Baicalin metal complex and preparation method and application thereof

A technology of baicalin metal and metal complexes, which is applied in the preparation of sugar derivatives, iron group organic compounds without C-metal bonds, and 1/11 group organic compounds without C-metal bonds, etc., which can solve the structure of baicalin Easy to be destroyed, high cost of large-scale production, large environmental pollution and other problems, to achieve the effect of avoiding the possibility of metal hydroxides, good operator and environmental safety, and low environmental pollution

Inactive Publication Date: 2012-06-27
SOUTHWEST UNIVERSITY
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

But the preparation method of above-mentioned baicalin metal complex all has certain defect, for example, reaction solvent all adopts the organic solvents such as methanol, ethanol, pyridine, exists the problems such as toxicity is bigger, safety is poorer, environmental pollution is bigger; And, Because baicalin is insoluble in water and slightly soluble in methanol and ethanol, the above reactions are all small-scale

Method used

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  • Baicalin metal complex and preparation method and application thereof
  • Baicalin metal complex and preparation method and application thereof
  • Baicalin metal complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Embodiment 1, the preparation of baicalin metal complex

[0018] (1) Preparation of baicalin copper complex

[0019] Add 1% sodium bicarbonate aqueous solution to baicalin, the molar ratio of baicalin to sodium bicarbonate is 1:1, stir to completely dissolve baicalin, and then follow the baicalin and Cu(NO 3 ) 2 The molar ratio is 1:2 by adding Cu(NO 3 ) 2 , stirred and reacted for 4 hours at a temperature of 20° C., filtered, and the resulting brownish-yellow precipitate was washed with water and dried to obtain the baicalin copper complex with a yield of 73.93%.

[0020] (2) Preparation of baicalin aluminum complex

[0021] Add the sodium acetate aqueous solution that mass percent concentration is 1% to baicalin, the mol ratio of baicalin and sodium acetate is 1:1, stir to make baicalin dissolve completely, then according to baicalin and Al 2 (SO 4 ) 3 The molar ratio is 2:1 by adding Al 2 (SO 4 ) 3 , stirred and reacted at 40°C for 6 hours, filtered, and t...

Embodiment 2

[0029] Embodiment 2, the structural characterization of baicalin metal complexes

[0030] (1) UV characterization results

[0031] The five baicalin metal complexes prepared in Example 1 were respectively dissolved in 1% NaOH aqueous solution by mass percentage, and the maximum absorption wavelength was measured with an ultraviolet spectrophotometer. The results are shown in Table 1.

[0032] Table 1 UV absorption wavelengths of baicalin and its metal complexes

[0033]

[0034] It can be seen from Table 1 that baicalin has two absorption peaks at 275nm and 317nm respectively, while copper baicalin, aluminum baicalin, iron baicalin, lanthanum baicalin and yttrium baicalin complexes have only one absorption peak at 289nm or 277nm , that is, the absorption peak at 317nm of baicalin disappeared, and the original absorption peak at 275nm was red-shifted. After baicalin forms a complex, the degree of delocalization of electrons in the molecule increases and metal ions have a...

Embodiment 3

[0059] Embodiment 3, the acute toxicity of baicalin metal complex

[0060] Dissolve the five baicalin metal complexes prepared in Example 1 with 1% NaOH aqueous solution to make a 10% solution, and gavage each mouse according to the maximum tolerated dose method Give 5g / kg, observe continuously for two weeks, and record the activity and death of mice.

[0061] The results show that after intragastric administration, all mouse activities weakened slightly, but recovered in a short time; all mice grew well within two weeks, no toxic reaction was observed, and no mice died; illustration embodiment 1 LD of the prepared five kinds of baicalin metal complexes in mice 50 All greater than 5g / kg. According to acute toxicity (LD 50 ) dosage grading, the oral administration of the above five complexes belongs to the actual non-toxic range.

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Abstract

The invention discloses a baicalin metal complex of which the molecular formula is (C21H17O11) xM (H2O) y, wherein M in the formula is Cu (II), x is 1 and y is 2; or M is Fe (III), x is 2 and y is 0; or M is La (III) or Y (III), x is 3 and y is 0. The preparation method comprises the following steps: adding aqueous alkali into baicalin until the baicalin and alkali (sodium bicarbonate, potassium bicarbonate, sodium formate, potassium formate, sodium acetate, potassium acetate, disodium hydrogen phosphate, dipotassium hydrogen phosphate, sodium phosphate or potassium phosphate) are just completely reacted, then adding metal salt (copper salt, ferric salt, lanthanum salt or yttrium salt) for reaction to obtain the baicalin metal complex. The baicalin metal complex has obviously stronger antibacterial and antitumor activities than the baicalin, can be used for preparing antibacterial drugs and antitumor drugs, and has good development and application prospects. In the preparation method, an organic solvent is not used, a strong basic condition is not adopted, and the method is simple and feasible, is green and environment-friendly and has the advantages of low cost, high product purity and high yield.

Description

technical field [0001] The invention belongs to the field of chemical pharmacy and relates to a metal complex, a preparation method of the metal complex and its medical application. Background technique [0002] Baicalin is the main active ingredient of traditional Chinese medicine Scutellaria baicalensis, which has pharmacological effects such as antibacterial and anti-inflammatory, antihypertensive and diuretic, scavenging free radicals, and inhibiting lipase. Studies in recent years have shown that some trace metals themselves have certain physiological activities, and the oxygen atoms in baicalin molecules have strong coordination ability, and their spatial structure is also conducive to the formation of metal complexes. Therefore, the conversion of baicalin into metal The complex may enhance its curative effect, and even produce new pharmacological effects. At present, some baicalin metal complexes have been reported in the literature to scavenge free radicals, enhance...

Claims

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Application Information

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IPC IPC(8): C07H23/00C07H1/00A61K31/7135A61P31/04A61P31/10A61P35/00
CPCC07F15/025C07F5/003A61K33/00C07F1/005A61K31/7135C07F1/08A61K31/555C07F3/003C07F5/00C07F15/02C07F3/06A61P31/04A61P31/10A61P35/00
Inventor 李逐波刘衍季张齐雄石建华刘全
Owner SOUTHWEST UNIVERSITY
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