3,3-Dimethyl-1-pent-4-ynyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,3-Dimethyl-1-pent-4-ynyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indole
• 英文别名: 3,3-dimethyl-1-pent-4-ynyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indole
• 化学式: C₃₁H₃₅N₂
• 分子量: 435.632
• InChiKey: KPMKWCIGBDVQNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  6.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-1-pent-4-ynyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indole 、 1-azido-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以44%的产率得到
  参考文献：
  名称：

  Real-Time Imaging of the Azole Class of Antifungal Drugs in Live Candida Cells

  摘要：

  Azoles are the most commonly used Class of antifungal drugs, yet where they localize within fungal cells and how they are imported remain poorly understood. Azole antifungals target lanosterol 14 alpha-demethylase, a cytochrome P450, encoded,by ERG11 in Candida albicans, the most prevalent: fungal pathogen We report the synthesis of fluorescent probes that permit visualization of antifungal azoles within live cells. Probe 1 is a dansyl dry-conjugated azole, and probe 2 is a cy5-conjugated azole. Docking, computations indicated that each of the probes can occupy, the active Site of the target cytochrome P450 Like the azole drug fluconazole, probe 1 is not effective against a mutant that lacks the target cytochrome P450 In contrast, the azole drug ketoconazole and probe 2 retained some antifungal activity against mutants lacking the target cytochrome P450, implying that both act against more than one target. Both fluorescent azole probes colocalized with the mitochondria, as determined by fluorescence microscopy with Mito Tracker dye. Thus, these fluorescent probes are useful molecular tools that can lead to detailed information about the activity and Idealization of the important azole class of antifungal drugs.

  DOI：

  10.1021/acschembio.7b00339