Novel targeted lysosome ruthenium photocatalyst as well as preparation method and application thereof

[0031] Example 1

[0032] A new type of targeting lysosomal catalyst, which is structurally in formula (I):

[0033]

[0034] Preparation method of compound of formula (I):

[0035] Double (2,2'-dipyridine) dichloride (II) dihydrate (0.0520 g, 0.1 mmol) and 4,4'-diphenyl-2,2'-bond pyridine (0.0308 g, 0.1) Mmol) The mixture was heated to 80 ° C in ethanol (20 mL), and the reaction was reduced to room temperature after 24 hours, and the precipitates were washed with ethanol, and the orange red solid was obtained after drying in vacuo. The obtained crude product was purified by neutral alumina column chromatography (solvent: methanol / dichloromethane = 1/99), and was recrystallized by dichloromethane / diethyl ether to obtain an orange red crystal ruthenium (II) complex (0.0619 g, 0.078 mmol), yield 78%. By mass spectrometry and nuclear magnetic flaps, its molecular formula is C 42 Hide 32 CL 2 N 6 Ru, ESI-MS [CH3OH, M / Z]: 361 [M-2CL] 2+. 1 H NMR (400MHz, DMSO) 9.37 (D, J = 1.6Hz, 2H), 8.91 (D, J = 8.1 Hz, 4H), 8.20 (D, J = 1.7 Hz, 4H), 8.08 (D, J = 7.0 Hz, 4H), 7.92-7.86 (m, 4H), 7.77 (T, J = 6.2 Hz, 4H), 7.65-7.56 (m, 10h).

[0036] Reaction flowchart:

[0037]

[0038] Experimental Example 1

[0039] Test the light stability of the compound of formula (I) obtained by the example

[0040] The luminescent quartz-containing tank of the PBS solution containing the ruthenium complex (10 m) was placed at 465 nm light source to radiate for 5 min (the optical dose was 11.7 J / cm) 2), Detect the absorbance of the solution. Effects of ruthenium (II) complex under 465 nm light radiation figure 2 As shown, the uviol (II) complex is substantially no change in ultraviolet-visible absorption map before and after photoelectric radiation, and the visible ruthenium (II) complex has strong light stability.

[0041] Experiment 2

[0042] The ability of ruthenium (II) complex light catalyzed NADH

[0043] Due to the photocatalysis, the metal complex can oxidize the reduced coenzyme I (NADH) into its oxidation state (NAD) + ), Thus containing ruthenium complex (2M) and NADH (A 339nm = 1.5) The luminescent quartz band is placed at 465 nm light source radiation 5min (11.7J / cm) 2 ), Detect the absorbance of the solution. Effect of ruthenium (II) complex on NADH oxidation under 465 nm light radiation image 3 As shown, the ruthenium (II) complex is photocatalytic oxidation capability for NADH.