Photothermal targeting compound and its nanocomposite as well as its preparation method and application
A nano-composite and compound technology, applied in the field of medicine, can solve the problems of limiting the application of drug carriers, limiting the application of non-specific distribution, etc., and achieves the effects of good stability, good safety, and enhanced photothermal effect.
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Embodiment 1
[0060] The synthesis of embodiment 1 compound IR820-LA
[0061] Accurately weigh LA with an analytical balance, dissolve it in anhydrous DMF and place it in a round-bottomed flask, add ethylenediamine (the molar ratio of ethylenediamine to lactobionic acid is 10:1) under stirring conditions, and reflux at 70°C for 2 hours . After the reaction was completed, the DMF was removed by rotary evaporation, and the product was precipitated with dichloromethane, and the product was dried in a vacuum oven to obtain LA-NH 2 . Weigh dry LA-NH 2 Dissolve in 5 mL of anhydrous DMF, and slowly add IR820 and triethylamine (LA-NH 2 , The molar ratio of IR820 to TEA is 5:1:3), N 2 Protect and react at 70° C. for 4 h, and monitor the reaction progress with a thin-layer plate. After the reaction was completed, the anhydrous DMF was removed by rotary evaporation under reduced pressure, and the crude product was obtained by vacuum drying overnight. The crude product was dissolved in dichloro...
Embodiment 2
[0062] The structure identification of embodiment 2 compound IR820-LA
[0063] Weigh LA-NH 2 , about 5 mg of IR820-LA, dissolved in deuterated dimethyl sulfoxide (DMSO-d6) and placed in a nuclear magnetic tube, using 400MHz hydrogen nuclear magnetic resonance spectrum to measure its hydrogen nuclear magnetic resonance spectrum, using tetramethylsilane as an internal standard, record The chemical shift value (ppm) of the compound.
[0064] The result is as figure 1 and figure 2 As shown, there are 3.0-4.5ppm LA sugar ring characteristic peaks and 7.0-8.5ppm IR820 benzene ring characteristic peaks in IR820-LA, through 1 H-NMR spectrum can confirm the successful synthesis of IR820-LA prodrug.
[0065] Compound IR820-LA 1 H-NMR data: 8.40-7.61 (m, 12H, CH), 7.52 (m, 2H, CH), 6.41 (d, 2H, CH), 4.35 (m, 4H, CH 2 ),2.78(m,4H,CH 2 ),2.53(m,4H,CH 2 ),2.0-1.5(m,22H,CH 2 &CH 3 ). In IR820-LA there are IR820 and LA (5.18-3.44(br,OH), 4.40-4.34(d,1H,CH), 4.26-4.20(d,1H,CH), 4...
Embodiment 3
[0066] Example 3 Preparation of GO / DOX / IR820-LA Nanocomposite
[0067] GO was prepared in a cell pulverizer to obtain NGO. Take 2 mL of NGO (1.0 mg / mL) in a 25 mL round-bottomed flask, add 2 mL of DOX (3 mg / mL) under stirring conditions, stir at room temperature for 24 hours in the dark, and centrifuge the suspension , discard the supernatant, redisperse the precipitate, add IR820-LA (7mg / mL) 1mL, continue to react at room temperature in the dark for 24h, centrifuge, discard the supernatant, put the precipitate in the refrigerator in the dark, and redisperse when used The GO / DOX / IR820-LA nanocomposite can be obtained.
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