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Low-toxic and broad-spectrum phthalocyanine bactericide, its production and use

A low-toxicity, bactericide technology, applied in the field of preparation of new phthalocyanine photosensitizers, can solve the problem of bacterial resistance to oral microenvironment damage

Active Publication Date: 2007-04-04
FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the latter often lead to bacterial resistance and damage to the oral microenvironment

Method used

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  • Low-toxic and broad-spectrum phthalocyanine bactericide, its production and use
  • Low-toxic and broad-spectrum phthalocyanine bactericide, its production and use
  • Low-toxic and broad-spectrum phthalocyanine bactericide, its production and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Synthesis of embodiment one 2-monoamide substituted zinc phthalocyanine

[0018] Add 2.40g (0.0125mol, Merck) of trimellitic anhydride, 12.96g (0.08750mol) of phthalic anhydride, and 22.00g of anhydrous zinc acetate into a 500ml three-necked flask with a reflux device and a stirring bar. (0.1002mol), urea 60g (1mol), ammonium molybdate 0.50g (0.4mmol), ammonium chloride 2.00g (0.0374mol). Heated to 170°C in an oil bath and reacted for 4 hours. After the reaction was completed, it was washed several times with 0.5M HCl, and then washed with pure water to neutrality to obtain 22.25 g of solid. The yield was 67%, 22% of which was 2-monoamide substituted zinc phthalocyanine as judged by HPLC.

Embodiment 2

[0019] Synthesis of embodiment two 2-monocarboxy substituted zinc phthalocyanines

[0020] Take 15.00 g of the 2-monoamide-substituted zinc phthalocyanine prepared in Example 1 into a 250 ml three-necked bottle, add 100 ml of 1M KOH, and stir and reflux at 100° C. for 24 hours. Suction filtration after the reaction was completed to obtain a green solid, which was washed by adding 0.5M KOH and suction filtration until the filtrate was colorless. Then wash with 1M HCl several times, and then wash with water until neutral drying.

Embodiment 3

[0021] Example 3 Separation and purification of 2-monocarboxy substituted zinc phthalocyanine

[0022]Select a chromatographic column with a length of 40 cm and an internal diameter of 3 cm, use 100 mesh silica gel as the adsorbent, use a mixed solvent of DMF: acetone = 3: 1 as the eluent, and use a mixed solvent of DMF: acetone = 3: 1 for wet packing , the column height is 30cm. 1.85 g of the crude product after the reaction treatment in the previous step was dissolved in 37 ml of DMF. The sample volume is 1ml each time, and the column can be used repeatedly. During the elution process, the blue-green phthalocyanine sample was found to be divided into two fractions, and the second fraction (the one eluted later) was collected. The collected samples were freeze-dried. The dried sample was subjected to column separation again according to the above method, and the unsubstituted zinc phthalocyanine and the 2-monoamide substituted zinc phthalocyanine could be removed by repeat...

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Abstract

2-monocarboxyl substituted zinc phthalocyanine-oligopoly lysine coupler, its production and use are disclosed. The process is carried out by taking zinc acetate, phthalic anhydride and metaben anhydride triformate as initial raw materials, solid-phase synthesizing, chromatograph column separating to obtain pure 2-monocarboxy substituted zinc phthalocyanine, coupling it with oligopoly lysine to obtain the final product. It's multi-functional, non-toxic and has excellent broad-spectrum performance. It can be used to treat periodontal diseases.

Description

technical field [0001] The invention relates to a preparation method of a novel phthalocyanine photosensitizer with selectivity and its application as a broad-spectrum and low-toxicity bactericide in the treatment of periodontal diseases. Background technique [0002] The use of cytotoxic substances is one of the options for inhibiting or killing bacteria (Photodynamicantimicrobial chemotherapy (PACT). J Antimicrobial Chemotherapy. 1998, 42: 13-28), compared with traditional antibiotics, there are more types of bacteria that can be inhibited or killed It has the advantage of a wide range, but at the same time it also has the disadvantage of poor selectivity. This invention designs and develops a new type of bactericide with selective affinity for bacteria to overcome the weakness of poor selectivity. [0003] Photodynamic antimicrobial chemotherapy (PACT) is a new treatment method, which is characterized by the use of drugs to produce singlet oxygen under the action of spec...

Claims

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Application Information

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IPC IPC(8): C07D487/22C07F3/06A61K31/409A61K47/48A61P31/04A61P1/02C07D207/00C07D259/00A61K47/64
Inventor 黄明东陈锦灿李永东王俊东黄金陵陈耐生闫福华郑瑜谦
Owner FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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