10-oxo-10-(2-(trimethylsilyl)ethoxy)decanoic acid | 196405-75-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 10-oxo-10-(2-(trimethylsilyl)ethoxy)decanoic acid
• 英文别名: 10-Oxo-10-(2-trimethylsilylethoxy)decanoic acid
• CAS: 196405-75-1
• 化学式: C₁₅H₃₀O₄Si
• 分子量: 302.486
• InChiKey: AVEJIKUVDZRGCE-UHFFFAOYSA-N

物化性质

• 沸点：
  385.7±22.0 °C(Predicted)
• 密度：
  0.975±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  10-oxo-10-(2-(trimethylsilyl)ethoxy)decanoic acid 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 50.0h， 生成
  参考文献：
  名称：

  New Class of Betulinic Acid-Based Nanoassemblies of Cabazitaxel, Podophyllotoxin, and Thiocolchicine

  摘要：

  Betulinic acid is validated as a new self-assembly inducer for the formation of nanoparticles (NPs) in combination with different drugs. The target compounds are characterized by the presence of anticancer drugs acting on tubulin dynamics and of a linker that could be a carbon chain or a triazole-based one. Nanoparticles formed are characterized and their biological activity is evaluated.

  DOI：

  10.1021/acsmedchemlett.9b00668
• 作为产物：
  描述：

  癸二酸 、 2-(三甲硅基)乙醇 在 吡啶 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到10-oxo-10-(2-(trimethylsilyl)ethoxy)decanoic acid
  参考文献：
  名称：

  Cannabidiol as Self-Assembly Inducer for Anticancer Drug-Based Nanoparticles

  摘要：

  大麻二酚（CBD）是一种存在于大麻科植物中的生物活性化合物，可用作抗惊厥、抗炎、抗焦虑药物，最近还被用作抗癌药物。在这项研究中，我们验证了它在纳米颗粒形成过程中作为一种新的自组装诱导剂的用途。目标共轭物的特点是不同的抗癌药物（即 N-去乙酰硫代小檗碱、荚膜多酚和紫杉醇）通过一种能够改善药物释放的连接剂与 CBD 连接。这些纳米粒子是通过溶剂置换法形成的，具有单分散和稳定的结构，其水动力直径在 160 纳米到 400 纳米之间。在三种人类肿瘤细胞系（MSTO-211H、HT-29 和 HepG2）上对它们的生物活性进行了评估，得到的 GI50 值在较低的微摩尔范围内。针对最有效的 NP 8B 对 MSTO-211H 细胞进行了进一步的生物检测，证实紫杉醇参与了细胞毒性和细胞死亡机制。

  DOI：

  10.3390/molecules28010112

文献信息

• Nanolipid-Trehalose Conjugates and Nano-Assemblies as Putative Autophagy Inducers
  作者：Eleonora Colombo、Michele Biocotino、Giulia Frapporti、Pietro Randazzo、Michael S. Christodoulou、Giovanni Piccoli、Laura Polito、Pierfausto Seneci、Daniele Passarella

  DOI：10.3390/pharmaceutics11080422

  日期：——

  The disaccharide trehalose is an autophagy inducer, but its pharmacological application is severely limited by its poor pharmacokinetics properties. Thus, trehalose was coupled via suitable spacers with squalene (in 1:2 and 1:1 stoichiometry) and with betulinic acid (1:2 stoichiometry), in order to yield the corresponding nanolipid-trehalose conjugates 1-Sq-mono, 2-Sq-bis and 3-Be-mono. The conjugates were assembled to produce the corresponding nano-assemblies (NAs) Sq-NA1, Sq-NA2 and Be-NA3. The synthetic and assembly protocols are described in detail. The resulting NAs were characterized in terms of loading and structure, and tested in vitro for their capability to induce autophagy. Our results are presented and thoroughly commented upon.

  葡萄糖二糖海藻糖是一种自噬诱导剂，但由于其糟糕的药代动力学特性，其药理应用受到严重限制。因此，通过适当的间隔物，将海藻糖与角鲨烯（1:2和1:1的化学计量比）和与萜酸（1:2的化学计量比）偶联，以产生相应的纳米脂质-海藻糖共轭物1-Sq-mono，2-Sq-bis和3-Be-mono。这些共轭物被组装成相应的纳米组装体（NAs）Sq-NA1，Sq-NA2和Be-NA3。详细描述了合成和组装方案。所得的NAs根据载荷和结构进行表征，并在体外测试其诱导自噬的能力。我们将展示并对结果进行详细评论。
• New Class of Betulinic Acid-Based Nanoassemblies of Cabazitaxel, Podophyllotoxin, and Thiocolchicine
  作者：Eleonora Colombo、Laura Polito、Michele Biocotino、Paola Marzullo、Mariafrancesca Hyeraci、Lisa Dalla Via、Daniele Passarella

  DOI：10.1021/acsmedchemlett.9b00668

  日期：2020.5.14

  Betulinic acid is validated as a new self-assembly inducer for the formation of nanoparticles (NPs) in combination with different drugs. The target compounds are characterized by the presence of anticancer drugs acting on tubulin dynamics and of a linker that could be a carbon chain or a triazole-based one. Nanoparticles formed are characterized and their biological activity is evaluated.
• Cannabidiol as Self-Assembly Inducer for Anticancer Drug-Based Nanoparticles
  作者：Eleonora Colombo、Davide Andrea Coppini、Laura Polito、Umberto Ciriello、Giuseppe Paladino、Mariafrancesca Hyeraci、Maria Luisa Di Paolo、Giulia Nordio、Lisa Dalla Via、Daniele Passarella

  DOI：10.3390/molecules28010112

  日期：——

  Cannabidiol (CBD) is a biologically active compound present in the plants of the Cannabis family, used as anticonvulsant, anti-inflammatory, anti-anxiety, and more recently, anticancer drug. In this work, its use as a new self-assembly inducer in the formation of nanoparticles is validated. The target conjugates are characterized by the presence of different anticancer drugs (namely N-desacetyl thiocolchicine, podophyllotoxin, and paclitaxel) connected to CBD through a linker able to improve drug release. These nanoparticles are formed via solvent displacement method, resulting in monodisperse and stable structures having hydrodynamic diameters ranging from 160 to 400 nm. Their biological activity is evaluated on three human tumor cell lines (MSTO-211H, HT-29, and HepG2), obtaining GI50 values in the low micromolar range. Further biological assays were carried out on MSTO-211H cells for the most effective NP 8B, confirming the involvement of paclitaxel in cytotoxicity and cell death mechanism

  大麻二酚（CBD）是一种存在于大麻科植物中的生物活性化合物，可用作抗惊厥、抗炎、抗焦虑药物，最近还被用作抗癌药物。在这项研究中，我们验证了它在纳米颗粒形成过程中作为一种新的自组装诱导剂的用途。目标共轭物的特点是不同的抗癌药物（即 N-去乙酰硫代小檗碱、荚膜多酚和紫杉醇）通过一种能够改善药物释放的连接剂与 CBD 连接。这些纳米粒子是通过溶剂置换法形成的，具有单分散和稳定的结构，其水动力直径在 160 纳米到 400 纳米之间。在三种人类肿瘤细胞系（MSTO-211H、HT-29 和 HepG2）上对它们的生物活性进行了评估，得到的 GI50 值在较低的微摩尔范围内。针对最有效的 NP 8B 对 MSTO-211H 细胞进行了进一步的生物检测，证实紫杉醇参与了细胞毒性和细胞死亡机制。