5-(methoxymethoxy)naphthalen-1-ol | 1620648-59-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(methoxymethoxy)naphthalen-1-ol
• 英文别名: 5-(Methoxymethoxy)naphthalen-1-ol
• CAS: 1620648-59-0
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: LAHLHBZRUZOFKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(methoxymethoxy)naphthalen-1-ol 在 吡啶 、 2,6-二甲基吡啶 、 四(三苯基膦)钯 、 sodium dithionite 、 四溴化碳 、 sodium acetate 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 吡啶 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 27.59h， 生成 11-hydroxy-4-methoxydinaphtho[1,2-b:1',2'-d]furan-5,8-diyl diacetate
  参考文献：
  名称：

  Xylarianaphthol-1, a novel dinaphthofuran derivative, activates p21 promoter in a p53-independent manner

  摘要：

  Xylarianaphthol-1, a novel dinaphthofuran derivative, was isolated from a marine sponge-derived fungus of order Xylariales on the guidance of a bioassay using the transfected human osteosarcoma MG63 cells (MG63(luc+)). The chemical structure of xylarianaphthol-1 was determined from the H-1 and C-13 NMR analysis and was further confirmed by the total synthesis. Xylarianaphthol-1 activated p21 promoter stably transfected in MG63 cells dose-dependently. Expression of p21 protein in the wild-type MG63 cells was also increased by xylarianaphthol-1 treatment. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.083
• 作为产物：
  描述：

  1,5-二羟基萘 、 氯甲基甲基醚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以34%的产率得到5-(methoxymethoxy)naphthalen-1-ol
  参考文献：
  名称：

  Xylarianaphthol-1, a novel dinaphthofuran derivative, activates p21 promoter in a p53-independent manner

  摘要：

  Xylarianaphthol-1, a novel dinaphthofuran derivative, was isolated from a marine sponge-derived fungus of order Xylariales on the guidance of a bioassay using the transfected human osteosarcoma MG63 cells (MG63(luc+)). The chemical structure of xylarianaphthol-1 was determined from the H-1 and C-13 NMR analysis and was further confirmed by the total synthesis. Xylarianaphthol-1 activated p21 promoter stably transfected in MG63 cells dose-dependently. Expression of p21 protein in the wild-type MG63 cells was also increased by xylarianaphthol-1 treatment. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.083

文献信息

• Xylarianaphthol-1, a novel dinaphthofuran derivative, activates p21 promoter in a p53-independent manner
  作者：Naoyuki Kotoku、Kenichi Higashimoto、Masatoshi Kurioka、Masayoshi Arai、Akinori Fukuda、Yuji Sumii、Yoshihiro Sowa、Toshiyuki Sakai、Motomasa Kobayashi

  DOI：10.1016/j.bmcl.2014.05.083

  日期：2014.8

  Xylarianaphthol-1, a novel dinaphthofuran derivative, was isolated from a marine sponge-derived fungus of order Xylariales on the guidance of a bioassay using the transfected human osteosarcoma MG63 cells (MG63(luc+)). The chemical structure of xylarianaphthol-1 was determined from the H-1 and C-13 NMR analysis and was further confirmed by the total synthesis. Xylarianaphthol-1 activated p21 promoter stably transfected in MG63 cells dose-dependently. Expression of p21 protein in the wild-type MG63 cells was also increased by xylarianaphthol-1 treatment. (C) 2014 Elsevier Ltd. All rights reserved.