3-iodo-2-hydroxy-7-methoxy-1,4-naphthoquinone | 908128-25-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-iodo-2-hydroxy-7-methoxy-1,4-naphthoquinone
• CAS: 908128-25-6
• 化学式: C₁₁H₇IO₄
• 分子量: 330.079
• InChiKey: QIPDBPIUSCCJEO-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  3-iodo-2-hydroxy-7-methoxy-1,4-naphthoquinone 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 168.5h， 生成 3'-Hydroxy-3-iodo-7-methoxy-[2,2']binaphthalenyl-1,4,1',4'-tetraone
  参考文献：
  名称：

  Regiocontrolled synthesis and HIV inhibitory activity of unsymmetrical binaphthoquinone and trimeric naphthoquinone derivatives of conocurvone

  摘要：

  Unsymmetrical biquinone and trimeric quinone derivatives were synthesized using halotriflate-biselectrophilic naphthoquinones through stepwise regioselective quinone substitution chemistry and evaluated for their ability to inhibit the cytopathogenic effects of HIV-1 using an MTT colorimetric assay. Compounds were also screened for their ability to inhibit the activity of HIV-1 integrase in vitro. Pyranylated trimeric quinones and biquinones exhibited both antiviral activity and integrase inhibitory activity. Conocurvone 1 and trimeric quinone 21 were the most potent HIV integrase inhibitors in the series. All of the biquinones showed HIV inhibitory activity. Simple methoxy substituted biquinones did not inhibit HIV-1 integrase. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2006.04.034
• 作为产物：
  描述：

  7-methoxy-1,4-dioxo-3-(phenyliodonio)-1,4-dihydronaphthalen-2-olate 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到3-iodo-2-hydroxy-7-methoxy-1,4-naphthoquinone
  参考文献：
  名称：

  Regiocontrolled synthesis and HIV inhibitory activity of unsymmetrical binaphthoquinone and trimeric naphthoquinone derivatives of conocurvone

  摘要：

  Unsymmetrical biquinone and trimeric quinone derivatives were synthesized using halotriflate-biselectrophilic naphthoquinones through stepwise regioselective quinone substitution chemistry and evaluated for their ability to inhibit the cytopathogenic effects of HIV-1 using an MTT colorimetric assay. Compounds were also screened for their ability to inhibit the activity of HIV-1 integrase in vitro. Pyranylated trimeric quinones and biquinones exhibited both antiviral activity and integrase inhibitory activity. Conocurvone 1 and trimeric quinone 21 were the most potent HIV integrase inhibitors in the series. All of the biquinones showed HIV inhibitory activity. Simple methoxy substituted biquinones did not inhibit HIV-1 integrase. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2006.04.034