[Pt(diethylenetriamine)Cl](1+) | 15522-23-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [Pt(diethylenetriamine)Cl](1+)
• 英文别名: [Pt(3-azapentane-1,5-diamine)Cl](2+)；chloro(diethylenetriamine)platinum(II)；[PtCl(diethylenetriamine)](1+)；N'-(2-aminoethyl)ethane-1,2-diamine;chloroplatinum(1+)
• CAS: 15522-23-3
• 化学式: C₄H₁₃ClN₃Pt
• 分子量: 333.7
• InChiKey: XOPGYXZOBYQTCO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.51
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64.1
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [Pt(diethylenetriamine)Cl](1+) 、 鸟苷酸 以 重水 为溶剂， 生成 {Pt(diethylenetriamine)(guanosine 5'-monophosphate-N7)}(2+)
  参考文献：
  名称：

  Djuran, Milos I.; Lempers, Edwin L. M.; Reedijk, Jan, Inorganic Chemistry, 1991, vol. 30, # 12, p. 2648 - 2652

  摘要：

  DOI：
• 作为产物：
  描述：

  {Pt(1,5-diamino-3-azapentane)Br}ClO4 在 lithium chloride 作用下， 以 甲醇 为溶剂， 生成 [Pt(diethylenetriamine)Cl](1+)
  参考文献：
  名称：

  Pitteri, Bruno; Marangoni, Giampaolo; Cattalini, Lucio, Journal of the Chemical Society, Dalton Transactions, 1995, p. 3853 - 3860

  摘要：

  DOI：

文献信息

• Substitution reactions of [Pt(dien)Cl]+, [Pt(dien)(GSMe)]2+, cis-[PtCl2(NH3)2] and cis-[Pt(NH3)2(GSMe)2]2+ (GSMe =S-methylglutathione) with some sulfur-bonding chemoprotective agents
  作者：Kelemu Lemma、Sofi K. C. Elmroth、Lars I. Elding

  DOI：10.1039/b110138m

  日期：——

  using stopped-flow and conventional UV/VIS spectrophotometry. The reactions of 1 with 2-mercaptoethanesulfonate (mesna) and 2-mercaptoethylamine (cysteamine), which is the parent compound of 2-(3-aminopropylamino)ethylphosphorothioic acid (WR2721), and of cis-[Pt(NH3)2(GSMe)2]2+ with thiosulfate have also been studied. The reactions between cisplatin and DDTC, thiourea and thiosulfate were investigated

  含硫化合物用作救援剂，以保护正常组织免受顺式-[PtCl 2（NH 3）2 ]（顺铂）的毒副作用，而不会影响其抗肿瘤活性。模型配合物[Pt（dien）Cl] +（1）和[Pt（dien）（GSMe）] 2+（2）（GSMe = S-甲基谷胱甘肽）与救援剂谷胱甘肽（GSH），硫脲，硫代硫酸盐的反应，和二乙基二硫代氨基甲酸酯（DDTC）已在1.0 mol dm -3高氯酸盐水溶液介质中，37°C和pH 7.30下使用流阻和常规UV / VIS分光光度法进行了研究。1的反应用2-巯基乙（美司钠）和2-巯基乙胺（半胱胺），其是2-（3-氨基丙基氨基）ethylphosphorothioic酸（WR2721）的母体化合物，以及顺式- [PT（NH 3）2（GSME）2 ] 还研究了含硫代硫酸盐的2+。在37°C的无缓冲0.10–0.05 mol dm -3氯化物介质中研究了顺铂与DDTC，硫脲和硫代
• A study of the reactions of a methionine- and histidine-containing tetrapeptide with different Pd(ii) and Pt(ii) complexes: selective cleavage of the amide bond by platination of the peptide and steric modification of the catalyst
  作者：Snežana Rajković、Marija D. Živković、Csilla Kállay、Imre Sóvágó、Miloš I. Djuran

  DOI：10.1039/b908182h

  日期：——

  (1)H NMR spectroscopy was applied to the study of the reactions of [M(en)(H(2)O)(2)](2+) complexes (M = Pd(ii) and Pt(ii)) with the N-acetylated methionyl-glycyl-histidyl-glycineamide, MeCOMet-Gly-His-GlyNH(2). All reactions were performed in the pH range 1.5-2.0 with equimolar amounts of the [M(en)(H(2)O)(2)](2+) complex and the tetrapeptide at 60 degrees C. In all these reactions, a metal(ii) complex

  （1）H NMR光谱用于研究[M（en）（H（2）O）（2）]（2+）配合物（M = Pd（ii）和Pt（ii））与N-乙酰化的甲硫酰基-甘氨酰-组氨酸-甘氨酰胺，MeCOMet-Gly-His-GlyNH（2）。所有反应均在60℃下于1.5-2.0 pH范围内用等摩尔量的[M（en）（H（2）O）（2）]（2+）配合物和四肽进行。与甲硫氨酸残基结合的金属（ii）配合物影响涉及甲硫氨酸羧基的酰胺键的区域选择性裂解。与该肽中的其他酰胺键相比，Met-Gly酰胺键的切割优先级归因于Pt（ii）和Pd（ii）离子对硫供体原子的高度亲和力。讨论了这些水解反应的机理，并为澄清起见，[Pd（en）（H（2）O）（2）]（2+）配合物与MeCOMet-Gly-His-GlyNH（2）的反应还通过电位滴定法进行了研究。[Pd（L）（H（2）O）（2）]（2+）类型的各种钯（ii）配合物的空间效应，其中L是
• Kinetics and mechanism of the substitution reactions of some monofunctional Pt(II) complexes with heterocyclic nitrogen donor molecules. Crystal structure of [Pt(bpma)(pzBr)]Cl₂·2H₂O
  作者：Milica Kosović、Snežana Jovanović、Goran A. Bogdanović、Gerald Giester、Željko Jaćimović、Živadin D. Bugarčić、Biljana Petrović

  DOI：10.1080/00958972.2016.1224336

  日期：2016.10.1

  were also determined and the negative values for entropies of activation, ΔS≠, support an associative mode of substitution for all substitution processes. Crystal structure of [Pt(bpma)(pzBr)]Cl2·2H2O was determined by single-crystal X-ray analysis. The coordination geometry of the complex is distorted square-planar while the bond distance Pt–N2(pzBr) is longer than the other three Pt–N distances.

  摘要 [Pt(terpy)Cl]+ (terpy = 2,2';6',2''-terpyridine), [Pt(bpma)Cl]+ (bpma = bis(2-pyridylmethyl)amine), [Pt(dien)Cl]+ (dien = 二亚乙基三胺或 1,5-diamino-3-azapentane) 和 [Pt(tpdm)Cl]+ (tpdm = 三吡啶二甲烷) 与氮供体杂环分子，如 3-amino-4 -碘-吡唑 (pzI)、5-氨基-4-溴-3-甲基-吡唑 (pzBr) 和咪唑 (Im)，在 0.10 M NaClO4 水溶液中在 10 mM NaCl 存在下使用可变温度 UV 进行研究–可见分光光度法。二阶速率常数 k2 表示反应性的降低顺序为 [Pt(terpy)Cl]+ > [Pt(bpma)Cl]+ > [Pt(tpdm)Cl]+ > [Pt(dien)Cl]+
• A damped non-linear least-squares computer program (DALSFRK) for the evaluation of reaction rate constants
  作者：Roland M. Alcock、Frank R. Hartley、David E. Rogers

  DOI：10.1039/dt9780000123

  日期：——

  linear treatments for the analysis of kinetic data, a damped non-linear least-squares computer program (DALSFRK) is described. The program, which employs Marquardt's algorithm as the basis of minimisation, has been developed with the aid of synthetic data. The program is applied to an analysis of the kinetics of the halide-substitution reactions of [Pt(3NH-pd)X]+[X = halide, 3NH-pd = 3-azapentane-1

  在考虑了线性处理方法对动力学数据分析的局限性之后，描述了一种阻尼非线性最小二乘法计算机程序（DALSFRK）。该程序采用了Marquardt算法作为最小化的基础，是在综合数据的帮助下开发的。该程序用于分析[Pt（3NH-pd）X] + [X =卤化物，3NH-pd = 3-氮杂戊烷-1,5-二胺（二亚乙基三胺）]的卤化物取代反应的动力学。结果表明，当前的非线性数据处理不仅提供了非常令人满意的数据整体分析，而且还可以对过程（i）的一阶速率常数进行准确的评估。这样的值以前不能通过线性处理直接获得。[Pt（3NH-pd）X] +[省略的图形] [Pt（3NH-pd）（OH 2）] 2+ + X–（i）
• Anti-cancer characteristics and ototoxicity of platinum(II) amine complexes with only one leaving ligand
  作者：Jerry D. Monroe、Heidi L. Hruska、Hannah K. Ruggles、Kevin M. Williams、Michael E. Smith

  DOI：10.1371/journal.pone.0192505

  日期：——

  Unlike cisplatin, which forms bifunctional DNA adducts, monofunctional platinum(II) complexes bind only one strand of DNA and might target cancer without causing auditory side-effects associated with cisplatin treatment. We synthesized the monofunctional triamine-ligated platinum(II) complexes, Pt(diethylenetriamine)Cl, [Pt(dien)Cl]+, and Pt(N,N-diethyldiethylenetriamine)Cl, [Pt(Et2dien)Cl]+, and the monofunctional heterocyclic-ligated platinum(II) complexes, pyriplatin and phenanthriplatin, and compared their 5’-GMP binding rates, cellular compartmental distribution and cellular viability effects. A zebrafish inner ear model was used to determine if the monofunctional complexes and cisplatin caused hearing threshold shifts and reduced auditory hair cell density. The four monofunctional complexes had varied relative GMP binding rates, but similar cytosolic and nuclear compartmental uptake in three cancer cell lines (A549, Caco2, HTB16) and a control cell line (IMR90). Phenanthriplatin had the strongest effect against cellular viability, comparable to cisplatin, followed by [Pt(Et2dien)Cl]+, pyriplatin and [Pt(dien)Cl]+. Phenanthriplatin also produced the highest hearing threshold shifts followed by [Pt(dien)Cl]+, [Pt(Et2dien)Cl]+, cisplatin and pyriplatin. Hair cell counts taken from four regions of the zebrafish saccule showed that cisplatin significantly reduced hair cell density in three regions and phenanthriplatin in only one region, with the other complexes having no significant effect. Utricular hair cell density was not reduced by any of the compounds. Our results suggest that placing greater steric hindrance cis to one side of the platinum coordinating center in monofunctional complexes promotes efficient targeting of the nuclear compartment and guanosine residues, and may be responsible for reducing cancer cell viability. Also, the monofunctional compounds caused hearing threshold shifts with minimal effect on hair cell density, which suggests that they may affect different pathways than cisplatin.

  与顺铂形成双功能 DNA 加合物不同，单功能铂(II)配合物只与 DNA 的一条链结合，可以靶向治疗癌症，而不会产生与顺铂治疗相关的听觉副作用。我们合成了单功能三胺配位铂（II）复合物 Pt（二乙烯三胺）Cl [Pt（dien）Cl]+ 和 Pt（N,N-二乙烯三胺）Cl [Pt（Et2dien）Cl]+，以及单功能杂环配位铂（II）复合物吡铂和菲铂，并比较了它们的 5'-GMP 结合率、细胞区室分布和细胞活力效应。研究人员利用斑马鱼内耳模型来确定单官能团复合物和顺铂是否会导致听阈发生变化和听毛细胞密度降低。在三种癌细胞系（A549、Caco2、HTB16）和一种对照细胞系（IMR90）中，四种单官能团复合物的相对 GMP 结合率各不相同，但细胞膜和细胞核区室吸收率相似。菲铂对细胞活力的影响最大，与顺铂相当，其次是[Pt(Et2dien)Cl]+、吡铂和[Pt(dien)Cl]+。菲铂产生的听阈偏移也最大，其次是[Pt(dien)Cl]+、[Pt(Et2dien)Cl]+、顺铂和吡铂。对斑马鱼囊腔四个区域的毛细胞计数显示，顺铂显著降低了三个区域的毛细胞密度，而菲铂仅降低了一个区域的毛细胞密度，其他复合物没有显著影响。任何化合物都不会降低胞室毛细胞密度。我们的研究结果表明，在单官能团复合物中，铂配位中心一侧的顺式立体阻碍更大，从而促进了核区和鸟苷残基的有效靶向，这可能是降低癌细胞活力的原因。此外，单官能团化合物会导致听阈发生变化，但对毛细胞密度的影响极小，这表明它们可能会影响与顺铂不同的途径。