一种有机锡化合物的合成、晶体结构、抗肿瘤及荧光性能(英文)

Synthesis, Crystal Structure and Antitumor Ability of a Fluorescent Organotin Compound

通过异烟肼和4-N,N-二羟乙基苯甲醛来合成一种席夫碱及其锡配合物,并通过核磁、元素分析以及X-射线单晶衍射来进行结构表征。该平面构型的席夫碱采取二齿配位模式,其中的-C=N-在配位后由反式变为顺式。晶体结构数据以及荧光光谱中的显著红移现象表明锡配合物中的π-共轭体系通过配位反应得以延展。体外细胞毒性数据表明,席夫碱配体及其锡配合物对于A-549,MCF-7和Hela等肿瘤细胞的生长抑制活性要强于顺铂。还通过紫外可见光谱及荧光光谱初步研究了两种化合物与DNA的相互作用,结果表明锡配合物可能通过共价结合来导致DNA双螺旋链变形,而席夫碱分子中的氢键效应及其长平面结构可能会阻碍其嵌入DNA双螺旋链。

A Schiff base derivate from isonicotinohydrazide and p-N,N-di（2-hydroxyethyl）amino benzaldehyde, together with its organotin complex, have been synthesized and characterized by ~H NMR spectroscopy, elemental analyses and X-ray crystallography. The planar Schiff base compound coordinated to the tin center in a bidentate mode, with the trans -C=N- conformation changed to be cis in the complex. The crystal data of the complex and the large red shift in the fluorescence spectra demonstrated an extension of the π-conjunction due to the coordination. In vitro cytotoxicity data showed that both compounds were more cytotoxic than cisplatin against A- 549, MCF-7 and Hela tumor cell lines. The interactions of both compounds with CT-DNA were preliminarily studied by UV-Vis and fluorescence spectroscopy, which suggested that the organotin complex likely induces the distortion of DNA double helix through covalent bonding, while the hydrogen bonds and the large planar structure of the molecule hindered the Schiff base compound from intercalating into the DNA double helix. CCDC： 838656, 2; 838657, 1.