4'-Hydroxywogonin | 571-72-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4'-Hydroxywogonin
• 英文别名: 3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)benzopyran-4-one；3,5-dihydroxy-7,8,4′-trimethoxyflavone；herbacetin 7,8,4'-trimethyl ether；tambuline；tambulin；tabulin；3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
• CAS: 571-72-2
• 化学式: C₁₈H₁₆O₇
• 分子量: 344.321
• InChiKey: KAPZSMYEZDLAFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 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

• 作为反应物：
  描述：

  4'-Hydroxywogonin 在 氢碘酸 、 乙酸酐 作用下， 生成 4-氯-3-氟苯甲醛
  参考文献：
  名称：

  Confirmation of structure of the flavonol glucoside tambuletin

  摘要：

  DOI：

  10.1016/s0031-9422(00)95303-2
• 作为产物：
  描述：

  5-hydroxy-4',7,8-trimethoxy-3-tosyloxyflavone 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以80%的产率得到4'-Hydroxywogonin
  参考文献：
  名称：

  Horie, Tokunaru; Tsukayama, Masao; Kawamura, Yasuhiko, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 11, p. 4465 - 4472

  摘要：

  DOI：

文献信息

• Pharmaceutical composition containing substance inhibiting HSP47 production
  申请人：Kureha Chemical Industry Co., Ltd.

  公开号：EP0742012A2

  公开（公告）日：1996-11-13

  A pharmaceutical composition comprising a substance inhibiting HSP47 production, selected from the group consisting of a malt extract, a flavonoid compound, a protein-bound-polysaccharide obtained from a fungus belonging to Coriolus versicolor, a paeoniflorin derivative, a tocopherol derivative, and a ferulic acid derivative, and a pharmaceutically acceptable carrier is disclosed. The substance inhibiting HSP47 production can efficiently improve physiological conditions of a patient suffering from diseases exhibiting pathosis of overproduction of the extracellular matrix, and efficiently treat such diseases. Further, the substance is useful for preventing or treating various diseases accompanied with abnormal growth of the vascularization.

  本发明公开了一种药物组合物，该组合物包含一种抑制 HSP47 生成的物质，该物质选自麦芽提取物、黄酮类化合物、从属于 Coriolus versicolor 的真菌中获得的蛋白结合多糖、芍药苷衍生物、生育酚衍生物和阿魏酸衍生物组成的组，以及一种药学上可接受的载体。这种抑制 HSP47 生成的物质可以有效改善患有细胞外基质过度生成病症的患者的生理状况，并有效治疗此类疾病。此外，该物质还可用于预防或治疗伴有血管异常生长的各种疾病。
• Synthesis of 3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)benzopyran-4-one derivatives as anticancer agents
  作者：Sarita Singh、Ateeque Ahmad、Dushyant Singh Raghuvanshi、Mohammad Hasanain、Karishma Agarwal、Vijaya Dubey、Kaniz Fatima、Sarfaraz Alam、Jayanta Sarkar、Suaib Luqman、Feroz Khan、Sudeep Tandon、Atul Gupta

  DOI：10.1016/j.bmcl.2016.09.036

  日期：2016.11

  Different alkyl amide (15a-I) and alkyl amine (16a-e) derivatives of 7,8-dimethoxy-3-hydroxy-2-(4-methoxyphenyl)benzopyran-4-one were synthesized and evaluated for their anticancer activity against five different cancer cell lines using SRB assay. Compounds 15e, 15i, 15j and 16a-e showed significant anticancer activity within the range of IC50 2.58-34.86 mu M. The most promising molecule, 16c, was further analyzed for its effect on cell cycle and apoptosis of estrogen receptor positive cancer cells (MCF-7 cells) which showed that 16c triggered apoptosis in MCF-7 cells and arrested cells population at sub-G(0) (apoptotic) and G(2)M phase. In tubulin polymerization assay, 16c interfered with kinetics of tubulin polymerization. (C) 2016 Elsevier Ltd. All rights reserved.
• 3,5-Dihydroxy-7,8-dimethoxyflavones and revised structures for some natural flavones
  作者：Tokunaru Horie、Masao Tsukayama、Yasuhiko Kawamura、Shigeo Yamamoto

  DOI：10.1016/0031-9422(88)80222-x

  日期：1988.1
• Balakrishna; Seshadri, Proceedings - Indian Academy of Sciences, Section A, 1947, # 26, p. 296,297
  作者：Balakrishna、Seshadri

  DOI：——

  日期：——
• HORIE, TOKUNARU;TSUKAYAMA, MASAO;KAWAMURA, YASUHIKO;YAMAMOTO, SHIGEO, CHEM. AND PHARM. BULL., 35,(1987) N 11, 4465-4472
  作者：HORIE, TOKUNARU、TSUKAYAMA, MASAO、KAWAMURA, YASUHIKO、YAMAMOTO, SHIGEO

  DOI：——

  日期：——