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A bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin ix composite photosensitizer and its preparation method

A technology of carbon quantum dots and photosensitizers, applied in the field of up-conversion carbon quantum dots-protoporphyrin IX composite photosensitizers, can solve problems such as unexperimental verification of biological hazards of high-energy rays

Active Publication Date: 2020-12-11
SANITARY EQUIP INST ACAD OF MILITARY MEDICAL SCI PLA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although Cherenkov radiation and X-rays can excite photosensitizers, which are expected to achieve deep tumor treatment, the biological hazards of using high-energy rays have not been experimentally verified

Method used

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  • A bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin ix composite photosensitizer and its preparation method
  • A bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin ix composite photosensitizer and its preparation method
  • A bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin ix composite photosensitizer and its preparation method

Examples

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Effect test

Embodiment 1

[0027] A method for preparing a bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin IX composite photosensitizer, comprising the following steps:

[0028] 1) Dissolve 2.1g of anhydrous citric acid in 50ml of deionized water, then add 2.7ml of ethylenediamine, and stir thoroughly to form a colorless, transparent and uniform solution;

[0029] 2) Put the above solution in a tetrafluoroethylene-lined stainless steel reaction kettle, react at 200°C for 5h, cool the reaction product to room temperature, dialyze for 48h, obtain carbon quantum dots (CDs) after freeze-drying, and then take 0.5mg of CDs to dissolve In 5ml Tris solution (pH=8.0);

[0030] 3) 1 mg of protoporphyrin IX (PIX) was dissolved in 1 ml of dimethyl sulfoxide, and 1 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) and 0.6 mg of N - Hydroxysuccinimide (NHS), activate the carboxyl group of PIX for 30min.

[0031] 4) Add 5ml of Tris solution (pH=8.0) with CDs dissolved in ...

Embodiment 2

[0039] A method for preparing a bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin IX composite photosensitizer, comprising the following steps:

[0040] 1) Dissolve 1.4g of anhydrous citric acid in 50ml of deionized water, then add 1.8ml of ethylenediamine and stir thoroughly to form a colorless, transparent and uniform solution.

[0041] 2) Put the above solution in a tetrafluoroethylene-lined stainless steel reaction kettle, react at 200°C for 3h, cool the reaction product to room temperature, dialyze for 48h, obtain carbon quantum dots (CDs) after freeze-drying, and then take 0.5mg of CDs to dissolve In 5ml Tris solution (pH=8.0);

[0042] 3) 0.5 mg of protoporphyrin IX (PIX) was dissolved in 0.8 ml of dimethyl sulfoxide, and 1 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) was added and 0.6mg N-hydroxysuccinimide (NHS), activate the carboxyl group of PIX for 30min.

[0043] 4) Add 5ml of Tris solution (pH=8.0) with CDs diss...

Embodiment 3

[0045] A method for preparing a bioluminescence-triggered upconversion carbon quantum dot-protoporphyrin IX composite photosensitizer, comprising the following steps:

[0046] 1) Dissolve 2.8g of anhydrous citric acid in 50ml of deionized water, then add 3.6ml of ethylenediamine and stir thoroughly to form a colorless, transparent and uniform solution.

[0047] 2) Put the above solution in a tetrafluoroethylene-lined stainless steel reaction kettle, react at 200°C for 9h, cool the reaction product to room temperature, dialyze for 48h, obtain carbon quantum dots (CDs) after freeze-drying, and then take 1.5mg of CDs to dissolve In 5ml Tris solution (pH=8.0);

[0048] 3) 1.5 mg of protoporphyrin IX (PIX) was dissolved in 2.4 ml of dimethyl sulfoxide, and 2 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) was added and 1.2 mg of N-hydroxysuccinimide (NHS), activated the carboxyl group of PIX for 50 min.

[0049] 4) Add 5ml of Tris solution (pH=8.0) with CD...

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Abstract

The invention discloses an up-conversion carbon quantum dot-protoporphyrin IX compound photosensitizer capable of being triggered by bioluminescence and a preparation method thereof. A carbon quantumdot with up-conversion fluorescence emission performance is used as a carrier, and forms the novel compound photosensitizer together with protoporphyrin IX through a typical EDC / NHS reaction. The photosensitizer is excellent in water solubility; and when the photosensitizer is used for testing on human hepatocellular carcinoma cells (SMMC-7721), after firefly luciferase and a substrate thereof areadded to form bioluminescence, the yield of active oxygen in the SMMC-7721 cells is obviously increased, and the photosensitizer has a certain killing effect on cancer cells.

Description

technical field [0001] The invention relates to a photosensitizer and a preparation method, in particular to an up-conversion carbon quantum dot-protoporphyrin IX composite photosensitizer that can be triggered by bioluminescence. Background technique [0002] Photodynamic therapy (Photodynamic Therapy, PDT) is a new technology that uses photodynamic response for disease diagnosis and treatment, and has attracted widespread attention in the treatment of malignant tumors. The basic process of PDT is as follows: the photosensitizer enters the body and is selectively taken up and retained by the tumor tissue. Under the irradiation of light of a specific wavelength, the photosensitizer absorbs the energy of the photon and transitions to an unstable excited state, and generates Reactive oxygen species (Reactive oxygen species, ROS), especially a single oxygen (1O2), thereby killing tumor cells, to achieve tumor therapy. PDT involves three elements: light, photosensitizer and oxy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K41/00A61P35/00
CPCA61K41/0057A61K41/0071A61K41/008
Inventor 李钒杨焜刘长军田丰
Owner SANITARY EQUIP INST ACAD OF MILITARY MEDICAL SCI PLA
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