Synthesis, crystal structure, DNA-binding and cytotoxicity in vitro of novel cis-Pt(II) and trans-Pd(II) pyridine carboxamide complexes.
In an attempt to establish fundamental structure-activity relationships (SAR) of Pt/Pd-based anti-tumour compounds, we have recently designed monodentate pyridyl amide ligand containing central amide units which possess external metal co-ordinating pyridyl group and internal amide functionality. It was prepared in one step from commercially available compounds in moderate to good yield. Surprisingly, treatment of K(2)[MCl(4)] [M=Pt(II), Pd(II)] with ligand N-(4-chlorophenyl)-3-pyridinecarboxamide (L) in the same reaction condition affords two different hydrogen-bonded polymers: cis-[PtL(2)Cl(2)]·CH(3)OH·DMF (1) and trans-[PdL(2)Cl(2)]·2DMF (2). Fluorescence analysis indicates that the two complexes can bind to fish sperm DNA (FS-DNA) and gel electrophoresis assay demonstrates the ability of the complexes to cleave the pBR322 plasmid DNA. The two complexes exhibit cytotoxic specificity and significant cancer cell inhibitory rate. Furthermore, cytotoxicity values are higher in the case of cis-Pt(II) complex than trans-Pd(II) complex in four different cancer cell lines.
Faculty of Chemistry, Northeast Normal University, Changchun, PR China.
Chun-Yue
CY
Shi
En-Jun
EJ
Gao
Shuang
S
Ma
Mei-Lin
ML
Wang
Qi-Tao
QT
Liu
D000577:Amides / Q000737:chemistry*; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D045744:Cell Line, Tumor; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry*; D005399:Fishes; D006801:Humans; D007536:Isomerism; D008968:Molecular Conformation; D010165:Palladium / Q000737:chemistry*; D010957:Plasmids / Q000737:chemistry; D010984:Platinum / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013329:Structure-Activity Relationship
D000577:Amides; D000970:Antineoplastic Agents; D056831:Coordination Complexes; D011725:Pyridines; D010984:Platinum; D010165:Palladium; D004247:DNA; C023666:pyridine