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Lanthanum amino acid complex and its preparing process and application

A complex and amino acid technology, applied in the field of lanthanum amino acid complexes and their preparation, can solve the problems of few literature reports and little work done, and achieve the effects of novel structure design, high yield and mild conditions

Inactive Publication Date: 2006-09-13
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Yb has been studied 3+ Inhibition of different complexes of different complexes on cancer cells at different division stages, and found that low doses of rare earth chloride have inhibitory effects on cancer cells, but not on normal human cells, but there is not much work done in this area, literature There are few reports
CN 200410018701.4 introduces the synthesis and anticancer activity of diamine-bridged o-phenanthroline lanthanum (III) complexes. This lanthanum complex has good anticancer activity and broad spectrum, but there is room for further improvement

Method used

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  • Lanthanum amino acid complex and its preparing process and application
  • Lanthanum amino acid complex and its preparing process and application
  • Lanthanum amino acid complex and its preparing process and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] The first step, the synthesis of 8-nitroquinoline (1) (Vogel Arthur. Textbook of practical organic chemistry, 4th ed. London: Longman Group Limited, 1978, 91.)

[0016] 69g (0.5mol) o-nitroaniline, 68.8g (0.3mol) As 2 o 5 Mix well with 138g (1.5mol) glycerol, heat to 100°C, slowly add 120ml concentrated H 2 SO 4 , The speed of addition is such that the reaction temperature is not higher than 120°C. After the addition, the temperature is raised to 130-135°C, and the reaction is continued for 7-8 hours with stirring. After cooling, pour into 1500ml of water, add 15g of activated carbon, keep stirring at 90°C for 1 hour, filter, after the filtrate is cooled, neutralize with 1:1 dilute ammonia water, filter out the crude product, wash with water, and recrystallize in hot water to obtain the product 8- Nitroquinoline 45g, yield 52%, m.p.89-91°C.

[0017] The second step, the synthesis of 8-aminoquinoline (2)

[0018]Mix 50ml of glacial acetic acid and 53ml of water even...

Embodiment 2

[0032] The first step, the synthesis of 8-nitroquinoline (1)

[0033]Except that the raw materials used are 69g (0.5mol) o-nitroaniline, 86g (0.375mol) As 2 o 5 With the exception of 184g (2mol) glycerin, other is with embodiment 1.

[0034] The second step, the synthesis of 8-aminoquinoline (2)

[0035] Except adding 9.68g (0.204mol) reduced iron powder, other is the same as embodiment 1.

[0036] The third step, the synthesis of 2-methyl-1,10-phenanthroline (3)

[0037] In addition to adding 134g (1mol) of anhydrous AlCl 3 For neutralization, except that 84g (1.2mol) of crotonaldehyde was added dropwise, the others were the same as in Example 1.

[0038] The fourth step, the synthesis of 1,10-phenanthroline-2-carbaldehyde (4)

[0039] In addition to 4.4g (0.04mol) SeO 2 Outside, other is with embodiment 1.

[0040] The fifth step, the synthesis of N-(1,10-phenanthroline-2-methylene)-α-phenylalanine (5)

[0041] In addition to 1.134g (0.03mol) NaBH 4 Outside, other ...

Embodiment 3

[0049] The first step, the synthesis of 8-nitroquinoline (1)

[0050] Except that the raw materials used are 69g (0.5mol) o-nitroaniline, 103.2g (0.45mol) As 2 o 5 And 230g (2.5mol) glycerin, other are with embodiment 1.

[0051] The second step, the synthesis of 8-aminoquinoline (2)

[0052] Except adding 11.4g (0.24mol) reduced iron powder, others are the same as embodiment 1.

[0053] The third step, the synthesis of 2-methyl-1,10-phenanthroline (3)

[0054] In addition to adding 201g (1.5mol) of anhydrous AlCl 3 Neutralization is the same as in Example 1 except that 126g (1.5mol) of crotonaldehyde is added dropwise.

[0055] The fourth step, the synthesis of 1,10-phenanthroline-2-carbaldehyde (4)

[0056] In addition to 5.5g (0.05mol) SeO 2 Outside, other is with embodiment 1.

[0057] The fifth step, the synthesis of N-(1,10-phenanthroline-2-methylene)-α-phenylalanine (5)

[0058] In addition to 1.32g (0.035mol) NaBH 4 Outside, other is with embodiment 1.

[00...

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Abstract

The invention relates to Lanthanum amino acid complex and its preparing process and application, wherein the complex has the chemical name of which has the chemical name of 10-phenanthroline-2-methylene}-alpha-phenylalanine lanthanum (III) complex, which has the structural formula disclosed in the specification, and is prepared by reacting 1,10-phenanthroline-2-formaldehyde with alpha-phenylalanine, reducing with NaBH4, coordinating with lanthanum (III), thus obtaining single core complex, then reacting the single core complex with terephthalic acid. The obtained compound can be used for cancer resistance, which has better anti-cancer activity and wide spectrum.

Description

technical field [0001] The technical scheme of the present invention relates to a compound containing lanthanum, specifically a lanthanum amino acid complex and its preparation method and application. Background technique [0002] Cancer is one of the major diseases that endanger human health. In order to cure cancer, scientists have carried out a lot of research work in the past hundred years. In 1969, Rosenberg discovered that cisplatin compounds had antitumor activity. This field aroused great interest of scientists from various countries, and many cisplatin complexes with antitumor activity were synthesized successively, for example, CN 92102045.7, CN 97120205.2, CN 01127213.9, CN 03131925.4 are all this kind of compounds. After a long period of clinical application, it has been found that the anticancer activity of cisplatin compounds needs to be improved, and they have nephrotoxicity, gastrointestinal toxicity and emetic side effects on the human body, and long-term ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00C07D471/04A61K31/555A61P35/00
Inventor 林华宽吴红星李风华林海
Owner NANKAI UNIV
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