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Dihydroporphine E6 zinc compound photosensitizer and its preparation method and application

A technology of chlorin and zinc compound, which is applied in the field of chlorin E6 zinc compound photosensitizer, can solve the problems affecting the distribution and positioning of photosensitizer, and achieve excellent overall performance, less toxic and side effects, and convenient use Effect

Inactive Publication Date: 2007-08-01
贵州法澳医疗器械科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, to design photosensitizers suitable for use in photon dynamic therapy (PDT), the following issues need to be considered, such as overall lipophilicity, (i.e., a satisfactory balance of hydrophilicity and hydrophobicity), pH value, lymphatic excretion system, as well as lipoprotein binders, which affect the distribution and localization of photosensitizers in diseased tissues and tumors

Method used

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  • Dihydroporphine E6 zinc compound photosensitizer and its preparation method and application
  • Dihydroporphine E6 zinc compound photosensitizer and its preparation method and application
  • Dihydroporphine E6 zinc compound photosensitizer and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1 2

[0028] The preparation of embodiment 1 chlorin E6 zinc compound

[0029] Scheme 1. Unstabilized step of chlorin E6

[0030] Reagent:

[0031] Chlorin E6; (C 34 h 36 N 4 o 6 , m.w.596.68),

[0032] Sodium bicarbonate, (NaHCO 3 , m.w.84.01),

[0033] Polyvinylpyrrolidone (PVP), (m.w.10,000),

[0034] step:

[0035] a. Dissolving 15M sodium bicarbonate in deionized water with a concentration of 7mg / ml;

[0036] b. Add 1M chlorin E6, slowly stir the solvent, the absorption spectrum of chlorin E6 is shown in Figure 1;

[0037] c. Dissolve 1M PVP (10000) in deionized water with a concentration of 80mg / ml; then add it to the chlorin E6 test solution and stir slowly at 40°C;

[0038]d. Complete the stabilization of the first step and keep at 40°C for 2 hours with slow agitation.

[0039] Process flow 2. the synthetic steps of chlorin E6 zinc compound

[0040] Reagent:

[0041] Unstabilized chlorin E6 (see scheme 1)

[0042] · Zinc nitrate hexahydrate Zn(NO 3 ) 2 -6H ...

Embodiment 2

[0056] Example 2 Pharmacokinetics

[0057] Pharmacokinetic distribution in specific organs, tissues, body fluids and tumor tissue (embriocarcinome) for 30 hours. Test mice: female BALB / c mice with a total weight of 20-21 grams. The study was performed on the basis of a Percin-elmer fluorescence spectrophotometer for intraperitoneal injection of organ and tumor tissues at a dose of 2.5 mg / kg (body weight) of chlorin E6 zinc complex.

[0058] The injection results are shown in Table 1, which shows that:

[0059] A. Animals can well withstand the intraperitoneal injection of chlorin E6 zinc compound at a dose of 2.5 mg / kg without any toxic symptoms. The behavioral responses of the mice are both immediately after injection and 30 hours after injection. No effect.

[0060] B. The prepared dose is rapidly absorbed from the abdomen into the blood and stored in the liver within one hour after injection. Its volume in liver tissue is 10 to 14 times higher than its level in blood. ...

Embodiment 4 2

[0074] Embodiment 4 Chlorin E6 zinc compound produces the comparative experiment of single-bond oxygen

[0075] The chlorin E6 zinc compound photosensitizer of the present invention can generate single bond oxygen under light, and its single bond oxygen yield with existing photosensitizers is shown in Table 2.

[0076] Table 2

[0077] Photosensitizer Photosensitiser

Yield fΔ

Protoporphyrin dme

0.57

Haemotoporphyrin

0.65

Uroporphyrin III Uroporphyrin III

0.52

TPP

0.63

Tetrakis(3-hydroxyphenyl)porphyrin m-THPP

0.46

Bacteriochlorophyll a

0.32

Porphycene

0.30

Chlorin e6 Chlorin e6

0.32

Zinc(II) Chlorin e6Zinc(II)Chlorin e6

0.46

[0078] Chlorin E6 zinc complex photosensitizer exhibits luminescence due to single-bond oxygen. It exists in two luminescent forms, but both are relatively weak in aqueous solution. The emission regi...

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Abstract

The invention relates to dihydro porphin E6 zinc bichloride photosensitizer and producing method and appliance. The dihydro porphin E6 zinc bichloride photosensitizer can be produced by importing the zinc atom into the dihydro porphin E6 and mixing the dihydro porphin E6 with the zinc bichloride in the ph>8 aqueous solution and affiliating the polyvinyl pyrrolidon solution. The dihydro porphin E6 zinc bichloride photosensitizer can be take orally or mainlined and has not the problem of the light sensitiveness to the skin. Besides, the dihydro porphin E6 zinc bichloride photosensitizer can be used for the local therapy by the laser apparatus activation or the head and ears cure by the low duty luminotron array apparatus (the light bed). The dihydro porphin E6 zinc bichloride photosensitizer is more practicable and safe compared with other photosensitizer, so the collectivity capability of the invention is excel other photosensitizer.

Description

technical field [0001] The invention relates to the field of photon dynamic therapy, in particular to a chlorin E6 zinc compound photosensitizer and its preparation method and application. Background technique [0002] Photodynamic therapy (PDT) is a promising cancer treatment that involves the use of visible light and photosensitizers. Each element of the photosensitizer is harmless, but when combined with oxygen, it produces a lethal cytotoxic factor, initially in the form of single-bonded oxygen, which prevents the development of tumor cells. The photosensitizer has higher selectivity for diseased tissue because only diseased cells that are simultaneously affected by the photosensitizer, photons and oxygen will be attacked by the cytotoxin. The dual selectivity of PDT therapy is reflected in the preferential uptake of photosensitizers by diseased tissues and the ability to make light act only on these photosensitizers that stay in specific diseased tissue areas. Porphyr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F3/06A61K31/409A61P35/00
CPCC07D487/22A61P35/00
Inventor 曹汉昭阿历山大·欧夫钦尼科夫麦特·摩菲
Owner 贵州法澳医疗器械科技有限公司
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