[1,1':4',1"-terphenyl]-2',3,4,4",6'-pentamethoxy | 1314936-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [1,1':4',1"-terphenyl]-2',3,4,4",6'-pentamethoxy
• 英文别名: 2-(3,4-Dimethoxyphenyl)-1,3-dimethoxy-5-(4-methoxyphenyl)benzene；2-(3,4-dimethoxyphenyl)-1,3-dimethoxy-5-(4-methoxyphenyl)benzene
• CAS: 1314936-98-5
• 化学式: C₂₃H₂₄O₅
• 分子量: 380.441
• InChiKey: ZBQVEKSKQFIKIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [1,1':4',1"-terphenyl]-2',3,4,4",6'-pentamethoxy 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 [1,1':4',1"-terphenyl]-2',3,4,4",6'-pentaol
  参考文献：
  名称：

  A novel p-terphenyl derivative inducing cell-cycle arrest and apoptosis in MDA-MB-435 cells through topoisomerase inhibition

  摘要：

  A novel series of p-terphenyl derivatives (1-4, 1a-4a) was successfully synthesized and their in vitro anticancer activities were evaluated. Compound 1, showing the best antiproliferative activity with IC50 < 1 mu M against MDA-MB-435 cells, was further investigated. Compound 1 brought about a remarkable accumulation of MDA-MB-435 cells in G2/M phase prior to the induction of apoptosis. Further antitumor mechanism study indicated that compound 1, which inhibited the enzyme activity of Topo I and Topo II alpha by interfering predominantly with the enzyme, could be topoisomerase suppressors instead of poisons. We conclude that compound 1 represents a novel class of Topo catalytic suppressors for developing new chemotherapeutic agents. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.020
• 作为产物：
  描述：

  4'-Methoxyaucuparin 在 potassium fluoride 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 0.67h， 生成 [1,1':4',1"-terphenyl]-2',3,4,4",6'-pentamethoxy
  参考文献：
  名称：

  A novel p-terphenyl derivative inducing cell-cycle arrest and apoptosis in MDA-MB-435 cells through topoisomerase inhibition

  摘要：

  A novel series of p-terphenyl derivatives (1-4, 1a-4a) was successfully synthesized and their in vitro anticancer activities were evaluated. Compound 1, showing the best antiproliferative activity with IC50 < 1 mu M against MDA-MB-435 cells, was further investigated. Compound 1 brought about a remarkable accumulation of MDA-MB-435 cells in G2/M phase prior to the induction of apoptosis. Further antitumor mechanism study indicated that compound 1, which inhibited the enzyme activity of Topo I and Topo II alpha by interfering predominantly with the enzyme, could be topoisomerase suppressors instead of poisons. We conclude that compound 1 represents a novel class of Topo catalytic suppressors for developing new chemotherapeutic agents. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.020

文献信息

• A novel p-terphenyl derivative inducing cell-cycle arrest and apoptosis in MDA-MB-435 cells through topoisomerase inhibition
  作者：Jin Qiu、Baobing Zhao、Yan Shen、Wang Chen、Yudao Ma、Yuemao Shen

  DOI：10.1016/j.ejmech.2013.07.020

  日期：2013.10

  A novel series of p-terphenyl derivatives (1-4, 1a-4a) was successfully synthesized and their in vitro anticancer activities were evaluated. Compound 1, showing the best antiproliferative activity with IC50 < 1 mu M against MDA-MB-435 cells, was further investigated. Compound 1 brought about a remarkable accumulation of MDA-MB-435 cells in G2/M phase prior to the induction of apoptosis. Further antitumor mechanism study indicated that compound 1, which inhibited the enzyme activity of Topo I and Topo II alpha by interfering predominantly with the enzyme, could be topoisomerase suppressors instead of poisons. We conclude that compound 1 represents a novel class of Topo catalytic suppressors for developing new chemotherapeutic agents. (C) 2013 Elsevier Masson SAS. All rights reserved.