[(η6-p-cymene)Os(μ2-OD)3Os(η6-p-cymene)](1+) | 934755-80-3

• 英文名称: [(η6-p-cymene)Os(μ2-OD)3Os(η6-p-cymene)](1+)
• 英文别名: [(η6-p-cymene)Os(μ-OD)3Os(η6-p-cymene)](1+)；[(η6-p-cym)Os(μ-OD)3Os(η6-p-cym)](1+)
• CAS: 934755-80-3
• 化学式: C₂₀H₃₁O₃Os₂
• 分子量: 702.841
• InChiKey: BORGPSFMYCRXLP-ZRLBSURWSA-K

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  [(η6-p-cymene)Os(acetylacetonato)(OD2)](1+) 以 重水 为溶剂， 生成 [(η6-p-cymene)Os(μ2-OD)3Os(η6-p-cymene)](1+)
  参考文献：
  名称：

  在生理条件下调节锇 (II) 和钌 (II) 芳烃配合物的反应性

  摘要：

  Os(II) 芳烃乙二胺 (en) 复合物 [(eta(6)-联苯)Os(en)Cl][Z]，Z = BPh(4) (4) 和 BF(4) (5)，是非活性的尽管 4 与活性 Ru(II) 类似物 4R 具有同构结构，但仍能针对 A2780 卵巢癌细胞。5 的水解比 4R 慢 40 倍。与 [(eta(6)-联苯)Ru(en)(OH(2))](2+) (7.7) 相比，aqua 加合物 5A 具有较低的 pK(a) (6.3)，因此主要在生理pH值下的羟基形式。5与9-乙基鸟嘌呤的反应速率和程度也低于4R。我们用阴离子乙酰丙酮化物 (acac) 替换了中性 en 配体。配合物 [(eta(6)-arene)Os(acac)Cl]、arene = biphenyl (6)、benzo (7) 和 p-cymene (8)，采用类似于 Ru( II) 类似物并通过分子间 (芳烃)CH...O(acac)

  DOI：

  10.1021/ja055886r

文献信息

• Tuning the Hydrolytic Aqueous Chemistry of Osmium Arene Complexes with N,O-Chelating Ligands to Achieve Cancer Cell Cytotoxicity
  作者：Anna F. A. Peacock、Simon Parsons、Peter J. Sadler

  DOI：10.1021/ja068335p

  日期：2007.3.1

  Potential biological and medical applications of organometallic complexes are hampered by a lack of knowledge of their aqueous solution chemistry. We show that the hydrolytic and aqueous solution chemistry of half-sandwich Os-II arene complexes of the type [(eta(6)-arene)Os(XY)Cl] can be tuned with XY chelating ligands to achieve cancer cell cytoxicity comparable to carboplatin. Complexes containing arene = p-cymene, XY = N,O-chelating ligands glycinate (1), l-alaninate (2), alpha-aminobutyrate (3), beta-alaninate (4), picolinate (5), or 8-hydroxyquinolinate (7) were synthesized. Although, 1-4 and 4 hydrolyzed rapidly (< min), complexes with pi-acceptor pyridine as N-donor and carboxylate as O-donor (5 and 6) hydrolyzed much more slowly (t(1/2) = 0.20 and 0.52 h, 298 K). The aqua picolinate complexes were more acidic (pK(a)* = 6.67, 6.33) than the other aqua adducts (pK(a)* = 7.17-7.71). At biological test concentrations (micromolar), the chelating ligands dissociated from complexes \1-4 to give the inert hydroxo-bridged dinuclear species [(eta(6)-arene)Os(mu-OH)(3)Os(eta(6)-arene)](+) (8), and these complexes were inactive toward human lung A549 and ovarian A2780 cancer cells. In contrast, 5-7 were cytotoxic, especially 6 (IC50 values of 8 and 4.2 mu M). The X-ray structures of 9-ethylguanine, [(eta(6)-p-cym)Os(pico)(9EtG-N7)]PF6, and 9-ethyladenine, [(eta(6)-p-cym)Os(pico)(9EtA-N7)]PF6, adducts of 5 are reported (the first reported for G or A adducts of Os-II). Crystals of the 9EtA complex contain homoadenine base pairing. The 9EtG adduct in particular exhibits remarkable aqueous kinetic stability. This work shows how the rational control of chemical reactivity (hydrolysis, acidity, formation of hydroxo-bridged dinuclear species) can allow the design of cytotoxic anticancer Os-II arene complexes.