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

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作  者:王佳乐 苏武 田文豪 张梦瑶 陆飘飘 李文戈 WANG Jiale;SU Wu;TIAN Wenhao;ZHANG Mengyao;LU Piaopiao;LI Wenge(School of Basic Courses,Bengbu Medical University,Bengbu 233033,China)

机构地区:[1]蚌埠医科大学公共基础学院,安徽蚌埠233030

出  处:《长春师范大学学报》2024年第2期186-195,共10页Journal of Changchun Normal University

基  金:安徽省大学生创新创业训练计划项目“3,5-二溴杨醛席夫碱金属配合物的合成及抗菌、抗癌生物活性研究”(S202110367009);安徽省高校自然科学研究重大项目“新型含氮杂环席夫碱金属配合物的合成和抗肿瘤性质研究”(KJ2021ZD0079)。

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CuCl_(2)·2H_(2)O、Zn(Ac)_(2)·2H_(2)O,利用溶剂热反应合成两个新型的希夫碱配合物[CuL_(2)](配合物1)和[ZnL_(2)](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P2_(1)/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P2_(1)/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IC_(50)值分别为(1.215±0.07)μmol/L、(4.417±0.28)μmol/L均低于顺铂IC_(50)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。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[CuL_(2)](complex 1)and[ZnL_(2)](complex 2)were synthesized by solvothermal reaction with CuCl_(2)·2H_(2)O and Zn(Ac)_(2)·2H_(2)O.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 P2_(1)/n,complex 1 belongs to monoclinic system with space group C2/c,complex 2 crystals belongs to the monoclinic system with space group P2_(1)/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 determined 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 IC_(50)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 

分 类 号:O641.4[理学—物理化学]

 

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