HUSSAIN, SAQIB ALI, MOAZZAM H. BHATTI, MUHAMMAD SHEERAZ AHMED, BUSHRA MIRZA, HELEN S. EVANS

Abstract: We prepared 8 new organotin compounds with the general formulae [R_3SnL], where R = Me (1), Bu (2), Ph (3), and Cy (4) and [R_2SnL_2], 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, ^{13}C, and ^{119}Sn). 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 P2_1/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

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