2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one | 95272-99-4

• 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: 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
• 英文别名: (+/-)-Cyrtominetin；(-)-Cyrtominetin；6,8-dimethyl-5,7,3',4'-tetrahydroxyflavanone；Cyrtominetin；2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
• CAS: 95272-99-4
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: AESMRHCYHARBLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one 在 甲醇 、 乙醚 作用下， 生成 2-(3,4-dimethoxy-phenyl)-5-hydroxy-7-methoxy-6,8-dimethyl-chroman-4-one
  参考文献：
  名称：

  Kishimoto, Pharmaceutical Bulletin, 1956, vol. 4, p. 24,27

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
  参考文献：
  名称：

  Kishimoto, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 246,247

  摘要：

  DOI：

文献信息

• Pharmaceutical compositions containing compounds with a flavanone
  申请人：Inverni Della Beffa S.p.A.

  公开号：US04636569A1

  公开（公告）日：1987-01-13

  Compounds with a flavanone skeleton having the formula I ##STR1## in which R.sub.1 and R.sub.2, which may be the same or different, represent hydrogen, hydroxyl, methoxyl, thiomethyl, amino or substituted amino, are endowed with expectorant, mucolytic, mucopoietic, choleretic and hypolipaemia-producing activity.

  具有式I的黄酮骨架的化合物##STR1##其中R.sub.1和R.sub.2可以相同也可以不同，代表氢，羟基，甲氧基，硫代甲基，氨基或取代的氨基，具有祛痰，润痰，增加黏液细胞生成，刺激胆汁分泌和降低血脂的活性。
• Pharmaceutical compositions containing compounds with a flavanone skeleton and process for the preparation of said compounds
  申请人：INVERNI DELLA BEFFA S.P.A.

  公开号：EP0122053A2

  公开（公告）日：1984-10-17

  Compounds with a flavanone skeleton having the formula I in which R1 and R2, which may be the same or different, represent hydrogen, hydroxyl, methoxyl, thiomethyl, amino or substituted amino, are endowed with expectorant, mucolytic, mucopoietic, chloretic and hypolipaemia-producing activity.

  具有式 I 的黄烷酮骨架的化合物，其中 R1 和 R2（可以相同或不同）代表氢、羟基、甲氧基、硫甲基、氨基或取代氨基，具有祛痰、粘液溶解、粘液造血、软化胆囊和降血脂活性。
• Small molecules against cancer
  申请人：Biokine Therapeutics Ltd.

  公开号：US10646465B2

  公开（公告）日：2020-05-12

  Compounds capable of, or usable in, killing cancer cells, and/or modulating a biological activity of a chemokine, and/or inhibiting a kinase, and/or treating diseases and disorders associated with a biological activity of a chemokine and/or cell migration, and/or treating disease and disorders such as cancer and inflammatory diseases and disorders, are provided herein. The compounds are listed in Tables 2, 4 and 5, and/or are represented by Formulae I, IV, V and VI, as defined in the specification. Methods utilizing these compounds are also provided.

  本文提供的化合物能够或可用于杀死癌细胞，和/或调节趋化因子的生物活性，和/或抑制激酶，和/或治疗与趋化因子的生物活性和/或细胞迁移相关的疾病和紊乱，和/或治疗疾病和紊乱，如癌症和炎症性疾病和紊乱。这些化合物列于表 2、表 4 和表 5 中，和/或由式 I、式 IV、式 V 和式 VI 表示，如说明书中所定义。还提供了利用这些化合物的方法。
• Flavone/ flavanone derivatives for the systemic treatment and prophlaxis of uv-induced dermatoses
  申请人：——

  公开号：US20040038914A1

  公开（公告）日：2004-02-26

  The invention relates to the use of flavone/flavanone derivatives of general fortnula (I) for the production of medicaments for the systematic treatment and prophylaxis of UV-induced dermatoses, in particular polymorphic light dermatoses and the sub-types thereof and/or the undesired long-term consequences of UV-radiation, in particular light-aging. The invention further relates to the use of the compounds of general formula (I) for the systematic treatment and prophylaxis of the above UV-induced dermatoses.

  本发明涉及使用通式（I）的黄酮/黄烷酮衍生物生产药物，用于系统治疗和预防紫外线引起的皮肤病，特别是多形性光皮肤病及其亚型和/或紫外线辐射的长期不良后果，特别是光老化。本发明进一步涉及通式（I）化合物在系统治疗和预防上述紫外线引起的皮肤病方面的用途。
• Synthesis and biological activity of flavanone derivatives
  作者：Lei Shi、Xiu E Feng、Jing Rong Cui、Lian Hua Fang、Guan Hua Du、Qing Shan Li

  DOI：10.1016/j.bmcl.2010.07.090

  日期：2010.9

  A series of new flavanone derivatives of farrerol was synthesized by a convenient method. The in vitro anti-tumor activity of these compounds was evaluated against human Bel-7402, HL-60, BGC-823 and KB cell lines, the protein tyrosine kinase (PTK) inhibitor activity was also tested. Their cytoprotective activity was tested using hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells. Their in vitro anti-atherosclerosis activity was tested on vascular smooth muscle cells by the MTT method using tetrandrine as a positive contrast drug. The structures of all compounds synthesized were confirmed by H-1, C-13 NMR and ESI-MS. Most of the compounds exhibited good pharmacological activity and the preliminary structure-activity relationships were described. (c) 2010 Elsevier Ltd. All rights reserved.