SAC-0516

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: SAC-0516
• 英文别名: 2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxymethyl]oxirane
• 化学式: C₃₀H₅₀O₂
• 分子量: 442.726
• InChiKey: RWLMNXRIODTRLZ-QZHPSQRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  SAC-0516 在 Amberjet 4200, Cl form 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 66.0h， 生成
  参考文献：
  名称：

  用于增强基因传递的锌（II）-环配位两亲物

  摘要：

  在这项研究中，我们开发了可用作新型非病毒 DNA 载体的配位两亲物。作为对传统阳离子脂质结构的改进，我们用锌（II）-1,4,7,10-四氮杂环十二烷（Zn-cyclen）复合物作为磷酸盐导向基团取代了阳离子头，并使用了生物相容性骨架（α -生育酚或胆固醇）作为疏水尾。系统研究构效关系（SAR），研究Zn配位对基于cyclen的传统头尾脂质与Zn( II )基因转染的影响。)-cyclen 配位两亲物。结果表明，无锌脂质和含锌两亲物均可将 DNA 凝聚成具有适当尺寸和 zeta 电位的纳米级颗粒。琼脂糖凝胶阻滞试验和基于 MTS 的细胞活力试验表明，与脂质体类似物相比，Zn( II )-cyclen 复合物的 DNA 结合能力略低，细胞毒性低得多。最重要的是，体外转染研究表明，锌( II )与cyclen的配位可显着提高常规阳离子脂质和含α-生育酚的配位两亲物Zn-Cyc-Toc的转染效率。提供最佳转染效率，协调后提高

  DOI：

  10.1039/d0ra08027f
• 作为产物：
  描述：

  胆固醇 、 (S)-(+)-对甲苯磺酸缩水甘油酯 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 SAC-0516
  参考文献：
  名称：

  NOVEL VASCULAR LEAK INHIBITOR

  摘要：

  公开号：

  EP2495242B1

文献信息

• LaCl₃ · 7H₂O‐Promoted Regioselective Ring Opening of Epoxides Using NaNO₂in Ether–Water System: A Facile Synthesis of 2‐Nitroalcohols
  作者：Jagat C. Borah、Siddhartha Gogoi、Joshodeep Boruwa、Nabin C. Barua

  DOI：10.1081/scc-200051043

  日期：2005.3

  Abstract A convenient and efficient synthesis of 2‐nitroalcohols has been achieved by regioselective ring opening of epoxides using LaCl3 · 7H2O and NaNO2 in ether–H2O system at room temperature. The reaction afforded the corresponding products in good to excellent yields under mild conditions.

  摘要 在室温下，在醚-水体系中，使用 LaCl3·7H2O 和 NaNO2 对环氧化物进行区域选择性开环，实现了一种方便、高效的 2-硝基醇合成方法。该反应在温和条件下以良好至极好的收率提供了相应的产物。
• Synthesis of 2-Nitroalcohols by Regioselective Ring Opening of Epoxides with MgSO4/MeOH/NaNO2 System: A Short Synthesis of Immunosuppressive Agent FTY-720
  作者：Biswajit Kalita、Nabin C. Barua、Maitreyee (Sarma) Bezbarua、Ghanashyam Bez

  DOI：10.1055/s-2001-16776

  日期：——

  It has been demonstrated that a variety of epoxides can easily be opened with a system consisting of MgSO4/MeOH/NaNO2 giving the corresponding 2-nitroalcohols in excellent yields. This strategy has been applied to achieve a short synthesis of Immunosuppressive Agent FTY-720.

  实验证明，用MgSO4/MeOH/NaNO2组成的系统可以轻松打开各种环氧化物，得到相应的2-硝基醇，且收率很高。这一策略已被用于免疫抑制剂FTY-720的快速合成。
• Metformin loaded cholesterol-lysine conjugate nanoparticles: A novel approach for protecting HDFs against UVB-induced senescence
  作者：Amirhossein Nayeri Rad、Golnaz Shams、Mehdi Safdarian、Layasadat Khorsandi、Johannes Grillari、Behzad Sharif Makhmalzadeh

  DOI：10.1016/j.ijpharm.2020.119603

  日期：2020.8

  Cellular senescence is one of the hallmarks of aging. Since senescence of dermal fibroblasts has been reported in vivo, reduction of the deleterious effects of these cells, has been considered an important intervention to counteract skin aging. Promising anti-aging effect of metformin has been reported. However, permeation of metformin due to its high hydrophilicity through skin epidermal barriers is limited. In this study, solid lipid nanoparticles (SLNs) of metformin were designed with the newly synthesized cholesterol-lysine conjugate as lipid for topical delivery of metformin. Characterization of SLNs strongly confirmed the effect of cholesterol-lysine conjugate on increasing entrapment of metformin. The designed SLNs with particle size of 283 nm and spherical morphology represented controlled drug release up to 18 days. Fluorescent tracking of SLNs on mice skin samples showed an increase in epidermal penetration. SLNs containing metformin showed anti-senescence effects on UVB-induced senescence of human dermal fibroblasts, this effect was confirmed by senescence-associated beta-galactosidase staining, RT q-PCR and cell cycle analyses. Furthermore, our drug-free SLNs showed anti-senescence effects, suggesting that they can be a suitable carrier for phytochemicals with anti-aging effect or other hydrophilic compounds which have constraints permeating skin.
• NOVEL VASCULAR LEAK INHIBITOR
  申请人：Industry-Academic Cooperation Foundation Yonsei University

  公开号：EP2495242B1

  公开（公告）日：2016-05-04
• Zinc(<scp>ii</scp>)-cyclen coordinative amphiphiles for enhanced gene delivery
  作者：Yi-Mei Zhang、Ji Zhang、Yan-Hong Liu、Yu Guo、Xiao-Qi Yu、Zheng Huang

  DOI：10.1039/d0ra08027f

  日期：——

  binding ability and much lower cytotoxicity compared to liposome analogues, respectively. Most importantly, in vitro transfection studies showed that the coordination of zinc(II) to cyclen may dramatically increase the transfection efficiency of the conventional cationic lipid, and α-tocopherol-containing coordinative amphiphile Zn-Cyc-Toc gives the best transfection efficiency, which was enhanced 24.4 times

  在这项研究中，我们开发了可用作新型非病毒 DNA 载体的配位两亲物。作为对传统阳离子脂质结构的改进，我们用锌（II）-1,4,7,10-四氮杂环十二烷（Zn-cyclen）复合物作为磷酸盐导向基团取代了阳离子头，并使用了生物相容性骨架（α -生育酚或胆固醇）作为疏水尾。系统研究构效关系（SAR），研究Zn配位对基于cyclen的传统头尾脂质与Zn( II )基因转染的影响。)-cyclen 配位两亲物。结果表明，无锌脂质和含锌两亲物均可将 DNA 凝聚成具有适当尺寸和 zeta 电位的纳米级颗粒。琼脂糖凝胶阻滞试验和基于 MTS 的细胞活力试验表明，与脂质体类似物相比，Zn( II )-cyclen 复合物的 DNA 结合能力略低，细胞毒性低得多。最重要的是，体外转染研究表明，锌( II )与cyclen的配位可显着提高常规阳离子脂质和含α-生育酚的配位两亲物Zn-Cyc-Toc的转染效率。提供最佳转染效率，协调后提高