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Application of cysteine derivatives as radiation protective agent

A radioprotectant, cysteine ​​technology, applied in the field of cysteine ​​derivatives, can solve problems such as severe cytotoxicity and insufficient effect, and achieve safety and effectiveness guarantee, stable storage, and easy availability of raw materials. Effect

Inactive Publication Date: 2020-09-29
INST OF RADIATION MEDICINE CHINESE ACADEMY OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, some bisbenzimidazole compounds have been disclosed in the prior art. Although they exhibit strong radioprotective activity, they have severe cytotoxicity; in addition, cysteine ​​has been reported to have radioprotective efficacy, but the effect Not significant enough

Method used

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  • Application of cysteine derivatives as radiation protective agent
  • Application of cysteine derivatives as radiation protective agent
  • Application of cysteine derivatives as radiation protective agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] SC-1, the synthesis of 2-acetylamino-3-allylmercaptopropionic acid:

[0048] Add 10mmol of N-acetyl-L-cysteine ​​to a 100ml reaction bottle, and use 3mol / LNH 4 After dissolving in 25ml OH, use saturated Na 2 CO 3 Cool in an ice-salt bath to below 3°C, add 15 mmol of allyl bromide dropwise under vigorous stirring, maintain the reaction temperature and continue the reaction for 4 hours. After the reaction is completed, evaporate the solvent to dryness under reduced pressure with a rotary evaporator to obtain a white solid. Wash with ethyl acetate and filter. The obtained crude product was recrystallized with absolute ethanol / petroleum ether (60-90° C.) to obtain white flocculent crystals with a yield of 83.6%. mp 120-123°C. MS: Calculated [C8H13NO3S+H]+: 204.0689, Tested [C8H13NO3S+H]+: 204.0683.

Embodiment 2

[0050] SC-2, the synthesis of 2-amino-3-(3-methylbut-2-enylmercapto)propionic acid:

[0051] Add 10mmol of L-cysteine ​​to a 100ml reaction bottle, and add 3mol / LNH 4 After dissolving in 25ml OH, use saturated Na 2 CO 3 After cooling in an ice-salt bath to below 3°C, 15 mmol of bromoisoamylene was added dropwise with vigorous stirring, and the reaction was continued for 4 h while maintaining the reaction temperature. After the reaction, the solvent was evaporated to dryness under reduced pressure (2 O was recrystallized to obtain white flaky crystals with a yield of 85.6%. mp 190-193°C. MS: Calculated [C8H15NO2S+H]+: 190.0896, Tested [C8H15NO2S+H]+: 190.0900.

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Abstract

The invention discloses application of cysteine derivatives as a radiation protective agent, and mainly relates to application of the cysteine derivatives as the radiation protective agent in the aspect of protecting biological materials from radiation damage. In vitro cytotoxicity evaluation of SC-1 and SC-2 shows that SC-1 and SC-2 have no obvious toxicity to A31 cells and CHO cells cultured invitro and have a strong killing effect on H460 cells. Experimental results of the radiation protective effect of SC-1 and SC-2 on DNA damage show that SC-1 and SC-2 have a certain protective effect onDNA of irradiated mice. SC-1 and SC-2 have a certain protective effect on prevention and treatment of radiation damage of the mice and protection of oxidative damage of the irradiated mice. The radiation protective agent compound provided by the invention not only has efficient radiation protective efficacy, but also shows low cytotoxicity.

Description

technical field [0001] The invention relates to the technical field of radiation protection, in particular to the use of cysteine ​​derivatives as radiation protection agents in protecting biological materials from radiation damage. Background technique [0002] According to WHO statistics, the current clinical cure rate of malignant tumors is about 45%, of which surgery accounts for 22%, radiotherapy accounts for 18%, and chemotherapy only accounts for 5%. During the treatment of malignant tumors, about 70-80% of patients need to cooperate with radiotherapy, and a considerable number of patients curb the development of tumors, relieve symptoms and prolong survival time through radiotherapy. Undoubtedly, radiotherapy is an important treatment method for malignant tumors, and it is also an indispensable clinical treatment method. However, due to the non-selective biocidal effect of ionizing radiation, while radiation kills malignant tumors, high-energy rays also cause damage...

Claims

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Application Information

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IPC IPC(8): A61K31/198A61P39/00
CPCA61K31/198A61P39/00
Inventor 龙伟徐文清周则卫董辉
Owner INST OF RADIATION MEDICINE CHINESE ACADEMY OF MEDICAL SCI
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