pinostrobin | 163660-09-1

• 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: pinostrobin
• 英文别名: 5-Hydroxy-7-methoxyflavanone；(±)-pinostrobin；5-Hydroxy-7-methoxy-flavanon；5-hydroxy-7-methoxyflavone；5‑hydroxy-7-methoxyflavanone；5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• CAS: 163660-09-1
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: ORJDDOBAOGKRJV-UHFFFAOYSA-N

物化性质

• 沸点：
  494.9±45.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)
• 保留指数：
  2434.2

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  pinostrobin 在 吡啶 、 sodium hydroxide 、 水 作用下， 生成 5,8-dihydroxy-7-methoxyflavanone
  参考文献：
  名称：

  Chopin; Chadenson, Bulletin de la Societe Chimique de France, 1959, p. 1585,1593

  摘要：

  DOI：
• 作为产物：
  描述：

  杨芽黄素 在 palladium on activated charcoal 、 1,2,3,4-四氢萘 作用下， 生成 pinostrobin
  参考文献：
  名称：

  Mentzer et al., Bulletin de la Societe de Chimie Biologique, 1954, vol. 36, p. 1137,1139, 1146

  摘要：

  DOI：

文献信息

• Flavonoids: structural requirements for antiproliferative activity on breast cancer cells
  作者：Christelle Pouget、Fabienne Lauthier、Alain Simon、Catherine Fagnere、Jean-Philippe Basly、Christiane Delage、Albert-José Chulia

  DOI：10.1016/s0960-894x(01)00617-5

  日期：2001.12

  Several classes of flavonoids (flavones, flavanones, 2'-hydroxychalcones and flavan-4-ols) having a variety of substituents on A ring were investigated for their antiproliferative activity against MCF-7 human breast cancer cells. Structure-activity relationships of these compounds were discussed. 2'-hydroxychalcones and methoxylated flavanones were found to be potent inhibitors of MCF-7 cells growth

  研究了在A环上具有各种取代基的几类类黄酮（类黄酮，黄烷酮，2'-羟基查耳酮和黄烷-4-醇）对MCF-7人乳腺癌细胞的抗增殖活性。讨论了这些化合物的构效关系。发现2'-羟基查耳酮和甲氧基黄酮是MCF-7细胞生长的有效抑制剂，而黄酮和flavan-4-ols除7,8-二羟基黄酮外似乎是弱抑制剂。
• Chemical Modification of Pinostrobin and Tectochrysin
  作者：S. M. Adekenov、G. M. Baisarov

  DOI：10.1007/s10600-021-03337-7

  日期：2021.3

  Results from chemical modification of the flavonoids pinostrobin and tectochrysin are reported. Atoms C-3, C-6, C-8, HO–, and CO– in these molecules were determined to be the reactive sites. Pinostrobin and tectochrysin are polyfunctional compounds that underwent aminomethylation, complexation, nucleophilic addition at the carbonyl, and electrophilic substitution to synthesize seven new compounds.

  报告了对类黄酮苯烯醇和天竺葵甙的化学修饰结果。这些分子的反应位点被确定为C-3、C-6、C-8、HO–和CO–。苯烯醇和天竺葵甙是多功能化合物，经历了氨基甲基化、配位、在羰基处的亲核加成以及电亲核取代反应，合成了七个新化合物。
• Benzopyran phenol derivates for use as antibacterial, antiviral or immunostimulating agents
  申请人：Fockerman, Jasmine

  公开号：EP0707851A2

  公开（公告）日：1996-04-24

  The invention concerns the use of compounds with the general formula I where R is the same or different and represents H, OH or for preparing a composition for use as an antibacterial, antiviral or immunostimulating agent or wound healing factor. A process for preparing a mixture containing these substances is disclosed, whereby a propolis containing product such as an organic solvent, preferably an alcoholic solution con- taining propolis, is added to water or a water solution containing 0,1-17 weight % of NaCl with a temperature of 30-95oC, and the mixture is kept at 30-95oC for 10-100 hours, whereafter the solution is freed from the bottom sediment.

  本发明涉及通式 I 化合物的使用 其中 R 相同或不同，代表 H、OH 或 用于制备用作抗菌剂、抗病毒剂、免疫刺激剂或伤口愈合因子的组合物。本发明公开了一种用于制备含有这些物质的混合物的工艺，将含有蜂胶的产品，如有机溶剂，最好是含有蜂胶的酒精溶液，加入到水或含有 0.1-17 重量％氯化钠的水溶液中，温度为 30-95oC，混合物在 30-95oC 下保持 10-100 小时，然后溶液从底部沉淀物中分离出来。
• 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。
• Hair and/or scalp care compositions incorporating flavonoid compounds
  申请人：Unilever PLC

  公开号：EP2082726A2

  公开（公告）日：2009-07-29

  A hair and/or scalp care composition comprising pinostrobin (5-hydroxy-7-methoxyflavanone).

  一种头发和/或头皮护理组合物，含有松萝素（5-羟基-7-甲氧基黄烷酮）。