[(η6-biphenyl)RuCl(1,2-ethylenediamine-(15)N)][PF6] | 421546-04-5

• 英文名称: [(η6-biphenyl)RuCl(1,2-ethylenediamine-(15)N)][PF6]
• 英文别名: [(η6-biphenyl)RuCl(ethylenediamine-(15)N)][PF6]
• CAS: 421546-04-5
• 化学式: C₁₄H₁₈ClN₂Ru*F₆P
• 分子量: 497.784
• InChiKey: BUTOWHLWWFJSIC-YAQMHWMWSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  [(η6-biphenyl)RuCl(1,2-ethylenediamine-(15)N)][PF6] 、 磷酸肌酸 以 水 为溶剂， 生成 [(η6-biphenyl)Ru(ethylenediamine-(15)N)(phosphate)](1-)
  参考文献：
  名称：

  谷胱甘肽和鸟嘌呤对钌 (II) 芳烃抗癌复合物的竞争：检测亚磺酰基中间体

  摘要：

  有机金属抗癌复合物 [(eta6-bip)Ru(en)Cl]+ (1；bip = 联苯，en = 乙二胺) 选择性地与 DNA 的鸟嘌呤 (N7) 碱基结合 (Novakova, O.; Chen, H.; Vrana , O.; Rodger, A.; Sadler, PJ; Brabec, V. Biochemistry 2003, 42, 11544-11554)。在这项工作中，三肽谷胱甘肽（γ-L-Glu-L-Cys-Gly；GSH）和鸟嘌呤（如鸟苷 3',5'-环磷酸酯，cGMP）对复合物 1 的竞争使用 HPLC、LC- MS 和 1H,15N NMR 光谱。在无缓冲溶液（pH 值约 3）中，1 与 GSH 的反应产生三种中间体：S-结合的硫醇合加合物 [(eta6-bip)Ru(en)(GS-S)] (4) 和两个羧酸盐结合型谷胱甘肽产物 [(eta6-bip)Ru(en)(GSH-O)]+

  DOI：

  10.1021/ja053387k

文献信息

• Organometallic Ruthenium(II) Diamine Anticancer Complexes:  Arene-Nucleobase Stacking and Stereospecific Hydrogen-Bonding in Guanine Adducts
  作者：Haimei Chen、John A. Parkinson、Simon Parsons、Robert A. Coxall、Robert O. Gould、Peter J. Sadler

  DOI：10.1021/ja017482e

  日期：2002.3.1

  [(eta(6)-DHA)Ru(II)(en)Cl][PF(6)] (3, DHA = 9,10-dihydroanthracene) with guanine derivatives, in the solid state by X-ray crystallography, and in solution using 2D [(1)H,(1)H] NOESY and [(1)H,(15)N] HSQC NMR methods. Strong pi-pi arene-nucleobase stacking is present in the crystal structures of [(eta(6)-C(14)H(14))Ru(en)(9EtG-N7)][PF(6)](2).(MeOH) (6) and [(eta(6)-C(14)H(12))Ru(en)(9EtG-N7)][PF(6)](2)

  [(eta(6)-arene)Ru(II)(en)Cl][PF(6)]（en = 乙二胺）类型的有机金属钌 (II) 芳烃抗癌配合物特异性靶向 DNA 寡聚体的鸟嘌呤碱基并形成单功能加合物 (Morris, R., et al. J. Med. Chem. 2001)。我们已经确定了“钢琴凳”复合物的单功能加合物的结构 [(eta(6)-Bip)Ru(II)(en)Cl][PF(6)] (1, Bip = 联苯), [( eta(6)-THA)Ru(II)(en)Cl][PF(6)] (2, THA = 5,8,9,10-四氢蒽)，和 [(eta(6)-DHA)Ru( II)(en)Cl][PF(6)] (3, DHA = 9,10-dihydroanthracene) 与鸟嘌呤衍生物，通过 X 射线晶体学呈固态，并在溶液中使用 2D [(1)H,( 1)H] NOESY 和 [(1)H,(15)N]
• “Head-to-head” double-hamburger-like structure of di-ruthenated d(GpG) adducts of mono-functional Ru–arene anticancer complexes
  作者：Hong-Ke Liu、Hana Kostrhunova、Abraha Habtemariam、Yaqiong Kong、Robert J. Deeth、Viktor Brabec、Peter J. Sadler

  DOI：10.1039/c6dt03356c

  日期：——

  Guanine bases in DNA are targets for some Ru–arene anticancer complexes. We have investigated the structure of the novel di-ruthenated d(GpG) adduct Ru2-GpG (where Ru = (η6-biphenyl)-Ru(en)}2+ (1′)) in aqueous solution. 2D NMR results indicate that there are two conformers, supported by modeling studies. The major conformer I is a novel double-hamburger-like structure with a “head-to-head” (HH) base

  DNA 中的鸟嘌呤碱基是某些 Ru-芳烃抗癌复合物的靶标。我们研究了新型二钌 d(GpG) 加合物 Ru 2 -GpG（其中 Ru = (η 6 -联苯)-Ru(en)} 2+ ( 1' )）在水溶液中的结构。2D NMR 结果表明有两个构象异构体，得到建模研究的支持。主要构象I是一种新型的双汉堡样结构，具有“头对头”（HH）碱基排列，涉及相邻芳烃环之间的疏水相互作用，这是由弱相互作用构建的 HH d（GpG）加合物的第一个例子. 因此，与顺铂形成的 Pt-d(GpG) 加合物相比，存在显着差异。主要构象异构体没有明显的刚性弯曲我。Ru 2 -GpG的次要构象异构体II具有背对背结构，两个钌化鸟嘌呤碱基相互翻转。含有TGGT中央序列二叔ruthenated由19-23个碱基对的寡脱氧核糖核苷酸1示出无方向性的弯曲，仅轻微扭曲二ruthenated双链体，与构象异构体的NMR数据一致余。在
• Reactions of a Ruthenium(II) Arene Antitumor Complex with Cysteine and Methionine
  作者：Fuyi Wang、Haimei Chen、John A. Parkinson、Piedad del Socorro Murdoch、Peter J. Sadler

  DOI：10.1021/ic025538f

  日期：2002.8.1

  The Ru(II) organometallic antitumor complex [(eta(6)-biphenyI)RuCl(en)][PF6] (1) reacts slowly with the amino acid L-cysteine (L-CysH(2)) in aqueous solution at 310 K. Reactions were followed over periods of up to 48 h using HPLC, electronic absorption spectroscopy, LC-ESI-MS, and 1D or 2D H-1 and N-15 NMR spectroscopy. Reactions at a 1 mM/2 mM (RU/L-CysH(2)) ratio were multiphasic in acidic solutions (pH 5.1) and appeared to involve aquation as the first step. Initially, 1:1 adducts involving substitution of Cl by S-bound or O-bound L-CysH(2), [(eta(6)-biphenyl)Ru(S-L-CysH)(en)](+) (4a) and [(eta(6)-biphenyl)Ru(O-L-CysH(2))(en)](2+) (4b) formed, followed by the cystine adduct [(eta(6)-biphenyl)Ru(O-CYS2H2)(en)](2+) (3), and two dinuclear complexes from which half or all of the chelated ethylenediamine had been displaced, [(eta(6)-biphenyl)Ru(H2O)(muS,N-L-Cys)Ru(eta(6)-biphenyl)(en)](2+) (5) containing one bridging cysteine, and [(eta(6)-biphenyl)Ru(O,N-L-CYS-S)(S-L-CYS-N)Ru(eta(6)-biphenyl)(H2O)](6) containing two bridging cysteines. The unusual cluster species (biphenyl)Ru}(8) (7a) was also detected by MS and was more prevalent in reactions at higher L-CysH(2) concentrations. Complex 5 was the dominant product at pH 2-5, but overall, only ca. 50% of 1 reacted with L-CysH(2) in these conditions. The reaction between I and L-CysH(2) was suppressed in 50 mM triethylammonium acetate solution at pH > 5 or in 100 mM NaCl. Only 27% of complex 1 reacted with L-methionine (L-MetH) at an initial pH of 5.7 after 48 h at 310 K and gave rise to only one adduct [(eta(6)-biphenyl)Ru(S-L-MetH)(en)](2+) (8).