3-chloro-4-methyl-2H-benzofuro[2,3-g]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: 3-chloro-4-methyl-2H-benzofuro[2,3-g]chromen-2-one
• 英文别名: 3-Chloro-4-methyl-[1]benzofuro[2,3-g]chromen-2-one；3-chloro-4-methyl-[1]benzofuro[2,3-g]chromen-2-one
• 化学式: C₁₆H₉ClO₃
• 分子量: 284.699
• InChiKey: MFCTVRFBTZXPII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基二苯并呋喃 、 2-氯乙酰乙酸乙酯 在 硫酸 作用下， 反应 96.0h， 以14%的产率得到3-chloro-4-methyl-2H-benzofuro[2,3-g]chromen-2-one
  参考文献：
  名称：

  Novel benzopsoralen analogues: Synthesis, biological activity and molecular docking studies

  摘要：

  New benzopsoralen analogues were synthesized and their inhibitory effect on the growth of tumour-tumour cell lines (MDA MB231 and TCC-SUP) was evaluated. The in vitro antitumour activity of the new benzopsoralen analogues was discussed in terms of structure activity relationship. Molecular docking studies with human-CYP2A6 enzymes were also carried out with the synthesized compounds to evaluate the potential of these molecules to interact with the haem group of the enzymes. The results demonstrated that the compounds that are able to interact with the iron ion of the haem cofactor and at the same time with active site Asn297 are those that have better anti-proliferative activity. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.09.066

文献信息

• Novel benzopsoralen analogues: Synthesis, biological activity and molecular docking studies
  作者：Carla S. Francisco、Lígia R. Rodrigues、Nuno M.F.S.A. Cerqueira、Ana M.F. Oliveira-Campos、Ana P. Esteves

  DOI：10.1016/j.ejmech.2014.09.066

  日期：2014.11

  New benzopsoralen analogues were synthesized and their inhibitory effect on the growth of tumour-tumour cell lines (MDA MB231 and TCC-SUP) was evaluated. The in vitro antitumour activity of the new benzopsoralen analogues was discussed in terms of structure activity relationship. Molecular docking studies with human-CYP2A6 enzymes were also carried out with the synthesized compounds to evaluate the potential of these molecules to interact with the haem group of the enzymes. The results demonstrated that the compounds that are able to interact with the iron ion of the haem cofactor and at the same time with active site Asn297 are those that have better anti-proliferative activity. (C) 2014 Elsevier Masson SAS. All rights reserved.