(2,3-bis(benzyloxy)-5-pentyloxy-phenyl)-methanol | 1192853-49-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2,3-bis(benzyloxy)-5-pentyloxy-phenyl)-methanol
• CAS: 1192853-49-8
• 化学式: C₂₆H₃₀O₄
• 分子量: 406.522
• InChiKey: KBPXSSDCPYHUFK-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  (2,3-bis(benzyloxy)-5-pentyloxy-phenyl)-methanol 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A new structural class of S-adenosylhomocysteine hydrolase inhibitors

  摘要：

  Effective inhibitors of S-adenosylhomocysteine hydrolase hold promise towards becoming useful therapeutic agents. Since most efforts have focused on the development of nucleoside analog inhibitors, issues regarding bioavailability and selectivity have been major challenges. Considering the marine sponge metabolite ilimaquinone was found to be a competitive inhibitor of S-adenosylhomocysteine hydrolase, new opportunities for developing selective new inhibitors of this enzyme have become available. Based on the activities of various hybrid analogs, SAR studies, pharmacophore modeling, and computer docking studies have lead to a predictive understanding of ilimaquinone's S-adenosylhomocysteine hydrolase inhibitory activities. These studies have allowed for the design and preparation of simplified structural variants possessing new furanoside bioisosteres with 100-fold greater inhibitory activities than that of the natural product. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2009.07.061
• 作为产物：
  描述：

  2,3-bis(benzyloxy)-5-pentyloxy-benzoic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到(2,3-bis(benzyloxy)-5-pentyloxy-phenyl)-methanol
  参考文献：
  名称：

  A new structural class of S-adenosylhomocysteine hydrolase inhibitors

  摘要：

  Effective inhibitors of S-adenosylhomocysteine hydrolase hold promise towards becoming useful therapeutic agents. Since most efforts have focused on the development of nucleoside analog inhibitors, issues regarding bioavailability and selectivity have been major challenges. Considering the marine sponge metabolite ilimaquinone was found to be a competitive inhibitor of S-adenosylhomocysteine hydrolase, new opportunities for developing selective new inhibitors of this enzyme have become available. Based on the activities of various hybrid analogs, SAR studies, pharmacophore modeling, and computer docking studies have lead to a predictive understanding of ilimaquinone's S-adenosylhomocysteine hydrolase inhibitory activities. These studies have allowed for the design and preparation of simplified structural variants possessing new furanoside bioisosteres with 100-fold greater inhibitory activities than that of the natural product. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2009.07.061