Hamiltrone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: Hamiltrone
• 英文别名: (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-4,5,6-trimethoxy-1-benzofuran-3-one
• 化学式: C₁₈H₁₆O₇
• 分子量: 344.321
• InChiKey: KDAHPBGYDUMHRL-QPEQYQDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯酚 在 aluminum oxide 、 PPA 、 四丁基氟化铵 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.5h， 生成 Hamiltrone
  参考文献：
  名称：

  The total synthesis of an aurone isolated from Uvaria hamiltonii : aurones and flavones as anticancer agents

  摘要：

  The naturally occurring aurone 1, isolated from Uvaria hamiltonii, and a series of aurones analogues based structurally on known tubulin binding agents were prepared and evaluated for anticancer activity. Aurone 20 was the most active (IC50 K562 50 nM) and caused significant G(2)/M cell-cycle arrest. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.003

文献信息

• Method of cosmetic depigmentation care by applying at least one aurone
  申请人：Perrier Eric

  公开号：US20060228313A1

  公开（公告）日：2006-10-12

  at least one aurone or a natural or synthetic derivative of aurone, or an analogue of aurone, in which the independent phenyl ring can be substituted by a heterocycle of pyrrole, imidazole, triazole, pyridine, furan, or thiophene type, is disclosed as a cosmetic agent, or as an active substance, for the manufacture either of a cosmetic composition, or of a pharmaceutical composition, notably a dermatological composition, having a melanogenesis-inhibiting activity or a depigmenting activity, or an anti-tyrosinase activity.

  本发明公开了至少一种黄酮类化合物或黄酮的天然或合成衍生物，或黄酮的类似物，其中独立的苯环可以被吡咯、咪唑、三唑、吡啶、呋喃或噻吩类的杂环取代，作为化妆品成分或活性物质，用于制备化妆品组合物或制药组合物，特别是皮肤科组合物，具有抑制黑色素生成或脱色活性或抗酪氨酸酶活性。
• A method of cosmetic depigmentation care by applying at least one aurone
  申请人：ENGELHARD LYON

  公开号：EP1709964A2

  公开（公告）日：2006-10-11

  At least one aurone or a natural or synthetic derivative of aurone, or an analogue of aurone, in which the independent phenyl ring can be substituted by a heterocycle of pyrrole, imidazole, triazole, pyridine, furan, or thiophene type, is disclosed as a cosmetic agent, or as an active substance, for the manufacture either of a cosmetic composition, or of a pharmaceutical composition, notably a dermatological composition, having a melanogenesis-inhibiting activity or a depigmenting activity, or an anti-tyrosinase activity.

  公开了至少一种脲或脲的天然或合成衍生物，或脲的类似物，其中独立的苯基环可以被吡咯、咪唑、三唑、吡啶、呋喃或噻吩类型的杂环取代，作为化妆品剂、或活性物质，用于制造具有黑色素生成抑制活性或脱色活性或抗酪氨酸酶活性的化妆品组合物或药物组合物，特别是皮肤科组合物。
• The total synthesis of an aurone isolated from Uvaria hamiltonii : aurones and flavones as anticancer agents
  作者：Nicholas J. Lawrence、David Rennison、Alan T. McGown、John A. Hadfield

  DOI：10.1016/j.bmcl.2003.07.003

  日期：2003.11

  The naturally occurring aurone 1, isolated from Uvaria hamiltonii, and a series of aurones analogues based structurally on known tubulin binding agents were prepared and evaluated for anticancer activity. Aurone 20 was the most active (IC50 K562 50 nM) and caused significant G(2)/M cell-cycle arrest. (C) 2003 Elsevier Ltd. All rights reserved.

表征谱图