exo-2-methoxy-syn-7-bromobicyclo<2.2.1>hept-2-ene | 75649-52-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: exo-2-methoxy-syn-7-bromobicyclo<2.2.1>hept-2-ene
• 英文别名: (7syn-bromo-norborn-5-ene-2exo-yl)-methyl ether；(7syn-Brom-norborn-5-en-2exo-yl)-methyl-aether；Bicyclo[2.2.1]hept-2-ene, 7-bromo-5-methoxy-, (exo,anti)-；(1S,4S,5R,7S)-7-bromo-5-methoxybicyclo[2.2.1]hept-2-ene
• CAS: 75649-52-4
• 化学式: C₈H₁₁BrO
• 分子量: 203.079
• InChiKey: VDGBCDFPPCEOHX-CWKFCGSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,5-降冰片二烯 在 甲醇 、 N-溴代丁二酰亚胺(NBS) 作用下， 生成 exo-2-methoxy-syn-7-bromobicyclo<2.2.1>hept-2-ene 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Effects of Lycopene and Sho-saiko-to on Hepatocarcinogenesis in a Rat Model of Spontaneous Liver Cancer

  摘要：

  The Long-Evans Cinnamon (LEC) rat is a well-characterized model of spontaneous hepatocarcinogenesis. It has been shown that dietary administration of lycopene or the herbal medicine Sho-saiko-to (TJ-9) has anticarcinogenic activity, although the mechanism by which these products protect against carcinogenesis is not well known. We investigated the outcome of administration of lycopene and TJ-9 on the occurrence of hepatic neoplasia in LEC rats. A diet containing 0.005% lycopene (originally the product of tomato oleoresin containing 13% lycopene) and 1% TJ-9 (crude extracts of 7 herbs: bupleurum root, pinellia tuber, scutellaria root, jujube fruit, ginseng root, glycyrrhiza root, and ginger rhizome) was administered from 6 weeks of age until the rats were sacrificed at 76 weeks of age, at which time most of the nontreated animals were known to have hepatocellular carcinoma (HCC). Development of HCC in treated groups was analyzed histologically by comparison with untreated controls. Glutathione S-transferase placental form (GST-P) was analyzed by an immunohistochemical method. Concentration of copper, iron, and zinc, which appear to play a role in hepatocarcinogenesis in LEC rats, was analyzed The percent areas of HCC in the liver specimens of control, lycopene, and TJ-9 groups were 17.9 +/- 17.1%, 27.2 +/- 20.8%, and 27.6 +/- 18.4%, respectively. These intergroup differences were not significant. The percent area, number of areas, and mean size of area staining positively for GST-P revealed no significant differences between the groups. The number of GST-P-positive areas within the HCC lesions was greater in the TJ-9 group than in the control or lycopene group (p = 0.024 and p = 0.012, respectively). The study also demonstrated a lower concentration of iron in livers of the lycopene group than the control group (p = 0.019). There were no differences in serum a-fetoprotein levels or the cumulative survival rates between the groups. In conclusion, long-term administration of lycopene or TJ-9 did not reduce the risk of hepatocarcinogenesis in LEC rats.

  DOI：

  10.1207/s15327914nc391_13

文献信息

• Garratt, Dennis G., Canadian Journal of Chemistry, 1980, vol. 58, p. 1327 - 1333
  作者：Garratt, Dennis G.

  DOI：——

  日期：——