trans,trans,trans-[Pt(N₃)₂(OH)₂(NH₃)(pyridine)] | 941286-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: trans,trans,trans-[Pt(N₃)₂(OH)₂(NH₃)(pyridine)]
• 英文别名: trans,trans,trans-[Pt(N₃)₂(NH₃)(Py)(OH)₂]；FM165；trans,trans-[Pt(IV)(azido)2(hydroxo)2(py)(NH3)]；Azane;platinum(4+);pyridine;diazide;dihydroxide
• CAS: 941286-77-7；1202874-10-9
• 化学式: C₅H₁₀N₈O₂Pt
• 分子量: 409.267
• InChiKey: IUHQYKKRYYJTBJ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  21.9
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  丁二酸酐 、 trans,trans,trans-[Pt(N₃)₂(OH)₂(NH₃)(pyridine)] 以 二甲基亚砜 为溶剂， 反应 14.0h， 生成 trans, trans, trans - [Pt(N₃)₂(NH₃)(Py) (O2CCH₂CH₂COOH)₂]
  参考文献：
  名称：

  In Vivo Multimodality Imaging and Cancer Therapy by Near-Infrared Light-Triggered trans-Platinum Pro-Drug-Conjugated Upconverison Nanoparticles

  摘要：

  Controlling anticancer drug activity and release on demand is very significant in cancer therapy. The photoactivated platinum(IV) pro-drug is stable in the dark and can be activated by UV light. In this study, we develop a multifunctional drug delivery system combining upconversion luminescence/magnetic resonance/computer tomography trimodality imaging and NIR-activated platinum pro-drug delivery. We use the core-shell structured upconversion nanoparticles to convert the absorbed NIR light into UV to activate the trans-platinum(IV) pro-drug, trans,trans,trans-[Pt(N-3)(2)(NH3)(py)(O2CCH2CH2COOH)(2)]. Compared with using the UV directly, the NIR has a higher tissue penetration depth and is less harmful to health. Meanwhile, the upconversion nanoparticles can effectively deliver the platinum(IV) pro-drugs into the cells by endocytosis. The mice treated with pro-drug-conjugated nanoparticles under near-infrared (NIR) irradiation demonstrated better inhibition of tumor growth than that under direct UV irradiation. This multifunctional nanocomposite could be used as multimodality bioimaging contrast agents and transducers by converting NIR light into UV for control of drug activity in practical cancer therapy.

  DOI：

  10.1021/ja410028q
• 作为产物：
  描述：

  trans-(ammine-pyridine)-dichloro-platinum(II) 在 silver nitrate 作用下， 以 水 为溶剂， 反应 24.0h， 生成 trans,trans,trans-[Pt(N₃)₂(OH)₂(NH₃)(pyridine)]
  参考文献：
  名称：

  一类具有抗癌活性的化合物及其制备方法和 应用

  摘要：

  本发明提供一类具有抗癌活性的化合物及其制备方法和应用，涉及化学合成药物技术领域。该化合物具有式(I)或(II)所示结构。本发明提供的具有肝靶向同时水溶性的乳糖与铂(IV)化合物进行缩合反应，最终制备的一类刺激响应且可自组装的具有抗癌活性的单分子化合物。本发明提供的化合物通过引入具有肝靶向功能的水溶性乳糖分子，改善了铂(IV)化合物的水溶性，从而形成了可以自组装的单分子铂(IV)化合物，降低了铂(IV)化合物的细胞毒性，同时可以使得合成的四价铂前药具有两亲性，并且可以提高在肝癌细胞的蓄积程度，由于铂的存在，在外界光刺激或细胞内还原的条件下，有利于铂化合物的激活及释放，从而具有较高的抗肿瘤活性。

  公开号：

  CN107417752B

文献信息

• Studies on the photoactivation of two cytotoxic trans,trans,trans-diazidodiaminodihydroxo-Pt(iv) complexes
  作者：Aron F. Westendorf、Anja Bodtke、Patrick J. Bednarski

  DOI：10.1039/c0dt01485k

  日期：——

  and MS detection was used to identify photochemical species resulting from irradiation of 4 with UV and white light. These studies showed that various Pt(IV) and Pt(II) products formed during the photolysis. The mass spectra of Pt(IV) complexes showed Pt ions in both the positive as well as the negative mode while Pt(II) complexes resulted in only positively charged Pt(III) ions. Since cellular DNA

  金属离子络合物对细胞毒性物质的光活化是令人感兴趣的，因为其潜在地用于抗癌治疗中。两个铂络合物，叔失败者，反式，反式- [铂IV（N 3）2（OH）2（NH 3）2 ]（3）和反式，反式，反式- [铂IV（N 3）2（OH）2（py）（NH 3）]（4用紫外光（λ= 366 nm）或白色荧光灯照射），并表征了各种光化学和光生物学现象。HPLC结合UV / Vis和MS检测用于鉴定4用UV和白光照射产生的光化学物质。这些研究表明在光解过程中形成了各种Pt（IV）和Pt（II）产物。Pt（IV）配合物的质谱显示正和负模式的Pt离子，而Pt（II）配合物仅产生带正电的Pt（III））离子。由于细胞DNA被认为是铂类抗肿瘤药物的关键靶标，因此通过光吸收Pt（IV）络合物对小牛胸腺DNA进行不可逆的铂化反应，然后进行原子吸收光谱分析（AAS）。添加氯化物或生物还原剂的效果谷胱甘肽 （GSH）和 抗坏血
• 一类具有抗癌活性的化合物及其制备方法和 应用
  申请人：中国科学院长春应用化学研究所

  公开号：CN107417752B

  公开（公告）日：2020-05-05

  本发明提供一类具有抗癌活性的化合物及其制备方法和应用，涉及化学合成药物技术领域。该化合物具有式(I)或(II)所示结构。本发明提供的具有肝靶向同时水溶性的乳糖与铂(IV)化合物进行缩合反应，最终制备的一类刺激响应且可自组装的具有抗癌活性的单分子化合物。本发明提供的化合物通过引入具有肝靶向功能的水溶性乳糖分子，改善了铂(IV)化合物的水溶性，从而形成了可以自组装的单分子铂(IV)化合物，降低了铂(IV)化合物的细胞毒性，同时可以使得合成的四价铂前药具有两亲性，并且可以提高在肝癌细胞的蓄积程度，由于铂的存在，在外界光刺激或细胞内还原的条件下，有利于铂化合物的激活及释放，从而具有较高的抗肿瘤活性。
• In Vivo Multimodality Imaging and Cancer Therapy by Near-Infrared Light-Triggered <i>trans</i>-Platinum Pro-Drug-Conjugated Upconverison Nanoparticles
  作者：Yunlu Dai、Haihua Xiao、Jianhua Liu、Qinghai Yuan、Ping’an Ma、Dongmei Yang、Chunxia Li、Ziyong Cheng、Zhiyao Hou、Piaoping Yang、Jun Lin

  DOI：10.1021/ja410028q

  日期：2013.12.18

  Controlling anticancer drug activity and release on demand is very significant in cancer therapy. The photoactivated platinum(IV) pro-drug is stable in the dark and can be activated by UV light. In this study, we develop a multifunctional drug delivery system combining upconversion luminescence/magnetic resonance/computer tomography trimodality imaging and NIR-activated platinum pro-drug delivery. We use the core-shell structured upconversion nanoparticles to convert the absorbed NIR light into UV to activate the trans-platinum(IV) pro-drug, trans,trans,trans-[Pt(N-3)(2)(NH3)(py)(O2CCH2CH2COOH)(2)]. Compared with using the UV directly, the NIR has a higher tissue penetration depth and is less harmful to health. Meanwhile, the upconversion nanoparticles can effectively deliver the platinum(IV) pro-drugs into the cells by endocytosis. The mice treated with pro-drug-conjugated nanoparticles under near-infrared (NIR) irradiation demonstrated better inhibition of tumor growth than that under direct UV irradiation. This multifunctional nanocomposite could be used as multimodality bioimaging contrast agents and transducers by converting NIR light into UV for control of drug activity in practical cancer therapy.