3,5-二氯水杨醛缩-4-氨基安替比林Cu(Ⅱ)和Zn(Ⅱ)配合物的合成、晶体结构及抗肿瘤活性研究
Synthesis,structure and Anticancer Studies of Cu(Ⅱ)and Zn(Ⅱ)Complexes Based on 3,5-dichlorosalicylaldehyde-4-aminoantipyrine Schiff Base
王佳乐 1苏武 1田文豪 1张梦瑶 1陆飘飘 1李文戈1
作者信息
- 1. 蚌埠医科大学公共基础学院,安徽 蚌埠 233030
- 折叠
摘要
利用 3,5-二氯水杨醛与 4-氨基安替比林,通过缩合反应,合成 3,5-二氯水杨醛缩-4-氨基安替比林希夫碱配体(HL),配体与CuCl2·2H2O、Zn(Ac)2·2H2O,利用溶剂热反应合成两个新型的希夫碱配合物[CuL2](配合物 1)和[ZnL2](配合物 2).对合成的配合物进行了红外光谱、热重分析、PXRD表征,用X射线单晶衍射确定了配体(HL)、配合物 1 和配合物 2 的分子结构,单晶衍射分析结果表明,配体(HL)晶体属于单斜晶系,空间群为P21/n,配合物 1 晶体属于单斜晶系,空间群为C2/c,配合物2 晶体属于单斜晶系,空间群为P21/c,配合物1 是四配位的四方形结构,配合物2是扭曲的六配位的八面体结构.MTT法检测了配体(HL)及配合物对 3 种人体肿瘤细胞株(MDA-MB-231、CNE-2Z、A-549)体外抗肿瘤活性.检测结果显示,配合物对癌细胞的抑制作用明显比配体好,配合物 1 对 MDA-MB-231 细胞和 CNE-2Z 细胞抗增殖活性最好,其 IC50 值分别为(1.215±0.07)μmol/L、(4.417±0.28)μmol/L均低于顺铂IC50值,配合物 2 对A-549 细胞和MDA-MB-231 细胞也表现出较好的抗增殖活性.
Abstract
The Schiff base ligand,3,5-dichlorosalicylaldehyde-4-aminoantipyrine(HL)was prepared by condensation reaction of 3,5-dichlorosalicylaldehyde and 4-aminoantipyrine,two novel Schiff base complexes[CuL2](complex 1)and[ZnL2](complex 2)were syn-thesized by solvothermal reaction with CuCl2·2H2O and Zn(Ac)2·2H2O.The two complexes were characterized by infrared spectroscopy,thermogravimetric analysis and PXRD.The molecular structures of ligand(HL),complex 1 and complex 2 were determined by Single Crystal X-ray Diffraction.The results showed that Ligand(HL)belongs to monoclinic system with space group P21/n,complex 1 be-longs to monoclinic system with space group C2/c,complex 2 crystals belongs to the monoclinic system with space group P21/c.Among which,Complex1displays tetragonal structure and complex 2 exhibits distorted hexacoordinate octahedral structure.The in vitro antitumor activity of the ligand(HL)and its complexes against three human tumor cell lines(MDA-MB-231,CNE-2Z,A-549)was deter-mined by MTT assay.The results showed that the inhibitory effect of complex 1 on cancer cells was significantly better than that of the ligand.The complex 1 exhibited significant on MDA-MB-231 cells and CNE-2Z cells,with IC50 values of(1.215±0.07)μmol/L and(4.417±0.28)μmol/L respectively,which was lower than that of cisplatin.Complex 2 also showed good anticancer activity against A-549 cells and MDA-MB-231 cells.
关键词
3,5-二氯水杨醛缩-4-氨基安替比林/Cu(Ⅱ)配合物/Zn(Ⅱ)配合物/晶体结构/抗肿瘤活性Key words
3,5-dichlorosalicylaldehyde-4-aminoantipyrine/Cu(Ⅱ)complex/Zn(Ⅱ)complex/crystal structure/antitumor activity引用本文复制引用
基金项目
安徽省大学生创新创业训练计划项目(S202110367009)
安徽省高校自然科学研究重大项目(KJ2021ZD0079)
出版年
2024
NETL
NSTL
万方数据