4-methyl-7-((3,4,5-trimethoxybenzyl)oxy)-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-methyl-7-((3,4,5-trimethoxybenzyl)oxy)-2H-chromen-2-one
• 英文别名: 4-methyl-7-[(3,4,5-trimethoxybenzyl)oxy]-2H-chromen-2-one；4-methyl-7-[(3,4,5-trimethoxyphenyl)methoxy]chromen-2-one
• 化学式: C₂₀H₂₀O₆
• mdl: MFCD02925604
• 分子量: 356.375
• InChiKey: XLEVHHBSSLPINR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  羟甲香豆素 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 生成 4-methyl-7-((3,4,5-trimethoxybenzyl)oxy)-2H-chromen-2-one
  参考文献：
  名称：

  [EN] INHIBITORS OF PLASMODIUM FALCIPARUM EQUILIBRATIVE NUCLEOSIDE TRANSPORTER TYPE 1 AS ANTI-PARASITIC COMPOUNDS
  [FR] INHIBITEURS DU TRANSPORTEUR DE NUCLÉOSIDES ÉQUILIBRANT DE TYPE 1 DE PLASMODIUM FALCIPARUM EN TANT QUE COMPOSÉS ANTI-PARASITAIRES

  摘要：

  公开号：

  WO2014210319A3

文献信息

• New inhibitors of tyrosyl-DNA phosphodiesterase I (Tdp 1) combining 7-hydroxycoumarin and monoterpenoid moieties
  作者：Tatyana Khomenko、Alexandra Zakharenko、Tatyana Odarchenko、Homayon John Arabshahi、Victoriya Sannikova、Olga Zakharova、Dina Korchagina、Jóhannes Reynisson、Konstantin Volcho、Nariman Salakhutdinov、Olga Lavrik

  DOI：10.1016/j.bmc.2016.09.016

  日期：2016.11

  A number of derivatives of 7-hydroxycoumarins containing aromatic or monoterpene substituents at hydroxy-group were synthesized based on a hit compound from a virtual screen. The ability of these compounds to inhibit tyrosyl-DNA phosphodiesterase I (Tdp 1), important target for anti-cancer therapy, was studied for the first time. It was found that the 7-hydroxycoumarin derivatives with monoterpene pinene moiety are effective inhibitors of Tdp 1 with the most active derivative (+)-25c with IC50 value of 0.675 mu M. This compound has low cytotoxicity (CC50 >100 mu M) when tested against human cancer cells which is crucial for presupposed application in combination with clinically established anticancer drugs. The ability of the new compounds to enhance the cytotoxicity of camptothecin, an established topoisomerase 1 poison, was demonstrated. (C) 2016 Elsevier Ltd. All rights reserved.
• INHIBITORS OF PLASMODIUM FALCIPARUM EQUILIBRATIVE NUCLEOSIDE TRANSPORTER TYPE I AS ANTI-PARASITIC COMPOUNDS
  申请人：TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK

  公开号：US20160122362A1

  公开（公告）日：2016-05-05

  Inhibitors of Plasmodium falciparum equilibrative nucleoside transporter type 1 are identified and methods of use as anti-parasitic compounds are provided.
• US9695193B2
  申请人：——

  公开号：US9695193B2

  公开（公告）日：2017-07-04