9,9',10,10'-tetramethoxy-6,6'-dimethyl-8,8'-bis(1-methylethyl)<5,5'-bi-2H-naphtho<1,8-bc>furan>-2,2'-dione | 136545-58-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9,9',10,10'-tetramethoxy-6,6'-dimethyl-8,8'-bis(1-methylethyl)<5,5'-bi-2H-naphtho<1,8-bc>furan>-2,2'-dione
• 英文别名: 5,5'-diisopropyl-3,4,3',4'-tetramethoxy-7,7'-dimethyl-[8,8']bi[naphtho[1,8-bc]furanyl]-2,2'-dione；5,5'-Diisopropyl-3,4,3',4'-tetramethoxy-7,7'-dimethyl-[8,8']bi[naphtho[1,8-bc]furanyl]-2,2'-dion；[8,8'-Bi-2H-naphtho[1,8-bc]furan]-2,2'-dione, 3,3',4,4'-tetramethoxy-7,7'-dimethyl-5,5'-bis(1-methylethyl)-；11-(5,6-dimethoxy-10-methyl-3-oxo-7-propan-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-11-yl)-5,6-dimethoxy-10-methyl-7-propan-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-3-one
• CAS: 136545-58-9
• 化学式: C₃₄H₃₄O₈
• 分子量: 570.639
• InChiKey: AYZDJBYKZLUCRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  gossylic nitrile 1,1',2,2',3,3'-hexaacetate 在 盐酸 、 硫酸 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 21.5h， 生成 9,9',10,10'-tetramethoxy-6,6'-dimethyl-8,8'-bis(1-methylethyl)<5,5'-bi-2H-naphtho<1,8-bc>furan>-2,2'-dione
  参考文献：
  名称：

  棉酚及其衍生物：一类新型的醛糖还原酶抑制剂。

  摘要：

  测试了棉酚和17种衍生物作为人胎盘中醛糖还原酶的抑制剂。棉酚和许多衍生物是有效的抑制剂。相对于醛糖还原酶抑制剂位点的Kador-Sharpless药效团模型解释了抑制活性的顺序。发现该模型的结构方面而非电子方面均适用于该系列化合物。

  DOI：

  10.1021/jm00115a021

文献信息

• Structure of Gossypol.¹ XIV. Apogossypolic Acid
  作者：Roger Adams、R. C. Morris、D. J. Butterbaugh、E. C. Kirkpatrick

  DOI：10.1021/ja01276a048

  日期：1938.9
• SMALL MOLECULE ANTAGONISTS OF BCL-2 FAMILY PROTEINS
  申请人：Wang Shaomeng

  公开号：US20090082424A1

  公开（公告）日：2009-03-26

  The present invention relates to naturally occurring and chemically synthesized small molecule antagonists of Bcl-2 family proteins. In particular, the present invention provides gossypol compounds (e.g., isomers, enantiomers, racemic compounds, metabolites, derivatives, pharmaceutically acceptable salts, in combination with acids or bases, and the like) and methods of using these compounds as antagonists of the anti-apoptotic effects of Bcl-2 family member proteins (e.g., Bcl-2, Bcl-X L , and the like). The present invention also provides compositions comprising gossypol compounds and optionally one or more additional therapeutic agents (e.g., anticancer/chemotherapeutic agents). The present invention also provides methods for treating diseases and pathologies (e.g., neoplastic diseases) comprising administering a composition comprising gossypol compounds and optionally one or more additional therapeutic agents (e.g., anticancer/chemotherapeutic agents) and/or techniques (e.g., radiation therapies, surgical interventions, and the like) to a subject or in vitro cells, tissues, and organs.
• SMALL MOLECULE ANTAGONISTS OF BCL2 FAMILY PROTEINS
  申请人：Wang Shaomeng

  公开号：US20100069344A1

  公开（公告）日：2010-03-18

  The present invention relates to naturally occurring and chemically synthesized small molecule antagonists of Bcl-2 family proteins. In particular, the present invention provides gossypol compounds (e.g., isomers, enantiomers, racemic compounds, metabolites, derivatives, pharmaceutically acceptable salts, in combination with acids or bases, and the like) and methods of using these compounds as antagonists of the anti-apoptotic effects of Bcl-2 family member proteins (e.g., Bcl-2, Bcl-X L, and the like). The present invention also provides compositions comprising gossypol compounds and optionally one or more additional therapeutic agents (e.g., anticancer/chemotherapeutic agents). The present invention also provides methods for treating diseases and pathologies (e.g., neoplastic diseases) comprising administering a composition comprising gossypol compounds and optionally one or more additional therapeutic agents (e.g., anticancer/chemotherapeutic agents) and/or techniques (e.g., radiation therapies, surgical interventions, and the like) to a subject or in vitro cells, tissues, and organs.
• US7432304B2
  申请人：——

  公开号：US7432304B2

  公开（公告）日：2008-10-07
• US8163805B2
  申请人：——

  公开号：US8163805B2

  公开（公告）日：2012-04-24