n-Bu3Sn(Gal) | 94435-71-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: n-Bu3Sn(Gal)
• 英文别名: (C4H9)3SnOOCC6H2(OH)3-3,4,5；n-Bu₃Sn(Gal)
• CAS: 94435-71-9
• 化学式: C₁₉H₃₂O₅Sn
• 分子量: 459.17
• InChiKey: IHOKGUNFFXETDS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  25.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  86.99
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  没食子酸 在 sodium ethoxide 作用下， 以 乙醇 为溶剂， 生成 n-Bu3Sn(Gal)
  参考文献：
  名称：

  Design, spectral characterization, anti-tumor and anti-inflammatory activity of triorganotin(IV) hydroxycarboxylates, apoptosis inducers: In vitro assessment of induction of apoptosis by enzyme, DNA-fragmentation, acridine orange and comet assays

  摘要：

  Interaction of triorganotin(IV) chlorides with sodium salt of hydroxycarboxylic acids results in the formation of triorganotin(IV) hydroxycarboxylates, R3Sn(L) [R = Me, n-Bu and Ph; L = anion of glucuronic (HGlu), gallic (HGal) and mandelic (HMal) acid]. They exhibit trigonal-bipyramidal geometry which is well supported by elemental analysis, IR, H-1, C-13, Sn-119 NMR and ESI-MS spectral data. Triorganotin(IV) hydroxycarboxylates have been screened in vitro against five cancer cell lines of human origin viz. MCF-7, HEK-293, PC-3, HCT-15 and HepG-2. Title complexes are found to be cytotoxic to mildly cytotoxic, and exhibited IC50 values in the range 4-30 mu g/mL. The results of enzyme assays viz. glutathione reductase, glutathione peroxidase, total glutathione content and lipid peroxidase assay on MCF-7 cells indicate that the reactive oxygen species generated in the cancer cells by triorganotin(IV) hydroxycarboxylates is responsible for cell death. Marginal increase of lactate dehydrogenase suggests that necrosis is also occurring to a small extent. DNA (deoxyribonucleic acid) fragmentation assay, acridine orange assay and comet assay clearly support that the cell death is mainly due to apoptosis. The results obtained for the in vivo anti-inflammatory activity (% inhibition) and toxicity (LD50 in mg/kg) suggested that the complexes have low toxicity and good anti-inflammatory activity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.02.034