Synthesis,structure and property of diorganotin N‐[(3‐methoxy‐2‐oxyphenyl)methylene]tyrosinates |
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Authors: | Laijin Tian Lu Han Yanze Yao Xiaoliang Zheng Xijie Liu Xianjie Lin |
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Institution: | 1. Qufu Normal University, Key Laboratory of Natural Products and Pharmaceutical Intermediates, Qufu, China;2. Affiliated Middle School of Qufu Normal University, Qufu, China;3. Zhejiang Academy of Medical Science, Institute of Materia Medica, Hangzhou, China;4. Beijing Centaurus BioPharma Technology Co., Ltd., Beijing, China;5. Heze University, School of Chemistry, Heze, China |
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Abstract: | Five new diorganotin N‐(3‐methoxy‐2‐oxyphenyl)methylene] tyrosinates, R2Sn2‐O‐3‐MeOC6H3CH=NCH (CH2C6H4OH‐4)COO] (R = Me, 1 ; Et, 2 ; Bu, 3 ; Cy, 4 ; Ph, 5 ), have been synthesized and characterized by elemental analysis, IR, NMR (1H, 13C and 119Sn) spectra, and the X‐ray single crystal diffraction. In non‐coordinated solvent, complexes 1 – 5 have penta‐coordinated tin atom. In the solid state, 1 – 3 are centrosymmetric dimmers in which each tin atom is seven‐coordinated in a distorted pentagonal bipyramid, and 4 displays discrete molecular structure with distorted trigonal bipyramidal geometry, and the tin atom of 5 is hexa‐coordinated and possess the distorted octahedral geometry with a coordinational methanol molecule. The intermolecular O‐H???O hydrogen bonds in 1 – 4 link molecules into the different one‐dimensional supramolecular chain with R22 (30) or R22 (20) macrocycles, and the molecules of 5 are joined into a two‐dimensional supramolecular network containing R44 (24) and R44 (28) two macrocycles. Bioassay results against human tumour cell HeLa indicated that 3 ‐ 5 belonged to the efficient cytostatic agents and the activity decreased in the order 4 > 3 > 5 > 2 > 1. The fluorescence determinations show the complexes may be explored for potential luminescent materials. |
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Keywords: | crystal structure cytotoxic activity organotin complex tyrosine Schiff base |
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