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Metalloporphyrin complex and preparation method and application thereof

A technology of metalloporphyrins and complexes, which is applied in the direction of pharmaceutical formulations, medical preparations containing active ingredients, antibacterial drugs, etc., can solve the problems of easy drug resistance of drugs, and achieve the reduction of bacterial drug resistance and good antibacterial properties active, good inhibitory effect

Inactive Publication Date: 2020-08-25
WENZHOU INST UNIV OF CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there are many types of drugs clinically used to treat Staphylococcus aureus, but bacteria are prone to drug resistance to many drugs

Method used

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  • Metalloporphyrin complex and preparation method and application thereof
  • Metalloporphyrin complex and preparation method and application thereof
  • Metalloporphyrin complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The synthetic route of embodiment 1 gallium porphyrin complex

[0028] For the synthesis of complexes, weigh a certain amount of porphyrin (1.0mmol) and gallium chloride (0.5mmol) into a 100mL round-bottomed flask, add 30mL of anhydrous pyridine solvent, and heat under reflux under nitrogen protection. Reaction 8h. After the reaction was completed, cool to room temperature to obtain a deep red solution, spin dry to collect the precipitate, and wash with a small amount of pre-cooled ethanol, then wash the crude product with chloroform, filter and dry overnight in a vacuum desiccator to obtain a dark purple powder. The synthesis route of gallium porphyrin complex is as follows figure 1 shown. The NMR data are as follows:

[0029] 1 H NMR (400MHz, DMSO-d 6 )δ9.07(s, 4H), 8.41(m, 3H), 7.63(d, J=0.8Hz, 1H), 8.14(d, J=4.0Hz, 4H), 7.90(t, 7H), 7.43( d, J = 4.0 Hz, 4H), 4.07 (s, 7H).

Embodiment 2

[0030] Example 2 Gallium porphyrin complex antibacterial activity screening

[0031] Gallium porphyrin complexes against bacteria 50 For the determination of the value, dilute the overnight cultured Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus to the logarithmic phase, and then dilute the bacteria to an OD of 0.05 for later use. Take 6 sterile 96-well plates, and each bacteria 2 panels each, one each under light and dark conditions. The gallium porphyrin complex was diluted with the culture medium, and then the two-fold method was used to dilute different drug concentrations (512, 256, 128, 64, 32, 16, 8, 4, 2, 1, 0.5, 0.25 μg / mL) . Add 50 μL of gallium porphyrin complex to each well, and then add 50 μL of diluted bacterial solution, and culture in a 37° C. incubator for 20 h. The culture medium is used as a negative control, and the bacterial solution (without drugs) is used as a positive control. Measure the absorption of OD600 with a microplate rea...

Embodiment 3

[0032] Example 3 Gallium porphyrin complex antibacterial activity condition optimization

[0033] The Staphylococcus aureus cultured overnight was diluted to the logarithmic phase, and the bacteria were diluted to an OD of 0.05 for use. Take 5 sterile 96-well plates, dilute the gallium porphyrin complex with culture medium, and dilute different drug concentrations (512, 256, 128, 64, 32, 16, 8, 4, 2 , 1, 0.5, 0.25 μg / mL). Add 50 μL gallium porphyrin complex to each well and then add 50 μL diluted bacterial solution. 1 block under dark conditions, and the remaining 4 blocks were irradiated with light intensity of 2513, 6573, 9894, and 20000LUX respectively, and placed in a 37°C incubator for 20h. The culture medium was used as a negative control. object) served as a positive control. The OD600 absorption was measured with a microplate reader, and the MIC value under each light intensity was recorded. image 3 As shown in A, when the light intensity is 20000LUX, the minimum ...

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Abstract

The invention discloses a metalloporphyrin complex and a preparation method and application thereof. With application of inhibiting the biological activity of staphylococcus aureus through a photodynamic mechanism, porphyrin small molecules are used as ligands to be coordinated with Ga to form a four-coordination metal complex according to the metal complex, the formed gallium porphyrin complex has a good antibacterial effect on staphylococcus aureus, the gallium porphyrin complex can effectively inhibit growth of bacteria, promote wound repair of mice and reduce drug resistance and toxicity of the bacteria under the action of photodynamics so that the gallium porphyrin complex has a good application prospect.

Description

technical field [0001] The invention relates to the field of antibacterial biological activity, in particular to the research on the antibacterial effect of complexes on Staphylococcus aureus, and in particular to a synthesis method and application of metalloporphyrin complexes. Background technique [0002] Staphylococcus aureus (S.aureus) is a common clinical pathogen with a wide distribution. After the human body is infected, it will cause a series of pathological changes, such as diseases in the respiratory system, urinary system and blood system. With the widespread use of antibacterial drugs in clinical practice, bacterial strains have different degrees of resistance to drugs, resulting in many types of antibacterial drugs that can no longer meet the requirements of clinical treatment, which has brought great troubles to treatment. The minimum inhibitory concentration of traditional antibacterial drugs against Staphylococcus aureus is relatively high, and the specific...

Claims

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Application Information

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IPC IPC(8): C07D487/22A61K31/555A61P31/04
CPCA61P31/04C07D487/22
Inventor 沈建良叶方富何晓俊
Owner WENZHOU INST UNIV OF CHINESE ACAD OF SCI
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