A kind of superoxide anion probe and its preparation method and application
A superoxide anion and probe technology, which is applied in the field of medical imaging, can solve the problems of low penetration depth of fluorescent probes, interference with superoxide anion detection, and inapplicability of superoxide anion, which is beneficial to commercial application and clinical promotion , good expandability, good retention effect in the body
Active Publication Date: 2019-05-28
XIAMEN UNIV
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Problems solved by technology
It is suitable for the detection of superoxide anion in vivo, but the penetration depth is not enough, so it can only be applied to the living imaging level of cell tissue and zebrafish
[0010] However, in the above-mentioned prior art, the probes reported are almost all fluorescent probes, and the detection wavelengths of these probes are mostly located at 500-800 nm. The penetration depth of fluorescent probes in this region is relatively low, and it is difficult to Detection of superoxide anion applied to the human body
At the same time, in the fluorescent probes reported in the prior art, almost all of them use the redox reaction mechanism. Such probes are easily affected by other reducing substances in the body, thereby interfering with the detection of superoxide anion in the body.
[0011] Among the existing radioactive iodine-labeled compounds, there is no report on the detection probe of superoxide anion in vivo, and the existing radionuclide-labeled probe compounds are modified based on the structural modification of dihydroethidium, like: 18 F-labeled dihydroethidium derivatives, the reaction mechanism of this type of compound with superoxide anion is a redox reaction, this type of mechanism is not suitable for the detection of superoxide anion in the body, because the environment in the body is complex, there are many other reducing substances that will Interference probe detection
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Embodiment 4
[0078] Embodiment 4—— 131 Cell efflux experiment of I-labeled superoxide anion imaging agent
[0079] The cells selected for the experiment were macrophages. They were cultured in DMEM high glucose medium (containing 10% inactivated fetal calf serum, L-glutamic acid and antibiotics). The incubator was kept at a constant temperature of 37°C and in 5% CO 2 environment conducive to cell growth. 24 h before the experiment, cells were cultured in 24-well plates (about 5×10 5 cells / well) were cultured in DMEM high-glucose medium. The steps of the cell efflux experiment are as follows:
[0080] (1) Add the radioactive labeling solution to the treated DMEM high-glucose medium to dilute the radioactivity to about 1-2 μCi / mL.
[0081] (2) The cells were divided into two groups, one group was added with LPS solution to stimulate the cells to produce superoxide anions, and the other group was used as a reference for the normal group. Place in the incubator for 4 hours.
[0082](3)...
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The invention discloses a superoxide anion probe, and a preparation method and an application thereof. The structural formula of the probe is shown in the description, and I* in the formula is at least one of <123>I, <124>I, <125>I and <131>I. The superoxide anion probe is a nuclear medicine probe compound labeled with radioactive iodine, adopting a trifluoromethanesulfonate group as a response group and using a nucleophilic principle, and can be used for detecting in-vivo superoxide anions; and the superoxide anions have the nucleophilic property of a lone electron, so the superoxide anions can rapidly react with the trifluoromethanesulfonate group in the probe structure, so the probe has a high specificity, and cannot be interfered by other micro-molecules in the in-vivo detection process.
Description
technical field [0001] The invention belongs to the technical field of medical imaging, and in particular relates to a superoxide anion probe and its preparation method and application. Background technique [0002] Reactive oxygen species (ROS) are an important class of small signal molecules in the body, with low concentration and short half-life, and play an important role in signal transmission in the body. When the body's metabolic balance is broken, the concentration of ROS will increase, causing a series of biochemical reactions and aggravating the body's pathological changes. Superoxide anion (O 2 · - ) is an important compound in ROS. It is a lively free radical with lively chemical properties and is easy to react with macromolecules in the body such as: DNA, RNA, protein, etc., causing damage to the structure and function of these macromolecules, thus affecting the body's Normal metabolic balance. If these damages cannot be repaired in time, they will cause les...
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IPC IPC(8): C07D493/10A61K51/04A61K101/02
CPCA61K51/0427C07B2200/05C07D493/10
Inventor 张现忠黄路梅李子婧张德良李化
Owner XIAMEN UNIV