3-(3,5-Ditert-butyl-4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(3,5-Ditert-butyl-4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
• 化学式: C₂₄H₃₀O₃
• 分子量: 366.5
• InChiKey: GVSPXQVUXHMUMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3,5-Ditert-butyl-4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one 在 三氟化硼乙醚 、 ammonium acetate 、 二乙胺 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Discovering a New Drug Against Acute Kidney Injury by Using a Tailored Photoacoustic Imaging Probe

  摘要：

  Acute kidney injury (AKI) has become an increasing concern for patients due to the widespread clinical use of nephrotoxic drugs. Currently, the early diagnosis of AKI is still challenging and the available therapeutic drugs cannot meet the clinical demand. Herein, this work has investigated the key redox couple involved in AKI and develops a tailored photoacoustic (PA) imaging probe (AB‐DiOH) which can reversibly respond to hypochlorite (ClO−)/glutathione (GSH) with high specificity and sensitivity. This probe enables the real‐time monitoring of AKI by noninvasive PA imaging, with better detection sensitivity than the blood test. Furthermore, this probe is utilized for screening nephroprotective drugs among natural products. For the first time, astragalin is discovered to be a potential new drug for the treatment of AKI. After oral administration, astragalin can be efficiently absorbed by the animal body, alleviate kidney injury, and meanwhile induce no damage to other normal tissues. The treatment mechanism of astragalin has also been revealed to be the simultaneous inhibition of oxidative stress, ferroptosis, and cuproposis. The developed PA imaging probe and the discovered drug candidate provide a promising new tool and strategy for the early diagnosis and effective treatment of AKI.

  DOI：

  10.1002/adma.202311397
• 作为产物：
  描述：

  对甲氧基苯乙酮 、 3,5-二叔丁基-4-羟基苯甲醛 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以33%的产率得到3-(3,5-Ditert-butyl-4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  一种ClO^-/GSH氧化还原可逆响应的近红外分子探针及其制备方法与应用

  摘要：

  本发明公开了一种ClO‑/GSH氧化还原可逆响应的近红外分子探针及其制备方法与应用。本发明通过羟醛缩合、迈克尔加成、成环反应等制备方法得到近红外探针氮杂氟硼二吡咯(AzaBDP‑DiOH)，其分子式为C50H56BF2N3O4。本发明制备的近红外探针AzaBDP‑DiOH可被ClO‑特异性氧化成AzaBDP‑DiO，其682nm的紫外吸收减弱，965nm处增强；AzaBDP‑DiO可被GSH特异性还原成AzaBDP‑DiOH，其965nm的紫外吸收减弱，682nm处增强，表明该探针对ClO‑/GSH表现出了良好的选择性和灵敏度，同时，成功用于体内肾缺血再灌注小鼠模型可视化成像，可作为在监测ClO‑/GSH氧化还原方面的良好应用前景。

  公开号：

  CN114524836A

文献信息

• Discovering a New Drug Against Acute Kidney Injury by Using a Tailored Photoacoustic Imaging Probe
  作者：Wangning Zhang、Chenming Chan、Kaiyu Zhang、Haifeng Qin、Bo‐Yang Yu、Zhaoli Xue、Xianchuang Zheng、Jiangwei Tian

  DOI：10.1002/adma.202311397

  日期：——

  Acute kidney injury (AKI) has become an increasing concern for patients due to the widespread clinical use of nephrotoxic drugs. Currently, the early diagnosis of AKI is still challenging and the available therapeutic drugs cannot meet the clinical demand. Herein, this work has investigated the key redox couple involved in AKI and develops a tailored photoacoustic (PA) imaging probe (AB‐DiOH) which can reversibly respond to hypochlorite (ClO−)/glutathione (GSH) with high specificity and sensitivity. This probe enables the real‐time monitoring of AKI by noninvasive PA imaging, with better detection sensitivity than the blood test. Furthermore, this probe is utilized for screening nephroprotective drugs among natural products. For the first time, astragalin is discovered to be a potential new drug for the treatment of AKI. After oral administration, astragalin can be efficiently absorbed by the animal body, alleviate kidney injury, and meanwhile induce no damage to other normal tissues. The treatment mechanism of astragalin has also been revealed to be the simultaneous inhibition of oxidative stress, ferroptosis, and cuproposis. The developed PA imaging probe and the discovered drug candidate provide a promising new tool and strategy for the early diagnosis and effective treatment of AKI.
• 一种ClO^-/GSH氧化还原可逆响应的近红外分子探针及其制备方法与应用
  申请人：中国药科大学

  公开号：CN114524836A

  公开（公告）日：2022-05-24

  本发明公开了一种ClO‑/GSH氧化还原可逆响应的近红外分子探针及其制备方法与应用。本发明通过羟醛缩合、迈克尔加成、成环反应等制备方法得到近红外探针氮杂氟硼二吡咯(AzaBDP‑DiOH)，其分子式为C50H56BF2N3O4。本发明制备的近红外探针AzaBDP‑DiOH可被ClO‑特异性氧化成AzaBDP‑DiO，其682nm的紫外吸收减弱，965nm处增强；AzaBDP‑DiO可被GSH特异性还原成AzaBDP‑DiOH，其965nm的紫外吸收减弱，682nm处增强，表明该探针对ClO‑/GSH表现出了良好的选择性和灵敏度，同时，成功用于体内肾缺血再灌注小鼠模型可视化成像，可作为在监测ClO‑/GSH氧化还原方面的良好应用前景。