Photoactive nano composite as well as preparation method thereof and application thereof

A nanocomposite and photoactive technology, which is applied in the fields of polymer chemistry and biomedical engineering, can solve the problems of complex preparation, poor water solubility, and low stability, and achieve good biocompatibility, simple process, and wide application prospects Effect

Active Publication Date: 2018-05-01
NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above composite photosensitizer system has problems such as complex preparation, poor water solubility, and low stability in physiological environments, which limits its further application in the field of photodynamic therapy.
It can be seen that the construction of controllable generation 1 o 2 The photosensitive system is still a great challenge

Method used

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  • Photoactive nano composite as well as preparation method thereof and application thereof
  • Photoactive nano composite as well as preparation method thereof and application thereof
  • Photoactive nano composite as well as preparation method thereof and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Step 1: Preparation of the spiropyran monomer constituting the photosensitive segment of the cationic polymer

[0061] That is, 1'-(2-methacryloyloxyethyl)-3',3'-dimethyl-6-nitro-spiro(2H-1-benzopyran-2',2'-indole Phyloline) (SPMA) monomer and preparation thereof, one of the monomers that participate in polymerization to form cationic polymer is SPMA among the present invention, and its structural formula is as figure 1 Shown, the preparation method of SPMA comprises the steps:

[0062] (1) Synthesis of 1-(2-hydroxyethyl)-2,3,3-trimethyl-3H-indolium bromide:

[0063] Dissolve 3.18g of 2,3,3,-trimethyl-3H-indole and 3.125g of 2-bromoethanol in 30mL of acetonitrile and put them in a 100mL three-necked flask with a condenser tube, pass N 2 Protection, slowly heated to 80 ° C, the reaction 24h. After the reaction, the reaction system was slowly cooled to room temperature, and the acetonitrile solvent was removed by rotary evaporation to obtain a dark red solid. Add 50 m...

Embodiment 2

[0141] Both step 1 and step 2 of this embodiment are the same as that of embodiment 1.

[0142] Step 3 is the same as that of Example 1, except that: (1) In the synthesis of the polymer (PBHPS) protected by Boc group, raw materials Boc-HMA (33mg, 0.118mmol), PEGMA (53.2mg, 0.145 mmol), SPMA (12.4 mg, 0.030 mmol), resulting in a brown solid (54 mg, 55.3%).

[0143] Performance test: pass 1 H NMR (400M Hz, CDCl 3 ) to characterize its structure, such as Figure 13 As shown, the result shows that the structure is correct, and at the same time, the proportion of each component is calculated according to the characteristic peak displacement integral area of ​​each group. The molecular weight of polymer PBHPS by size exclusion chromatography (GPC) (M n , M w ) and molecular weight distribution index (PDI) were tested.

[0144] (2) Synthesis of Cationic Polymer (PHPS)

[0145] 40 mg of Boc group-protected copolymer PBHPS was dissolved in 0.5 mL of dichloromethane while cooling...

Embodiment 3

[0151] Both step 1 and step 2 of this embodiment are the same as that of embodiment 1.

[0152] Step 3 is the same as that of Example 1, except that: (1) in the synthesis of the polymer (PBHPS) protected by Boc group, raw materials Boc-HMA (35mg, 0.126mmol), PEGMA (50.2mg, 0.139 mmol), SPMA (5.9 mg, 0.0139 mmol), resulting in a brown solid (51 mg, 56%).

[0153] Performance test: pass 1 H NMR (400M Hz, CDCl 3 ) to characterize its structure, such as Figure 13 As shown, the result shows that the structure is correct, and at the same time, the proportion of each component is calculated according to the characteristic peak displacement integral area of ​​each group. By size exclusion chromatography (GPC) to the molecular weight (M) of polymer PBHPS in the foregoing three embodiments n , M w ) and molecular weight distribution index (PDI) were tested. The ratio of each component and the GPC test results are shown in Table 2.

[0154] Table 2 Composition of each part of Boc...

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Abstract

The invention discloses photoactive nano composite as well as a preparation method thereof and application thereof. The nano composite is prepared from nucleic acid molecules and a cationic polymer; the cationic polymer consists of a positive electrical chain segment, a hydrophilic chain segment, and a photosensitive chain segment which is a spiropyrane chain segment. The preparation method for the nano composite comprises the steps of putting the cationic polymer solution in ultraviolet light to irradiate, then, mixing the cationic polymer solution with nucleic acid molecules, and standing toobtain the photoactive nano composite. The preparation method has the advantage that the photoactive nano composite is formed by spontaneous interaction of the cationic polymer and nucleic acid molecules with negative electricity. The preparation method is simple process; and the photoactive nano composite can be used as a photoswitch and also can be used as a photosensitizer, and has a wide prospect in the field of guiding disease diagnosis and treatment and photodynamics therapy.

Description

technical field [0001] The invention belongs to the field of polymer chemistry and biomedical engineering, and in particular relates to a photoactive nanocomposite and its preparation method and application. Background technique [0002] Photodynamic therapy refers to a minimally invasive therapy in which reactive oxygen species are generated by irradiation with a light source of a suitable wavelength with the participation of photosensitizers and molecular oxygen, thereby destroying diseased tissues to achieve a healing effect. The types of reactive oxygen species mainly include: superoxide anion, hydroxyl radical, lipid peroxidation radical and singlet oxygen ( 1 o 2 ). singlet oxygen ( 1 o 2 ) is the singlet excited state of molecular oxygen, which can be passed through photosensitizer (PS) and triplet ground state oxygen ( 3 o 2 ) between cellular metabolism or photosensitization occurs in the mitochondria of mammalian cells. Due to its strong oxidizing ability an...

Claims

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Application Information

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IPC IPC(8): A61K41/00A61K47/54A61K47/32A61K49/00C08F220/60C08F220/28C08F220/36
CPCA61K41/0057A61K47/32A61K49/0021A61K49/0052A61K49/0054C08F220/28C08F220/36C08F220/60C08F220/603C08F220/286
Inventor 冯福德季进凯
Owner NANJING UNIV
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