5'-prenylxanthohumol | 189299-04-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 5'-prenylxanthohumol
• 英文别名: (E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• CAS: 189299-04-5
• 化学式: C₂₆H₃₀O₅
• 分子量: 422.521
• InChiKey: HOTYOZVURUOVTK-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.25h， 以61%的产率得到5'-prenylxanthohumol
  参考文献：
  名称：

  Synthesis, Cytotoxicity, and Antioxidative Activity of Minor Prenylated Chalcones from Humulus lupulus

  摘要：

  The minor hop (Humulus lupulus) chalcones 3'-geranylchalconaringenin (3), 5'-prenylxanthohumol (4), flavokawin (5), xanthohumol H (8), xanthohumol C (9), and 1 '',2 ''-dihydroxanthohumol C (10) were synthesized. The non-natural chalcones 3'-geranyl-6'-O-methylchalconaringenin (2), 3'-methylflavokawin (6), and 2'-O-methyl-3'-prenylchalconar-. ingenin (7) were also synthesized. Cytotoxicity was investigated in HeLa cells, and these compounds all had IC50 values comparable to xanthohumol (8.2-19.2 mu M). The ORAC-fluorescein assay revealed potent antioxidative activity for 7 and 8 with 5.2 and 4.8 Trolox equivalents, respectively.

  DOI：

  10.1021/np800188b

文献信息

• Protein kinase modulation by hops and acacia products cross-reference to related applications
  申请人：Metaproteomics, LLP

  公开号：EP2248532A1

  公开（公告）日：2010-11-10

  An aspect of the invention comprises a composition for modulating the activity of a plurality of disease associated protein kinases in a subject in need thereof, wherein said protein kinase modulation is beneficial to the health of the subject; said composition comprising a therapeutically effective amount of a composition comprising reduced isoalpha acids and a compound or extract derived from acacia.

  本发明的一个方面包括一种组合物，用于调节有需要的受试者体内与疾病相关的多种蛋白激酶的活性，其中所述蛋白激酶的调节对受试者的健康有益；所述组合物包括治疗有效量的组合物，该组合物包含还原型异α酸和从金合欢中提取的化合物或提取物。
• Compounds for the prevention and/or treatment of osteoarthrosis
  申请人：Universitätsklinikum Münster

  公开号：EP2392325A1

  公开（公告）日：2011-12-07

  The present invention relates to new compounds which are inter alia derivable from hops for use in the treatment of (for treating)/prevention or healing of a disease which is associated with an excess transport of hyaluronan across a lipid bilayer, in particular a disease which is associated with or characterized by degeneration and/or a destruction of cartilage (and/or for the prevention of aggrecan loss). Food products comprising these compounds for use in the treatment (for treating) a disease which is associated with an excess transport of hyaluronan across a lipid bilayer, in particular a disease which is associated with or characterized by degeneration and/or a destruction of cartilage, are also envisaged.

  本发明涉及可从啤酒花中提取的新化合物，用于治疗（治疗）/预防或治愈与透明质酸在脂质双分子层上的过量转运有关的疾病，特别是与软骨退化和/或软骨破坏有关或以软骨退化和/或软骨破坏为特征的疾病（和/或预防凝集素的损失）。此外，还设想将含有这些化合物的食品用于治疗（治疗）与透明质酸在脂质双分子层上的过度转运有关的疾病，特别是与软骨退化和/或软骨破坏有关或以软骨退化和/或软骨破坏为特征的疾病。
• Anti-inflammatory botanical products for the treatment of metabolic syndrome and diabetes
  申请人：Metaproteomics, LLC

  公开号：EP2737897A2

  公开（公告）日：2014-06-04

  The present invention relates to compositions consisting essentially of a therapeutically effective amount of a compound selected from the group consisting of tetrahydro-isohumulone, tetrahydro-isocohumulone, and tetrahydro-isoadhumulone; and metformin, to be used in the treatment of an insulin related disorder, diabetes, obesity, or a cardiovascular disease.

  本发明涉及主要由治疗有效量的选自四氢-异胡麻酮、四氢-异胡麻酮和四氢-异胡麻酮组成的化合物和二甲双胍组成的组合物，用于治疗胰岛素相关疾病、糖尿病、肥胖症或心血管疾病。
• PRENYLFLAVONOID FORMULATIONS
  申请人：Bioactives, Inc.

  公开号：EP1909584A2

  公开（公告）日：2008-04-16
• NOVEL COMPOSITIONS CONTAINING XANTHOHUMOL-CYCLODEXTRIN COMPLEXES
  申请人：Flaxan GmbH & Co. KG

  公开号：EP2249641A1

  公开（公告）日：2010-11-17