3,9,10-trimethoxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol | 53295-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3,9,10-trimethoxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol
• 英文别名: 3,9,10-trimethoxy-7,11b-dihydro-6H-indeno[2,1-c]chromen-6a-ol
• CAS: 53295-41-3
• 化学式: C₁₉H₂₀O₅
• 分子量: 328.365
• InChiKey: FWZRSCYJAUIHJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  469.9±45.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,9,10-trimethoxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以49 %的产率得到(+-)-Brasilin
  参考文献：
  名称：

  [EN] FUSED TETRACYCLIC COMPOUNDS, COMPOSITIONS AND DIAGNOSTIC APPLICATIONS THEREOF
  [FR] COMPOSÉS TÉTRACYCLIQUES FUSIONNÉS, COMPOSITIONS ET LEURS APPLICATIONS DIAGNOSTIQUES

  摘要：

  The present invention discloses methods of preparation of fluorescent nucleic acid staining agents containing fused tetracyclic, heterocyclic compounds of formula (I), their tautomers, polymorphs, stereoisomers, solvates, and their applications in the detection of nucleic acids, and assay methods to establish the efficacy of the nucleic acid staining agents as given in formula (I).

  公开号：

  WO2023017548A1
• 作为产物：
  描述：

  C₁₉H₂₂O₆ 在 高氯酸 、 溶剂黄146 作用下， 以31%的产率得到3,9,10-trimethoxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol
  参考文献：
  名称：

  Antitumor agents. 271: Total synthesis and evaluation of brazilein and analogs as anti-inflammatory and cytotoxic agents

  摘要：

  The first total synthesis of the naturally occurring tetracyclic homoisoflavonoid brazilein (1) and 14 new analogs (1a-n) is reported. Target compounds and intermediates were assayed for anti-inflammatory effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP/CB, and for cytotoxic activity against nasopharyngeal (KB), vincristine-resistant nasopharyngeal (KBvin), lung (A549) and prostate (DU-145) human cancer cell lines. The most active compound 1b showed potent effects on superoxide anion generation and elastase release with IC50 values of 1.2 and 1.9 mu M, respectively, and was 65 times more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in the latter assay. Additionally, 1b exhibited broad spectrum in vitro anticancer activity with IC50 values of 6-11 mu M against the four tested cancer cell lines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.041

文献信息

• Gilbody; Perkin, Journal of the Chemical Society, 1902, vol. 81, p. 1050
  作者：Gilbody、Perkin

  DOI：——

  日期：——
• v. Kostanecki; Lampe, Chemische Berichte, 1902, vol. 35, p. 1669
  作者：v. Kostanecki、Lampe

  DOI：——

  日期：——
• Herzig; Pollak, Monatshefte fur Chemie, 1902, vol. 23, p. 176
  作者：Herzig、Pollak

  DOI：——

  日期：——
• Perkin, Journal of the Chemical Society, 1902, vol. 81, p. 1032
  作者：Perkin

  DOI：——

  日期：——
• Perkin, Journal of the Chemical Society, 1902, vol. 81, p. 1059
  作者：Perkin

  DOI：——

  日期：——