8,6'-Dihydroxy-5,6,5',8'-tetramethoxy-2,3,2',3'-tetramethyl-2,3,2',3'-tetrahydro-[9,9']bi[benzo[g]chromenyl]-4,4'-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 8,6'-Dihydroxy-5,6,5',8'-tetramethoxy-2,3,2',3'-tetramethyl-2,3,2',3'-tetrahydro-[9,9']bi[benzo[g]chromenyl]-4,4'-dione
• 英文别名: 6-Hydroxy-9-(8-hydroxy-5,6-dimethoxy-2,3-dimethyl-4-oxo-2,3-dihydrobenzo[g]chromen-9-yl)-5,8-dimethoxy-2,3-dimethyl-2,3-dihydrobenzo[g]chromen-4-one
• 化学式: C₃₄H₃₄O₁₀
• 分子量: 602.638
• InChiKey: DGRGXHLQLYWLCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  44
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  5,5,6,6,8,8-六羟基-2,2,3,3-四甲基-2H,2H-9,9-bi苯并[g]色烯-4,4(3h,3h)-二酮 、 三甲基硅烷化重氮甲烷 以 甲醇 、 二氯甲烷 为溶剂， 生成 8,6'-Dihydroxy-5,6,5',8'-tetramethoxy-2,3,2',3'-tetramethyl-2,3,2',3'-tetrahydro-[9,9']bi[benzo[g]chromenyl]-4,4'-dione 、 5',6'-Dihydroxy-5,6,8,8'-tetramethoxy-2,3,2',3'-tetramethyl-2,3,2',3'-tetrahydro-[9,9']bi[benzo[g]chromenyl]-4,4'-dione
  参考文献：
  名称：

  Four novel bis-(naphtho-γ-pyrones) isolated from Fusarium species as inhibitors of HIV-1 integrase

  摘要：

  Integration of viral DNA into host cell DNA is an essential step in retroviral (HIV-1) replication and is catalyzed by HIV-1 integrase. HIV-1 integrase is a novel therapeutic target and is the focus of efforts to identify effective inhibitors that will prevent, or cure HIV infections, Four novel naphtho-gamma-pyrones belonging to the chaetochromin and ustilaginoidin family, were discovered as inhibitors of HIV-1 integrase from the screening Of fungal extracts using a recombinant in vitro assay. These compounds inhibit both the Coupled and strand transfer activity of HIV-1 integrase with IC50 values of 1-3 and 4-12 muM respectively. The discovery structure elucidation chemical modification and the structure-activity relationship of these compounds are described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01057-0

文献信息

• Four novel bis-(naphtho-γ-pyrones) isolated from Fusarium species as inhibitors of HIV-1 integrase
  作者：Sheo B. Singh、Deborah L. Zink、Gerald F. Bills、Ana Teran、Keith C. Silverman、Russell B. Lingham、Peter Felock、Daria J. Hazuda

  DOI：10.1016/s0960-894x(02)01057-0

  日期：2003.2

  Integration of viral DNA into host cell DNA is an essential step in retroviral (HIV-1) replication and is catalyzed by HIV-1 integrase. HIV-1 integrase is a novel therapeutic target and is the focus of efforts to identify effective inhibitors that will prevent, or cure HIV infections, Four novel naphtho-gamma-pyrones belonging to the chaetochromin and ustilaginoidin family, were discovered as inhibitors of HIV-1 integrase from the screening Of fungal extracts using a recombinant in vitro assay. These compounds inhibit both the Coupled and strand transfer activity of HIV-1 integrase with IC50 values of 1-3 and 4-12 muM respectively. The discovery structure elucidation chemical modification and the structure-activity relationship of these compounds are described. (C) 2003 Elsevier Science Ltd. All rights reserved.