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Synthesis of laminine Schiff base mononuclear complex with anticancer activity, and pharmaceutical composition thereof

A technology of lamininic Schiff base and lamininic acid, which is applied in the field of drug synthesis, can solve the problems such as the shortage of money, the inability to meet the diversity of cancers, and the development trend of high incidence.

Inactive Publication Date: 2014-05-21
QINGDAO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although countries have invested a lot of manpower and material resources to develop drugs that can effectively prevent or treat cancer, the amount of money available is still far from meeting the diversity and high incidence of modern human cancer. The efforts of scientific and technological workers in this field still a long way to go

Method used

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  • Synthesis of laminine Schiff base mononuclear complex with anticancer activity, and pharmaceutical composition thereof
  • Synthesis of laminine Schiff base mononuclear complex with anticancer activity, and pharmaceutical composition thereof
  • Synthesis of laminine Schiff base mononuclear complex with anticancer activity, and pharmaceutical composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] The synthetic steps of lamininic acid 2-pyridine formaldehyde Schiff base copper mononuclear complex are:

[0058] Step A: 40mmol (4.28g) of 2-pyridinecarbaldehyde was diluted with 10mL of absolute ethanol, and slowly added dropwise to 40mL of ethanol solution in which 40mmol (7.56g) of laminacin was dissolved. After the dropwise addition, the temperature was slowly raised to 70° C., and the reaction was continued for 4 hours. The solution was evaporated to about 5 mL remaining, and 20 mL of ice ethanol was added, and a large amount of precipitate formed. The solution was filtered, washed with ice ethanol and diethyl ether for several times, and dried in vacuo to obtain the white target product which was 2-pyridinecarbaldehyde Schiff base of laminacin.

[0059] Step B: 40mmol (7.56g) CuCl 2 ·3H 2 O was diluted with 10 mL of absolute ethanol, and slowly added dropwise to 40 mL of ethanol solution in which 40 mmol (11.08 g) of laminacin 2-pyridine formaldehyde Schiff b...

Embodiment 2

[0065] The synthetic steps of lamininine o-phenanthroline copper mononuclear complex are:

[0066] Dilute 40mmol (7.92g) of phenanthroline with 10mL of absolute ethanol, and slowly add dropwise to 40mL of aqueous solution in which 40mmol (10.04g) of the copper complex of lamininate is dissolved. After the dropwise addition, the temperature was slowly raised to 60° C., and the reaction was continued for 3 hours. The solution was evaporated to about 5 mL remaining, and a large amount of precipitate formed. The solution was filtered, washed several times with glacial ethanol and diethyl ether, and dried in vacuum to obtain the blue target product. figure 2 It is the structural formula of the laminadinine o-phenanthroline copper mononuclear complex synthesized in Example 2 of the present invention. See Table 3 and Table 4 for IR peak positions and element trace analysis results. The target product is very stable at room temperature, and is insoluble in carbon tetrachloride, ch...

Embodiment 3

[0072] Synthesis of copper mononuclear complex of 2-pyridineformaldehyde Schiff base o-phenanthroline of lamininic acid:

[0073] Step A: According to the method shown in step A of the preparation method (1), synthesize lamininic acid 2-pyridine formaldehyde Schiff base.

[0074] Step B: 20mmol (3.78g) CuCl 2 ·3H 2 O was diluted with 10mL of absolute ethanol, and added dropwise to 10mL of absolute ethanol solution in which 40mmol (7.92g) of phenanthroline was dissolved, and after reacting for one hour, slowly added dropwise into 2 - 40 mL ethanol solution of pyridine formaldehyde Schiff base. After the dropwise addition, the temperature was slowly raised to 70° C., and the reaction was continued for 4 hours. The solution was evaporated to about 10 mL remaining, and 20 mL of ice ethanol was added, and a large amount of precipitate was formed. The solution was filtered, washed several times with glacial ethanol and diethyl ether, and dried in vacuum to obtain the blue target...

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Abstract

The invention relates to synthesis of a laminine Schiff base mononuclear complex with anticancer activity, and a pharmaceutical composition thereof. The synthesis method concretely comprises: (1) synthesizing a condensed laminine 2-pyridylaldehyde Schiff base mononuclear complex; (2) synthesizing a laminine phenanthroline copper mononuclear complex; (3) synthesizing a condensed laminine 2-pyridylaldehyde Schiff base phenanthroline copper mononuclear complex; (4) synthesizing a condensed bis-laminine 2-pyridylaldehyde Schiff base copper mononuclear complex; and (5) synthesizing a condensed laminine 2-pyridylaldehyde Schiff base platinum mononuclear complex. By carrying out pharmaceutical analysis research aiming at the compound, the invention provides a synthesis method of the laminine Schiff base mononuclear complex with anticancer activity, and a synthesis method of a pharmaceutical composition thereof, the pharmacological analysis is carried out to prove that the compound has an anticancer active effect, is suitable for use in the anticancer field, and has larger medical and medical values.

Description

technical field [0001] The invention relates to the synthesis of a lamininic Schiff base mononuclear complex with anticancer activity and its pharmaceutical composition, belonging to the technical field of pharmaceutical synthesis. Background technique [0002] Since American chemists first discovered that cis-dichlorodiammine platinum has strong anti-tumor activity in animals in 1969, inorganic metal complexes have become the most attractive for scientific and technological workers in the field of anticancer drugs to find a new class of anticancer drugs. one of the directions. For example, Chinese patent CN1557825A proposes a salicylic acid diamine platinum complex with anticancer activity. [0003] At present, cisplatin is the first-generation anticancer drug widely used clinically, but it has serious side effects such as water insolubility, nephrotoxicity and nausea and vomiting. The second-generation anticancer drug carboplatin introduces hydrophilic 1,1-cyclobutanedic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08C07F15/00A61K31/555A61P35/00A61P35/02
Inventor 李晓雯李群王越倪偲李子超
Owner QINGDAO UNIV
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