O-methylclausarin | 90363-10-3

• 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: O-methylclausarin
• 英文别名: 3,10-bis-(1,1-dimethylallyl)-5-methoxy-8,8-dimethyl-8H-pyrano[3,2-g]chromen-2-one；5-Methoxy-2,2-dimethyl-7,10-bis(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one
• CAS: 90363-10-3
• 化学式: C₂₅H₃₀O₄
• 分子量: 394.511
• InChiKey: CRLBUDBGXTZPCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-methylclausarin 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以4 mg的产率得到黄皮香豆精
  参考文献：
  名称：

  Bhatia, S. K.; Kapil, R. S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983, vol. 22, # 11, p. 1090 - 1092

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Methoxy-7-O-(3,3-dimethylallyl)-8-(1,1-dimethylallyl)coumarin 在 sodium hydroxide 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 34.5h， 生成 O-methylclausarin
  参考文献：
  名称：

  Bhatia, S. K.; Kapil, R. S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983, vol. 22, # 11, p. 1090 - 1092

  摘要：

  DOI：

文献信息

• Anti-HBV and cytotoxic activities of pyranocoumarin derivatives
  作者：Chung-Ren Su、Sheau Farn Yeh、Chih Miem Liu、Amooru G. Damu、Tsung-Hsiao Kuo、Po-Cheng Chiang、Kenneth F. Bastow、Kuo-Hsiung Lee、Tian-Shung Wu

  DOI：10.1016/j.bmc.2008.12.007

  日期：2009.8

  Four natural pyranocoumarins clausenidin (1), nordentatin (2), clausarin (3), and xanthoxyletin (4) were isolated from the medicinal plant Clausena excavata. Recently, we found that 1 and 2 suppressed hepatitis B virus surface antigen in HepA2 cells, and in addition, 1-3 showed cytotoxic activity against four human cancer cell lines (A549, MCF7, KB, and KB-VIN). To explore the SAR of 1-4, 17 pyranocoumarin analogues (5-21) were designed and synthesized. Among these analogues, 5 and 10 were the most potent against hepatitis B virus with EC50 values of 1.14 and 1.34 mu M, respectively. The most interesting result in the cytotoxicity assay was the significant activity of 1, 5, and 6 against the multi-drug resistant cell line, KB-VIN, without activity against the KB cell line. These data suggest that these three compounds could be useful hits for developing MDR-inverse drugs. (C) 2009 Elsevier Ltd. All rights reserved.
• Bhatia, S. K.; Kapil, R. S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983, vol. 22, # 11, p. 1090 - 1092
  作者：Bhatia, S. K.、Kapil, R. S.

  DOI：——

  日期：——