diaminobis(decanoyloxy)platinum(VI) chloride | 1345324-20-0

• 英文名称: diaminobis(decanoyloxy)platinum(VI) chloride
• CAS: 1345324-20-0
• 化学式: C₂₀H₄₄Cl₂N₂O₄Pt
• 分子量: 642.566
• InChiKey: IGUVPWIUYQJDSJ-UHFFFAOYSA-J

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：

  氧代铂 、 正癸酸酐 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以69%的产率得到diaminobis(decanoyloxy)platinum(VI) chloride
  参考文献：
  名称：

  The Effect of Ligand Lipophilicity on the Nanoparticle Encapsulation of Pt(IV) Prodrugs

  摘要：

  In an effort to expand the therapeutic range of platinum anticancer agents, several new approaches to platinum-based therapy, including nanodelivery, are under active investigation. To better understand the effect of ligand lipophilicity on the encapsulation of Pt(IV) prodrugs within polymer nanoparticles, the series of compounds cis,cis,trans-[Pt(NH3)(2)Cl2L2] was prepared, where L. acetate, propanoate, butanoate, pentanoate, hexanoate, heptanoate, octanoate, nonanoate, and decanoate. The " lipophilicities of these compounds, assessed by reversed-phase HPLC, correlate with the octanol/water partition coefficients of their respective free carboxylic acid ligands, which in turn affect the degree of encapsulation of the ", Pt(IV) complex within the hydrophobic core of poly(lactic-co-glycolic acid)Wock-poly(ethylene glycol) (PLGA-PEG-COOH) nanoparticles. The most " lipophilic compound investigated, cis,cis,trans-[Pt(NH3)(2)Cl-2(O2C-(CH2)8CH(3))(2)], displayed the best encapsulation. This compound was therefore selected to evaluate the effect of increased platinum concentration on encapsulation. As the platinum concentration was increased, there was an initial increase in encapsulation followed by a decrease due to macroscopic precipitation. Maximal loading occurred when the platinum complex was present at a 40% w/w ratio with respect to polymer during the nanoprecipitation step. Particles formed under these optimal conditions had diameters of approximately 50 nm, as determined by transmission electron microscopy.

  DOI：

  10.1021/ic4010642

文献信息

• Combinatorial-Designed Epidermal Growth Factor Receptor-Targeted Chitosan Nanoparticles for Encapsulation and Delivery of Lipid-Modified Platinum Derivatives in Wild-Type and Resistant Non-Small-Cell Lung Cancer Cells
  作者：Ana Vanessa Nascimento、Amit Singh、Hassan Bousbaa、Domingos Ferreira、Bruno Sarmento、Mansoor M. Amiji

  DOI：10.1021/acs.molpharmaceut.5b00642

  日期：2015.12.7

  Development of efficient and versatile drug delivery platforms to overcome the physical and biological challenges in cancer therapeutics is an area of great interest, and novel materials are actively sought for such applications. Recent strides in polymer science have led to a combinatorial approach for generating a library of materials with different functional identities that can be "mixed and matched" to attain desired characteristics of a delivery vector. We have applied the combinatorial design to chitosan (CS), where the polymer backbone has been modified with polyethylene glycol, epidermal growth factor receptor-binding peptide, and lipid derivatives of varying chain length to encapsulate hydrophobic drugs. Cisplatin, cis-([PtCl2(NH3)(2)]), is one of the most potent chemotherapy drugs broadly administered for cancer treatment. Cisplatin is a hydrophilic drug, and in order for it to be encapsulated in the developed nanosystems, it was modified with lipids of varying chain length. The library of four CS derivatives and six platinum derivatives was self-assembled in aqueous medium and evaluated for physicochemical characteristics and cytotoxic effects in platinum-sensitive and -resistant lung cancer cells. The results show that the lipid-modified platinate encapsulation into CS nanoparticles significantly improved cellular cytotoxicity of the drug. In this work, we have also reinforced the idea that CS is a multifaceted system that can be as successful in delivering small molecules as it has been as a nucleic acids carrier.