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新型O,O'-二-2-烷基-(S,S)-乙二胺-N,N'-二-2-丙酸酯配体及相应铂(II/IV)配合物的合成与体外抗肿瘤活性

Synthesis and in vitro antitumoral activity of novel O,O'-di-2-alkyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate ligands and corresponding platinum(II/IV) complexes.

作者信息

Krajcinović Bojana B, Kaluderović Goran N, Steinborn Dirk, Schmidt Harry, Wagner Christoph, Zizak Zeljko, Juranić Zorica D, Trifunović Srećko R, Sabo Tibor J

机构信息

Department of Chemistry, Institute of Chemistry, Technology and Metallurgy, Studentski trg 14, 11000 Belgrade, Serbia.

出版信息

J Inorg Biochem. 2008 Apr;102(4):892-900. doi: 10.1016/j.jinorgbio.2007.12.009. Epub 2007 Dec 23.

DOI:10.1016/j.jinorgbio.2007.12.009
PMID:18226835
Abstract

Syntheses of two novel ligand precursors O,O'-diisopropyl- (1a) and O,O'-diisobutyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, (1)H and (13)C spectroscopy and elemental analysis. Crystal structures were determined for 1a and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC(50)(microM) values for the most active compound 3a were: 30.48+/-2.54; 12.26+/-2.60; 13.68+/-3.22; 80.18+/-24.07 and 71.30+/-21.70, respectively.

摘要

本文描述了两种新型配体前体O,O'-二异丙基-(1a)和O,O'-二异丁基-(S,S)-乙二胺-N,N'-二-2-丙酸盐二盐酸盐一水合物(1b)以及相应的二氯铂(II)(2a和2b)和四氯铂(IV)配合物(3a和3b)的合成。通过红外光谱、(1)H和(13)C光谱以及元素分析对这些物质进行了表征。测定了1a及其相应的铂(IV)配合物3a的晶体结构。使用KBR试验（肯那酸蓝染料结合试验）对肿瘤细胞系：人腺癌HeLa、人髓性白血病K562、人恶性黑色素瘤Fem-x、静止和刺激的正常免疫活性细胞（人外周血单个核PBMC细胞）进行了体外抗增殖活性测定。活性最高的化合物3a的IC(50)(微摩尔)值分别为：30.48±2.54；12.26±2.60；13.68±3.22；80.18±24.07和71.30±21.70。

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