A kind of ince6 porphyrin assembly, its preparation method and application
A technology of assembly and porphyrin, which is applied in the fields of materials chemistry and biology, can solve the problems of low loading rate, influence of treatment effect, and inability to directly apply anti-tumor treatment, etc., to increase the excited triplet lifetime and promote fast intersystem crossing The effect of jumping and excellent photodynamic therapy effect
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Embodiment 1
[0043] 10 mg chlorin e6 (Ce6,C 34 h 36 N 4 o 6 ) powder was dissolved in 5 mL of DMF solution, stirred at 500 rpm for 30 min, and then 5 mL of 1 N HCl solution was added to the solution, and stirred at 600 rpm for 1 h to obtain a DMF / HCl solution of Ce6. Accurately weigh indium acetate (C 4 h 9 InO 6 ) powder 14.66 mg and dissolved in 2 mL of 1N hydrochloric acid solution.
[0044] Under stirring conditions, 2 mL of indium acetate / HCl solution was injected into the DMF / HCl solution of Ce6, stirred at 700 rpm for 30 min, and then the mixed solution was placed in an oven at 90 °C for 48 h. Immediately after the reaction, pour the solution into 3 times its volume of distilled water, put it in a refrigerator at 4°C for 12 h, centrifuge at 20,000 rpm for 30 min, wash with water until neutral, freeze-dry at -80°C for 24 h to obtain metal Porphyrin InCe6 powder.
Embodiment 2
[0046] Dissolve 5 mg InCe6 in 1 mL of DMF solution, after ultrasonication at 150 W for 30 min, add 1 mL of 1 NHCl solution, and mix uniformly under the same conditions (sonication at 150 W power for 30 min), and finally add 1 mL of CHCl 3 Solution, ultrasonically mixed (after 150 W power ultrasonic for 30 min) and then allowed to stand for 5 min, after the solution was separated, the lower layer 1 mL InCe6 / CHCl 3 The solution is ready for use.
[0047] With stirring at 1000 rpm, 1 mL of InCe6 / CHCl 3 The solution was quickly injected into 10 mL of 0.625 mM sodium lauryl sulfate aqueous solution, and after ultrasonic treatment at 80 W for 1 min, the mixed solution was placed in a water bath at 63 °C and stirred at 30 rpm for 30 min to make the CHCl 3 Completely volatilize, then put the remaining solution immediately into an ice-water bath to cool to room temperature, centrifuge and wash with water, disperse the obtained InCe6 porphyrin assembly in an appropriate amount of tripl...
Embodiment 3
[0049] The metalloporphyrin InCe6 prepared in Example 1 was subjected to ultraviolet absorption (UV-vis, model: Agilent Technologies Cary 60) and infrared spectroscopy (IR, model: Bruker VERTEX 70). Such as figure 1 As shown in a, the number of absorption peaks of the metallated porphyrin molecule in the Q band is reduced, the absorption peak of the B band is red-shifted to 417 nm, and the absorption peak of the Q band is blue-shifted to 635 nm. figure 1 b is the infrared spectrum before and after Ce6 metallization, the N-H characteristic vibration peak of the pyrrole ring in the center of the porphyrin after metallization (3295 cm -1 、985cm -1 ) disappeared, and the characteristic vibration peak of the carboxyl group outside the Ce6 porphyrin molecule (1703 cm -1 、2967 cm -1 ) did not change, confirming that the metal successfully entered the central pyrrole ring of the porphyrin, and the external carboxyl structure remained intact.
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