Organic-inorganic hybrid photosensitizer and preparation method for hybrid nanometer diagnosis and treatment reagent

A technology for diagnosis and treatment reagents and photosensitizers, applied in the field of tumor diagnosis and biomedicine, can solve the problems of fluorescence quenching, nanostructure instability, and reducing the ability of singlet oxygen generation, and achieve the effect of enhancing stability and reducing fluorescence quenching.

Active Publication Date: 2020-08-25
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
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Problems solved by technology

[0004] However, when photosensitizer molecules are encapsulated in nanoparticles, they tend to form aggregates, which quench the overall fluorescence and also reduce the ability to generate singlet oxygen
In addition, small photosensitizer molecules are easily filtered out from nanoparticles, leading to problems such as nanostructure instability, reduced photodynamic efficiency, and dark toxicity.

Method used

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  • Organic-inorganic hybrid photosensitizer and preparation method for hybrid nanometer diagnosis and treatment reagent
  • Organic-inorganic hybrid photosensitizer and preparation method for hybrid nanometer diagnosis and treatment reagent
  • Organic-inorganic hybrid photosensitizer and preparation method for hybrid nanometer diagnosis and treatment reagent

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Experimental program
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Effect test

Embodiment 1

[0031] Mix 14.4 mg of vinyl-modified POSS-based porphyrin hybrid photosensitizer, 100 mg of 1-dodecyl mercaptan, and 4 mg of benzoin dimethyl ether (DMPA) into a 500-mL round-bottomed flask, and dry CH 2 Cl 2 As a solvent, pass nitrogen for more than 15 minutes to ensure that the entire reaction system reacts under the protection of inert gas nitrogen, and then use a 365nm ultraviolet lamp to irradiate for 60 minutes. After the reaction, the filtrate is extracted, dried, concentrated, and purified by chromatography to finally obtain A kind of organic-inorganic hybrid photosensitizer, its molecular structural formula is as follows figure 1 shown.

Embodiment 2

[0033] Such as figure 2 Shown is the molecular structure formula of the organic semiconductor material PFBT, F8BT commercially available from Shenzhen Ruixun Photoelectric Material Technology Co., Ltd., product number P1213, CAS: 210347-52-7, molecular weight>20000, PDI<3. The organic-inorganic hybrid photosensitizer synthesized in Example 1 is co-precipitated with an organic semiconductor material to form diagnostic reagent nanoparticles. The specific preparation process is as follows:

[0034] a. Dissolve the organic-inorganic hybrid photosensitizer in tetrahydrofuran to a concentration of 0.1 mg / mL, and keep it away from light for use;

[0035] b. Dissolve the organic semiconductor material PFBT in tetrahydrofuran until the dissolved concentration is 0.1 mg / mL, and keep it away from light for use;

[0036] c. Mix 1mL of the PFBT solution in step b with 0.2mL of the photosensitizer solution in step a, add tetrahydrofuran to a solution volume of 6mL, and mix evenly by ultra...

Embodiment 3

[0038] Such as image 3 , Figure 4 Shown are the UV spectrum and fluorescence spectrum of nanoparticles formed by the co-precipitation of an organic-inorganic hybrid photosensitizer and organic semiconductor material PFBT, respectively. Accurately configure 3mL of diagnostic reagent nanoparticles and use a UV spectrophotometer to test its UV spectrum. Spectrum, it is found that there are two ultraviolet absorption peaks of organic semiconductor materials at 340nm and 480nm, so the nano-particles of the diagnostic reagent will have a strong fluorescence emission at 500-600nm under the excitation of 480nm, and the diagram can show that the nano-particles of the diagnostic reagent Has decent fluorescence imaging.

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Abstract

The invention discloses an organic-inorganic hybrid photosensitizer and a preparation method for a hybrid nanometer diagnosis and treatment reagent. According to the invention, polysilsesquioxane witha three-dimensional cage structure and a dodecyl chain are introduced into a porphyrin photosensitizer, and the photosensitizer is doped into organic semiconductor nanoparticles by a coprecipitationmethod; by utilization of the characteristic of high extinction coefficient of an organic semiconductor, the organic semiconductor is used as a light energy donor; the three-dimensional cage structureof the polysilsesquioxane can effectively inhibit aggregation of the porphyrin photosensitizer and reduce fluorescence quenching caused by aggregation of the organic semiconductor; meanwhile, the dodecyl chain on the polysilsesquioxane has the effect of enhancing the stability of nanometer particles; and thus, the obtained organic-inorganic hybrid nanometer diagnosis and treatment reagent is usedfor cancer photodynamic treatment under the guidance of high-performance fluorescence imaging.

Description

technical field [0001] The invention specifically relates to a preparation method of an organic-inorganic hybrid nanometer diagnosis and treatment reagent, belonging to the technical fields of tumor diagnosis and biomedicine. Background technique [0002] In recent years, photodynamic therapy (PDT) has become one of the important options for cancer treatment due to its non-invasiveness, higher treatment efficiency and lower systemic toxicity. Current photosensitizers are mainly based on porphyrins, chlorins and their derivatives, but such photosensitizers have poor water solubility and show unsatisfactory performance in aqueous solution due to their rigid π-π stacking and hydrophobic structures. Photodynamic efficacy and fluorescence quenching. In addition, most conventional photosensitizers always have low absorption cross-sections, which require high light irradiation power and high concentration levels of photosensitizers. The combination of bright fluorescence emission...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K41/00A61K49/00A61K47/59A61P35/00C08G77/26
CPCA61K41/0071A61K49/0036A61K49/0054A61K49/0093A61K47/59A61P35/00C08G77/045
Inventor 汪联辉顾冰冰鲍碧清
Owner NANJING UNIV OF POSTS & TELECOMM
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