Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, 1000 Ljubljana, Slovenia.
Molecules. 2019 Jul 11;24(14):2540. doi: 10.3390/molecules24142540.
Two novel zinc(II) compounds with curcuminate (abbreviated as cur), Zn(CHCOO)(cur)(bpy)·CHOH·2HO (bpy = 2,2'-bipyridine) and [Zn(PhCOO)(cur)(bpy)] ()·CHOH, have been synthesized and characterized. Their composition has been determined by single-crystal X-ray structure analysis. Complexes and are similar: in both a five-fold coordination environment of zinc(II) consists of a monodentate carboxylate, a chelating bidentate 2,2'-bipyridine, and curcuminate, which is bound via a deprotonated 1,3-dione moiety. In , 2,2'-bipyridine nitrogen atoms and curcuminate oxygen atoms form the base of a square pyramid, whereas the acetate oxygen occupies its apex. The ON donor set in defines a polyhedron which more closely resembles a trigonal bipyramid. The packing in the crystal lattices of both compounds is governed by hydrogen-bonds. Complexes and display higher stability than curcumin in buffered media at pH = 7.0, however, the degradation of coordinated cur is comparable to that of yellow pigment curcumin (curH) when the pH is raised to 7.2. Both complexes and in DMSO exhibit fluorescence with Stokes shifts of 5367 and 4634 cm, respectively.
两种新型锌(II)配合物与姜黄素(简称 cur),[Zn(CHCOO)(cur)(bpy)]()·CHOH·2HO(bpy=2,2'-联吡啶)和[Zn(PhCOO)(cur)(bpy)]()·CHOH,已被合成并通过单晶 X 射线结构分析确定其组成。配合物和类似:在锌(II)的五重配位环境中,都由一个单齿羧酸盐、一个螯合双齿 2,2'-联吡啶和姜黄素组成,通过一个去质子的 1,3-二酮部分结合。在中,2,2'-联吡啶氮原子和姜黄素氧原子形成一个四方锥的基底,而醋酸盐氧原子占据其顶点。在中,ON 供体集形成一个更类似于三角双锥的多面体。两种化合物的晶体晶格中的堆积都受氢键的控制。在 pH = 7.0 的缓冲介质中,配合物和比姜黄素更稳定,但是,当 pH 升高到 7.2 时,配位的 cur 的降解与黄色颜料姜黄素(curH)相当。在 DMSO 中,两种配合物和都表现出荧光,Stokes 位移分别为 5367 和 4634 cm。