Issue 4, 2002
From the journal:

Journal of the Chemical Society, Dalton Transactions

Structural evidence for the facile chelate-ring opening reactions of novel platinum(ii)–pyridine carboxamide complexes†

Junyong Zhang,a   Qin Liu,ab   Chunying Duan,a   Ying Shao,a   Jian Ding,c   Zehong Miao,c   Xiao-Zeng Youa  and  Zijian Guo*a  

* Corresponding authors

a State Key Laboratory of Coordination Chemistry, Coordination Chemistry Institute, Nanjing University, 210093 Nanjing, P.R. China
E-mail: zguo@netra.nju.edu.cn

b Department of Food Sciences and Engineering, Nanjing College of Economics, 210003 Nanjing, P.R. China

c Division of Anti-tumor Pharmacology, State Key Laboratory for New Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, Shanghai 200031, P.R. China

Abstract

The design of Pt(II) complexes with novel structural features is of great relevance in the search for new anticancer agents with innovative chemical and biological properties. In this work we have synthesised and structurally characterised three novel Pt(II) complexes with a pyridine carboxamide ligand (HL). The X-ray structural analysis shows that complex 1, [Pt(L-N, N')2] crystallises in space group C2, while complex 2, [Pt(L-N,N')(L-N)Cl] crystallises in space group P21. ESMS and 1H NMR data show that one of the two ligands in complex 1 undergoes a fast ring-opening reaction to give complex 2 in the presence of Cl−. Complex 2 demonstrated notable activity against human and murine leukemia cells (HL-60 and P388), but rather weak potency against lung adenocarcinoma A-549. However, complex 1 was found to be basically inactive against the above cell lines. This work provides new examples in the design of platinum compounds that can be activated in vivo by biological anions.

Graphical abstract: Structural evidence for the facile chelate-ring opening reactions of novel platinum(ii)–pyridine carboxamide complexes

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Article information

DOI
https://doi.org/10.1039/B108378N
Article type
Paper
Submitted
14 Sep 2001
Accepted
14 Nov 2001
First published
21 Jan 2002

J. Chem. Soc., Dalton Trans., 2002, 591-597

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Structural evidence for the facile chelate-ring opening reactions of novel platinum(II)–pyridine carboxamide complexes

J. Zhang, Q. Liu, C. Duan, Y. Shao, J. Ding, Z. Miao, X. You and Z. Guo, J. Chem. Soc., Dalton Trans., 2002, 591 DOI: 10.1039/B108378N

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