Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity. (13th April 2010) - Wiecek, Joanna
Abstract : The novel diphenyltin(IV) compound[ Ph 2 ( HyFoSc ) Sn ] (2 ), whereH 2 HyFoSc (1 ) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR ( 1 H, 13 C) spectroscopy. The structure of [Ph 2 (HyFoSc)Sn] was confirmed by single-crystal X-ray crystallography. The doubly deprotonated ligand is coordinated to the tin atom through the enolic-oxygen, the azomethine-nitrogen, and phenolic-oxygen, and so acts as an anionic tridentate ligand with the ONO donors. Two carbon atoms complete the fivefold coordination at the tin(IV) center. Intermolecular hydrogen bonding, C–H → π, andπ → π interactions combine to stabilize the crystal structure. Compounds1 and2 have been evaluated for antiproliferative activity in vitro against the cells of three human tumor cell lines: MCF-7 (human breast cancer cell line), T24 (bladder cancer cell line), A549 (nonsmall cell lung carcinoma), and a mouse fibroblast L-929 cancer cell line.