3,4-二甲氧基-α-萘并黄酮 | 14756-24-2

• 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: 3,4-二甲氧基-α-萘并黄酮
• 英文名称: DiMNF
• 英文别名: 3',4'-Dimethoxy-alpha-naphathoflavone；3',4'-Dimethoxy-alpha-naphthoflavone；2-(3,4-dimethoxyphenyl)benzo[h]chromen-4-one
• CAS: 14756-24-2
• 化学式: C₂₁H₁₆O₄
• 分子量: 332.356
• InChiKey: QDZQDIUUJDAORK-UHFFFAOYSA-N

物化性质

• 溶解度：
  在DMSO中的溶解度≥13mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-二甲氧基-α-萘并黄酮 在 氢碘酸 、 乙酸酐 作用下， 生成 2-(3,4-diacetoxy-phenyl)-benzo[h]chromen-4-one
  参考文献：
  名称：

  CLII。—色酮组中的合成实验。第II部分1：4：-α-萘并吡喃酮

  摘要：

  DOI：

  10.1039/jr9310001165
• 作为产物：
  描述：

  2-乙酰基-1-萘酚 在 碘 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 生成 3,4-二甲氧基-α-萘并黄酮
  参考文献：
  名称：

  Synthesis and biological evaluation of flavones and benzoflavones as inhibitors of BCRP/ABCG2

  摘要：

  Multidrug resistance (MDR) often leads to a failure of cancer chemotherapy. Breast Cancer Resistance Protein (BCRP/ABCG2), a member of the superfamily of ATP binding cassette proteins has been found to confer MDR in cancer cells by transporting molecules with amphiphilic character out of the cells using energy from ATP hydrolysis. Inhibiting BCRP can be a solution to overcome MDR. We synthesized a series of flavones, 7,8-benzoflavones and 5,6-benzoflavones with varying substituents at positions 3, 3' and 4' of the (benzo)flavone structure. All synthesized compounds were tested for BCRP inhibition in Hoechst 33342 and pheophorbide A accumulation assays using MDCK cells expressing BCRP. All the compounds were further screened for their P-glycoprotein (P-gp) and Multidrug resistance-associated protein 1 (MRP1) inhibitory activity by calcein AM accumulation assay to check the selectivity towards BCRP. In addition most active compounds were investigated for their cytotoxicity. It was observed that in most cases 7,8-benzoflavones are more potent in comparison to the 5,6-benzoflavones. In general it was found that presence of a 3-OCH3 substituent leads to increase in activity in comparison to presence of OH or no substitution at position 3. Also, it was found that presence of 3',4'-OCH3 on phenyl ring lead to increase in activity as compared to other substituents. Compound 24, a 7,8-benzoflavone derivative was found to be most potent being 50 times selective for BCRP and showing very low cytotoxicity at higher concentrations. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.035

文献信息

• Tire with rubber containing flavone
  申请人：THE GOODYEAR TIRE & RUBBER COMPANY

  公开号：EP1391327A1

  公开（公告）日：2004-02-25

  The invention relates to a rubber composition and a pneumatic tire having a component comprising a rubber containing the reaction product of a flavone and a methylene donor.

  本发明涉及一种橡胶组合物和充气轮胎，其成分包括含有黄酮和亚甲基供体反应产物的橡胶。
• Rubber composition and tire with rubber containing flavone
  申请人：The Goodyear Tire & Rubber Company

  公开号：EP2730431A1

  公开（公告）日：2014-05-14

  A rubber composition comprising a diene based elastomer and an adhesion promoter derived from a flavone, a methylene donor and a methylene acceptor is disclosed. The rubber composition is essentially free of cobalt. Also, a pneumatic tire comprising such a rubber composition is disclosed.

  本发明公开了一种橡胶组合物，该组合物包含一种二烯基弹性体和一种由黄酮、亚甲基供体和亚甲基受体衍生的附着力促进剂。该橡胶组合物基本上不含钴。此外，还公开了一种包含这种橡胶组合物的充气轮胎。
• Topical compositions and methods for treating inflammatory skin diseases
  申请人：Azora Therapeutics, Inc.

  公开号：US11154533B2

  公开（公告）日：2021-10-26

  Compositions and methods for treating skin conditions, ailments or diseases, such as autoinflammatory skin diseases such as psoriasis, dermatitis, pyoderma gangrenosum, palmoplantar pustulosis, prurigo nodularis and/or hidradenitis suppurativa, are described. The compositions comprise an agent that modulates the aryl hydrocarbon receptor, in particular an agent that agonizes the receptor. In one embodiment, the agent is indigo or a derivative of indigo, such as indirubin.

  本文描述了用于治疗皮肤状况、病痛或疾病的组合物和方法，例如牛皮癣、皮炎、脓疱疮、掌跖脓疱病、结节性瘙痒症和/或化脓疱性皮炎等自身炎症性皮肤病。这些组合物包括一种调节芳基烃受体的制剂，特别是一种激动受体的制剂。在一个实施方案中，药剂是靛蓝或靛蓝的衍生物，如靛蓝素。
• Methods For Treating Wounds
  申请人：Kimberly-Clark Worldwide, Inc.

  公开号：US20030125264A1

  公开（公告）日：2003-07-03

  Pharmaceutical compositions, and methods of using the same, are provided utilizing effective amounts of one or more flavones, flavonols, flavanones, isoflavanones and isoflavones to increase cell proliferation in various tissues and cell lines. As examples, the composition and methods of the present invention can be used to increase proliferation of fibroblast cells and, more particularly, in the treatment of wounds as well as strengthening of the skin.

  本发明提供了利用有效量的一种或多种黄酮、黄酮醇、黄烷酮、异黄烷酮和异黄酮来增加各种组织和细胞系的细胞增殖的药物组合物及其使用方法。举例来说，本发明的组合物和方法可用于增加成纤维细胞的增殖，特别是用于治疗伤口和强化皮肤。
• Henzi, Jahrbuch der Philosophischen Fakultaet 2 [Zweite] der Universitaet Bern, 1924, vol. 4, p. 93
  作者：Henzi

  DOI：——

  日期：——