桑辛素 D | 69120-07-6

• 物质功能分类: 天然产物 - 酚类
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 中文名称: 桑辛素 D
• 中文别名: 桑辛素D
• 英文名称: moracin D
• 英文别名: moracin G；7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol
• CAS: 69120-07-6
• 化学式: C₁₉H₁₆O₄
• 分子量: 308.334
• InChiKey: CHAAQDMHLLQJRO-UHFFFAOYSA-N

物化性质

• 沸点：
  406.9±45.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。
• 物理描述：
  Solid
• 熔点：
  130-131°C

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  62.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(3,5-二甲氧基苯基)苯并呋喃-6-醇 在 3-甲基吡啶 、 三溴化硼 、 三乙胺 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 为溶剂， 反应 58.0h， 生成 桑辛素 D
  参考文献：
  名称：

  Functional group manoeuvring for tuning stability and reactivity: synthesis of cicerfuran, moracins (D, E, M) and chromene-fused benzofuran-based natural products

  摘要：

  作为一种策略，保护基团操纵被应用于调节取代的gem-二溴乙烯酚（12a和22）的稳定性和反应性，用于苯并呋喃类天然产物的多米诺合成（1–8）。

  DOI：

  10.1039/c7ob02459b

文献信息

• Aromatase inhibitors from Broussonetia papyrifera
  申请人：——

  公开号：US20030125377A1

  公开（公告）日：2003-07-03

  A composition and method of cancer treatment is disclosed. The composition and method utilized the extract of B. papyrifera , or compounds included therein having aromatase inhibition properties, as active cancer chemopreventative and treating agents in mammals, including humans.

  本发明揭示了一种癌症治疗的组合物和方法。该组合物和方法利用B. papyrifera的提取物，或者包括具有芳香化酶抑制作用的化合物，作为哺乳动物，包括人类的活性癌症化学预防和治疗剂。
• Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus
  作者：Deyan Wu、Hanbing Mei、Ping Tan、Weiqiang Lu、Jin Zhu、Wei Wang、Jin Huang、Jian Li

  DOI：10.1016/j.tetlet.2015.05.093

  日期：2015.7

  In this study, 2-arylbenzo[b]furan-containing derivatives moracin C (1) and moracin M (4), the natural products from Artocarpus, have been synthesized in highest overall yield to date (1, 7 steps with an overall yield of 41.9%; 4, 6 steps with an overall yield of 56.3%), and we also report the first total synthesis of artoindonesianin B-1 (2), another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of 1, 2, and 4 as well as 2-arylbenzo[b]furan-containing natural product-like analogs (71-74) to explore the biological potential. (C) 2015 Elsevier Ltd. All rights reserved.
• POSITIVE ALLOSTERIC MODULATORS OF SWEET TASTE
  申请人：Sensorygen, Inc.

  公开号：US20180132516A1

  公开（公告）日：2018-05-17

  The invention provides natural allosteric modulators that are useful as sweet flavor enhancers. The present invention also includes ingestible compositions comprising the present compounds and methods of enhancing the sweet taste of sweeteners and sugars.
• US6737439B2
  申请人：——

  公开号：US6737439B2

  公开（公告）日：2004-05-18
• [EN] AROMATASE INHIBITORS FROM BROUSSONETIA PAPYRIFERA<br/>[FR] INHIBITEURS DE L'AROMATASE PROVENANT DE BROUSSONETIA PAPYRIFERA
  申请人：UNIV ILLINOIS

  公开号：WO2003013554A2

  公开（公告）日：2003-02-20

  A composition and method of cancer treatment is disclosed. The composition and method utilize the extract of B. papyrifera, or compounds included therein having aromatase inhibition properties, as active cancer chemopreventative and treating agents in mammals, including humans.

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