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Synthesis and antiproliferative activity of a series of new platinum and palladium diphosphane complexes†
Dalton Transactions ( IF 4 ) Pub Date : 2018-01-08 00:00:00 , DOI: 10.1039/c7dt04615d
Carleen Cullinane 1, 2, 3, 4 , Glen B. Deacon 4, 5, 6 , Penny R. Drago 4, 5, 6 , Anja P. Erven 4, 5, 6 , Peter C. Junk 4, 7, 8, 9 , Jenny Luu 4, 5, 6 , Gerd Meyer 10, 11, 12, 13, 14 , Simon Schmitz 10, 11, 12, 13, 14 , Ingo Ott 14, 15, 16, 17 , Julia Schur 14, 15, 16, 17 , Lorraine K. Webster 1, 2, 3, 4 , Axel Klein 10, 11, 12, 13, 14
Affiliation  

New organometallic complexes [M(dppe)(R)2] {where M = Pt or Pd, dppe = 1,2-bis(diphenylphosphano)ethane, and R = C6F4H-x (x = 6,5,4), C6F3H2-3,5, C6F3H2-5,6, C6F3H2-3,6, C6F4(OMe)-4, and C6F4(cyclo-C5H10N)-4, the numbers x refer to the positions of the protons in the polyfluoroaryl ligands} were synthesised either through transmetalation from the dichlorido complexes [M(dppe)Cl2] or through ligand exchange using [M(diene)Cl2] precursor complexes with diene = 1,5-cyclooctadiene (cod) or 1,5-hexadiene (hex). Alternatively, [M(dppX)Cl(R)] complexes with dppX = dppm (1,1-bis(diphenylphosphano)methane), dppe, dppp (1,3-bis(diphenylphosphano)propane), and dppb (1,4-bis(diphenylphosphano)butane) were prepared in decarboxylation reactions from thallium(I) carboxylates Tl(O2CR). The different preparative methods were compared in terms of yield and purity. Structural and spectroscopic data are reported for the new dppX- and diene-M(R)2 complexes. Antiproliferative activity was investigated for these new complexes against the HT-29 (colon carcinoma) and MCF-7 (breast adenocarcinoma) cell lines, and the active compounds of this first series together with organometallic dppX or hex PtII or PdII complexes were then included in cell tests using L1210 (leukaemia cells) and the cisplatin-resistant L1210/DDP cell line. Remarkably, promising antiproliferative results were found for a few PtII and PdII complexes, while structurally closely related compounds were essentially nontoxic.

中文翻译:

一系列新型铂和钯二膦配合物的合成和抗增殖活性

新的有机金属配合物[M(dppe)(R)2 ] {其中M = Pt或Pd,dppe = 1,2-双(二苯基膦基)乙烷,R = C 6 F 4 H- xx = 6,5, 4),C 6 F 3 H 2 -3,5,C 6 F 3 H 2 -5,6,C 6 F 3 H 2 -3,6,C 6 F 4(OMe)-4和C 6 F 4-C 5 H 10 N)-4,数字x指质子在多氟芳基配体中的位置}是通过从二氯键合物[M(dppe)Cl 2 ]进行金属转移或通过使用[M(diene)Cl 2 ]前体配合物与二烯= 1,5进行配体交换而合成的-环辛二烯(cod)或1,5-己二烯(hex)。或者,[M(dppX)Cl(R)]与dppX = dppm(1,1-双(二苯基膦基)甲烷),dppe,dppp(1,3-双(二苯基膦基)丙烷)和dppb(1,4在脱羧反应中由th(I)的羧酸盐Tl(O 2 CR)制备了-双(二苯基膦基)丁烷。比较了不同制备方法的收率和纯度。报告了新的dppX-和diene-M(R)2的结构和光谱数据复合体。研究了这些新复合物对HT-29(结肠癌)和MCF-7(乳腺癌)细胞系的抗增殖活性,然后将第一系列的活性化合物与有机金属dppX或hex Pt II或Pd II复合物一起进行了研究。包括在使用L1210(白血病细胞)和耐顺铂L1210 / DDP细胞系的细胞测试中。值得注意的是,发现了一些Pt II和Pd II复合物有希望的抗增殖结果,而结构上密切相关的化合物基本上是无毒的。
更新日期:2018-01-08
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