栀子黄素D | 29202-00-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 栀子黄素D
• 英文名称: gardenin D
• 英文别名: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7,8-trimethoxychromen-4-one
• CAS: 29202-00-4
• 化学式: C₁₉H₁₈O₈
• 分子量: 374.347
• InChiKey: DQMSOZCDDAULPH-UHFFFAOYSA-N

物化性质

• 熔点：
  190-192°

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 海关编码：
  2914509090

反应信息

• 作为产物：
  描述：

  3'-benzyloxy-4',5,6,7,8-pentamethoxyflavone 在 三氯化硼 、 水 、 sodium hydroxide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 12.5h， 以92%的产率得到栀子黄素D
  参考文献：
  名称：

  B-Ring-modified and/or 5-demethylated nobiletin congeners: Inhibitory activity against pro-MMP-9 production

  摘要：

  Three metabolites and 12 analogues of nobiletin (1) were synthesized. Whereas nobiletin derivatives 2-4 inhibited pro-MMP-9 production similarly in both PMA- and TNF-alpha-stimulated human lens epithelial cells, the 2'-hydroxylated analogue 5a exerted marked inhibitory effects (IC50: 0.4 mu M) on PMA-treated cells, which were 170-fold more potent than those on TNF-alpha-treated cells. This activity may be closely related to PKC-mediated transcriptional regulation of pro-MMP-9. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.001

文献信息

• 一种羟基化多甲氧基黄酮及其制备方法
  申请人：五邑大学

  公开号：CN112830917A

  公开（公告）日：2021-05-25

  本发明提供一种羟基化多甲氧基黄酮及其制备方法，化合物的化学结构如式(Ⅰ)所示：该方法利用中间产物1a合成中间产物2a；然后再将中间产物2a溶于无水乙腈中，加入无水氯化铝、加盐酸溶液，将反应液冷却至室温，乙酸乙酯萃取，无水Na2SO4干燥，减压除去溶剂得粗产物，粗产物用硅胶层析柱分离纯化，乙醇重结晶，真空干燥得目标产物3a；本发明对这四种化合物进行了肝癌细胞HepG2的抗增殖活性筛选、细胞周期捕获实验和细胞凋亡实验，结果表明：这四个化合物对HepG2细胞具有较好的抗增殖活性和促凋亡作用。
• Polyhydroxylated aromatic compounds for the treatment of amyloidosis and alpha-synuclein fibril diseases
  申请人：Proteotech Inc.

  公开号：EP1808169A2

  公开（公告）日：2007-07-18

  Polyhydroxylated aromatic compounds, and compositions containing them, are useful for the treatment of amyloidosis, especially Alzheimer's disease, and for the treatment of diseases characterized by α-synuclein fibril formation, especially Lewy body disease and Parkinson's disease.

  多羟基芳香族化合物和含有它们的组合物可用于治疗淀粉样变性病，特别是阿尔茨海默病，以及治疗以α-突触核蛋白纤维形成为特征的疾病，特别是路易体病和帕金森病。
• Semisynthesis and antiproliferative evaluation of a series of 3′-aminoflavones
  作者：Jérôme Quintin、Didier Buisson、Sylviane Thoret、Thierry Cresteil、Guy Lewin

  DOI：10.1016/j.bmcl.2009.05.008

  日期：2009.7

  A series of 3 '-aminoflavones 5,6,7,8-tetra- or 5,7-dioxygenated on the A-ring was synthesized from tangeretin or naringin, two natural Citrus flavonoids. These flavones were evaluated for antiproliferative activity, activation of apoptosis, and inhibition of tubulin assembly. The most antiproliferative flavones exhibit a common 5-hydroxy-6,7,8-trimethoxy substitution pattern on the A-ring. (C) 2009 Elsevier Ltd. All rights reserved.
• POLYHYDROXYLATED AROMATIC COMPOUNDS FOR THE TREATMENT OF AMYLOIDOSIS AND $g(a)-SYNUCLEIN FIBRIL DISEASES
  申请人：Proteotech Inc.

  公开号：EP1244435A2

  公开（公告）日：2002-10-02
• GAMMA IRRADIATION OF PROTEIN-BASED PHARMACEUTICAL PRODUCTS
  申请人：The American National Red Cross

  公开号：EP1286706A2

  公开（公告）日：2003-03-05