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Near-infrared light response photosensitizer compound as well as preparation method and application thereof

A near-infrared light-responsive, photosensitizer technology, applied in the field of tumor photodynamic therapy, can solve the problems of biosafety hindering application, and achieve the effect of good biocompatibility

Inactive Publication Date: 2022-02-11
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, the nanomaterials in this type of composite system are mostly upconversion nanoparticles containing rare earth metals and semiconductor quantum dots such as CdSe. The biological safety of such materials hinders their application in the biomedical field.

Method used

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  • Near-infrared light response photosensitizer compound as well as preparation method and application thereof
  • Near-infrared light response photosensitizer compound as well as preparation method and application thereof
  • Near-infrared light response photosensitizer compound as well as preparation method and application thereof

Examples

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Effect test

preparation example 1

[0050] This preparation example provides a near-infrared light-responsive photosensitizer complex, and the preparation method is as follows:

[0051] (1) Graphene oxide (GO) was synthesized by improving Hummer's method: 3.0g of graphite powder was added to a mixture of potassium persulfate (2.5g) and phosphorus pentoxide (2.5g), pre-cooled, and 12mL of 98% concentrated sulfuric acid was added Mix evenly, heat on a magnetic stirrer in a silicone oil bath at 80°C for 4.5 hours, and then cool to 25°C. The cooled mixture was added to 500 mL of ultrapure water overnight. The precipitated mixture was filtered through a 0.22 μm filter membrane under reduced pressure and dried, and then 120 mL of 98% concentrated sulfuric acid and 15.0 g of potassium permanganate were slowly added in an ice bath. The mixture was heated in a constant temperature water bath at 35°C and stirred magnetically for 2 hours, diluted with 250 mL of ultrapure water and stirred again at 25°C for 2 hours. Slowl...

Embodiment 1

[0056] Nitrogen-doped graphene quantum dots enhance the stability evaluation of hypocrellin A (N-GQD / HA complex) in water, from the three aspects of dispersibility in water, absorption spectrum of aqueous solution, and ability to generate singlet oxygen in aqueous solution. The effect of N-GQD on the stability of HA in aqueous solution was studied.

[0057] (1) Dispersibility in water:

[0058] The specific operation was as follows: 0.4 mg of simple HA and N-GQD / HA complex were dissolved in 2 mL of pure water and cell culture medium HDMEM respectively, and the dissolution was observed after 24 hours.

[0059] The result is as figure 2 (a is the dispersion in water, b is the dispersion in HDMEM; among them, 1 is pure HA, 2 is N-GQD / HA complex, 3 is blank HDMEM) as shown: simple HA is dispersed in water or cell culture medium HDMEM After 24 hours, obvious red precipitates can be observed with the naked eye, indicating that pure HA accumulates seriously in water or in a physio...

Embodiment 2

[0069] Evaluation of fluorescence resonance energy transfer between nitrogen-doped graphene quantum dots and hypocrellin A:

[0070] The occurrence of fluorescence resonance energy transfer requires that the distance between the donor and the acceptor is less than 10nm. In addition, the efficiency of energy transfer is mainly affected by the overlapping degree of the emission spectrum of the donor and the absorption spectrum of the acceptor. The specific experimental operation is as follows: first detect the ultraviolet-visible absorption spectrum of photosensitizer HA and the two-photon fluorescence spectrum (excitation wavelength: 800nm) of N-GQD; take 4mL of N-GQD or the aqueous solution of N-GQD / HA complex (final concentration is 10mM) in a cuvette, and tested its two-photon fluorescence spectrum (excitation wavelength: 800nm) on a fluorescence spectrometer.

[0071] The result is as Figure 8 and Figure 9 shown by Figure 8 It can be seen that the maximum fluorescence...

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Abstract

The invention relates to a near-infrared light response photosensitizer compound as well as a preparation method and application thereof. The near-infrared light response photosensitizer compound comprises graphene quantum dots and a photosensitizer loaded on the graphene quantum dots. The graphene quantum dots have high two-photon absorption cross section and deep tissue imaging capacity, fluorescence emitted by the graphene quantum dots is matched with the absorption wavelength of the photosensitizer under excitation of near-infrared light, the photosensitizer is excited through fluorescence resonance energy transfer, high-yield singlet oxygen is generated, and tumor cells are effectively killed. On the other hand, the oxygen-containing functional groups at the edges of the graphene quantum dots are very easy to dissolve in water and have good biocompatibility, so that after the graphene quantum dots and an aromatic photosensitizer form a compound, the stability of the photosensitizer in physiological environments such as an aqueous solution, PBS and even a cell culture medium is greatly improved, and the curative effect of tumor photodynamic therapy is promoted; the application and development of the graphene quantum dots in the field of biomedicine can be further promoted.

Description

technical field [0001] The invention belongs to the technical field of tumor photodynamic therapy, and relates to a photosensitizer compound and its preparation method and application, in particular to a near-infrared light-responsive photosensitizer compound and its preparation method and application, especially to a photosensitizer compound with Near-infrared light-responsive photosensitizer compound with good water solubility and biocompatibility, its preparation method and application. Background technique [0002] Photodynamic therapy is an emerging technology in modern cancer treatment. Compared with traditional surgery, radiotherapy, and chemotherapy, it has a series of advantages such as selectivity, minimal invasiveness, less toxic and side effects, low price, and short treatment process. . Photosensitizer, light source and oxygen molecules are the three elements in photodynamic therapy. In photodynamic therapy, a stable and non-toxic photosensitizer is first inje...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K41/00A61K47/52A61P35/00
CPCA61K41/0057A61K47/52A61P35/00
Inventor 刘倩王娟王晋藝
Owner TIANJIN POLYTECHNIC UNIV
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