A kind of fluorescent conjugated compound and its application

A conjugated compound and fluorescence technology, applied in the field of medicine, can solve the problems of difficulty in knowing the stage and degree of disease development, environmental radioactive pollution, high cost, etc., and achieve the effects of stable biological characteristics, rapid diagnosis, and high stability

Active Publication Date: 2018-02-16
淮南市启迪电子有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In view of the complexity and out-of-control of the above-mentioned tumor occurrence and development process, it is difficult to know the stage and degree of disease development, and for latent tumors, because the structure and function of the tissue do not change significantly, only rely on the physician's clinical experience and tumor macroscopic morphology, Judging by serum tumor markers, it is still difficult to detect early colon cancer, lung cancer, breast cancer, prostate cancer, cervical cancer, esophageal cancer, bladder cancer, melanoma, leukemia, lymphoma, etc.
[0008] 2. Defects of current diagnosis and treatment technology: At present, the early detection of tumors mainly relies on tumor marker examination, imaging and pathological examination and other means
At present, fatty acid molecular tracer technology labeled with radioactive elements is mainly used to study the absorption and metabolism of fatty acids, which requires special detection instruments and is relatively expensive.
[0013] In the prior art, there is no fluorescent conjugated compound composed of free fatty acids labeled with fluorescent molecules, and the detection of human tumors and precancerous diseases can be achieved based on the difference in the absorption or metabolism of free fatty acids in the fluorescent conjugated compound between normal cells and tumor cells. Applications in disease assessment, pathological biopsy, and extent of surgical resection

Method used

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  • A kind of fluorescent conjugated compound and its application
  • A kind of fluorescent conjugated compound and its application
  • A kind of fluorescent conjugated compound and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1 Fluorescent molecules (sodium fluorescein, emission wavelength 525nm, green fluorescent dye) and free fatty acids (octadecenoic acid: monounsaturated fatty acid at carbon 18) are generated by connecting C-O at the carbon 9 position of octadecenoic acid The conjugated compound (referred to as Fluorescein sodium-FA, the same below), the generated Fluorescein sodium-FA has a fluorescence similar to that of the original fluorescein molecule, and its preparation method is as follows:

[0048] (1) Under nitrogen protection, mix sodium fluorescein and mercaptopropionic acid in a molar ratio of 1:0.13, stir 0.1mol sodium fluorescein and 0.13mol mercaptopropionic acid at 50°C until a solution is formed, and add fluorescent Hafnium(IV) chloride tetrahydrofuran complex (1:2) with a molar mass of 0.2‰ (0.02mmol) of plain sodium and 20ml of toluene were connected to the water separator, and the water was separated and refluxed at 130°C for 16 hours. After the reaction was c...

Embodiment 2

[0073] Example 2 The fluorescent conjugated compound Fluorescein sodium-FA prepared in Example 1 was prepared into an oral powder and administered to the human body orally. After oral administration, the fluorescent conjugated compound enters human cells through active transport and accumulates in the cells Not metabolized.

[0074] After 10 minutes of oral administration, fluorescence endoscopy was used for detection. Due to the difference in the absorption or metabolism of fluorescein-labeled free fatty acids between normal cells and tumor cells, the absorption fluorescence intensity of normal cell tissue was 3.4 times that of tumor tissue. In the obtained fluorescent imaging image, the dark area shows the tumor growth and infiltration range, which can distinguish tumor cells from normal cells, so as to find precancerous disease cells or cancer cells.

Embodiment 3

[0075] Example 3 The staining agent made of the fluorescent conjugated compound Fluorescein sodium-FA prepared in Example 1 was directly sprayed on the site to be observed (in colorectal cancer), and under the confocal endoscope, the Fluorescein sodium-FA was sprayed 1 The arrangement and atypia of the cells can be clearly displayed in minutes. Compared with the traditional fluorescein sodium, which needs intravenous injection into the human body, direct spraying of Fluorescein sodium-FA can significantly reduce the side effects of patients after use, and the direct spraying effect is rapid It speeds up the work efficiency of endoscopists and is suitable for intense and busy clinical work. Acridine yellow, which was used in clinical direct spraying in previous studies, has been banned by the FDA because of its carcinogenicity. Direct spraying of Fluorescein sodium-FA can specifically display the tumor site through the "dark area" (less absorbed fatty acid). The degree and stag...

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Abstract

A fluorescent conjugate compound and uses thereof. The fluorescent conjugate compound consists of free fatty acids marked by fluorescent molecules, is useful for detecting precancerous lesion cells or cancer cells, and also is useful for the assessment of human tumor and precancerous diseases, pathologic biopsy, surgical resection range determination, as well as the preparation of drug or tracer reagents for detecting tumor or precancerous disease.

Description

technical field [0001] The invention relates to a fluorescent conjugated compound and its application, in particular to a fluorescent molecularly labeled fatty acid and its application, and belongs to the technical field of medicine. Background technique [0002] Tumor is a new organism formed by the abnormal proliferation of cells in the body. This proliferation is an uncontrollable malignant proliferation that eventually forms a tumor. Normal cells in the body will proliferate and differentiate to repair the damage when they are damaged, while tumor cells lose the ability to differentiate and mature, proliferate indefinitely, squeeze the surrounding normal tissues and carry out distant metastasis. [0003] The survival period of cancer patients is closely related to the stage of the tumor at the time of diagnosis. If the tumor can be detected early, the tumor can be controlled or cured. The clinical staging of tumors describes the severity and extent of malignant tumors b...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K49/00C09K11/06
CPCA61K49/00C09K11/06
Inventor 邓飞鸿方媛陈金敏柳雪花
Owner 淮南市启迪电子有限公司
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