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Cyclo-glycosyl amino acid, its preparation method and usage in preventing and curing heavy metal poisoning

An amino acid and heavy metal technology, applied in acyclic sugars, antidote, drug combination, etc., can solve the problems of poor cell membrane selectivity, difficult to cross, and large toxic and side effects.

Inactive Publication Date: 2008-08-20
北京北医投资管理有限公司医药科技开发分公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition to being unable to be taken orally and difficult to cross the cell membrane, these drugs also have disadvantages such as poor selectivity and large toxic and side effects.

Method used

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  • Cyclo-glycosyl amino acid, its preparation method and usage in preventing and curing heavy metal poisoning
  • Cyclo-glycosyl amino acid, its preparation method and usage in preventing and curing heavy metal poisoning
  • Cyclo-glycosyl amino acid, its preparation method and usage in preventing and curing heavy metal poisoning

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] The preparation of embodiment 1L-aspartic acid di-tert-butyl ester

[0063] A mixture of 3.99g (30mmol) L-aspartic acid, 412ml (66mmol) perchloric acid and 168ml tert-butyl acetate was stirred at room temperature for 48 hours and placed in the refrigerator overnight. The reaction mixture was washed (4×100ml) with dilute hydrochloric acid (0.5mol / l). Separate the aqueous layer with solid NaHCO 3 Neutralized to PH7-8, extracted with ethyl acetate (8×50ml), the combined ethyl acetate layer was washed with saturated NaHCO 3 Wash with aqueous solution (2×200ml), anhydrous Na 2 SO 4 Dry, filter, and concentrate the filtrate under reduced pressure to obtain 6.4 g (76%) of the hydrochloride salt of the title compound as a pale yellow solid. Rf (petroleum ether / ethyl acetate, 2:1) was 0.26. The product was directly used in the next reaction without purification.

Embodiment 2

[0064] The preparation of embodiment 2L-S-tert-butylcysteine ​​tert-butyl ester

[0065] According to the operation of Example 1, 4.80 g (30 mmol) of L-S-tert-butylcysteine ​​was used instead of L-aspartic acid to obtain 5.7 g (71%) of the title compound as a light yellow solid. Rf (petroleum ether / ethyl acetate, 2:1) was 0.3. The product was directly used in the next reaction without purification.

Embodiment 3

[0066]The preparation of embodiment 3L-di-tert-butyl glutamate

[0067] According to the operation of Example 1, 4.41 g (30 mmol) of L-glutamic acid was used instead of L-aspartic acid to obtain 6.2 g (80%) of the title compound as a light yellow solid. Rf (petroleum ether / ethyl acetate, 2:1) was 0.15. The product was directly used in the next reaction without purification.

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Abstract

This invention relates to novel heavy metal eccritic of pyran glycosyl amino acid and pyran arabinose glycosyl amino acid, preparation thereof, composition having same and use in cure and prevention of heavy metal poisoning.

Description

technical field [0001] The present invention relates to a class of novel glucopyranosyl amino acid and arabinofuranosyl amino acid compounds, their synthesis method and their use in the preparation of medicines for treating and / or preventing heavy metal poisoning. Background technique [0002] They suffer from heavy metal pollution in various ways almost all the time. Among them, the harm of heavy metals represented by lead to the human body has been recognized by the public. The pollution pathways of lead to the environment are almost all over the human living space, including air lead pollution, drinking water lead pollution, soil lead pollution and daily utensil lead pollution. Heavy metals represented by lead enter the human body through utensils used, food ingested, air inhaled, water drunk, and cigarettes smoked. After entering the human body, heavy metals are absorbed, distributed and stored, and accumulate in important organs. For example, at least 90% of the lead...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H7/02A61K31/70A61P39/02
Inventor 彭师奇王超赵明霍彩霞
Owner 北京北医投资管理有限公司医药科技开发分公司
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