Preparation method and application of novel Pt(IV) complex with tumor targeting function
A tumor targeting and complex technology, applied in platinum group organic compounds, platinum group organic compounds, antitumor drugs, etc., can solve the problems of different mechanisms of action, difficult combination chemotherapy regimens, and low activity, and achieve simple and easy operation. The effect of simple operation, avoiding drug resistance, and simple and easy-to-operate synthesis process
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Embodiment 1
[0085] Embodiment 1: prepare complex (A-1) as shown in I formula, namely:
[0086]
[0087] Weigh 1 g (1.6 mol) of the Pt(IV) complex precursor containing two hydroxyl groups prepared in step 5, dissolve it in an appropriate amount of DMSO, and place it in a 100 mL round bottom flask. Weigh 0.95 g (1.6 mol) of the biotin succinimide ester prepared in step 9 and add it to the above reaction solution, put it in a water bath at 60°C, and stir evenly overnight. After the reaction was finished, a small amount of undissolved solid in the reaction solution was removed by suction filtration, and the filtrate was collected. The filtrate was recrystallized with diethyl ether and methanol at a volume ratio of 1:1 to precipitate the product, filtered with suction, rinsed with the mother liquor 2 to 3 times, and dried in vacuum to obtain a Pt (IV) Complex 0.4g, its hydrogen spectrum is as follows figure 1 As shown, its mass spectrum is shown as figure 2 shown. Yield: 26.7%. 1 H NM...
Embodiment 2
[0088] Embodiment 2: prepare complex (A-2) as shown in I formula, namely:
[0089]
[0090] Weigh the Pt(IV) complex precursor 1g (1.12mol) containing monochlorine and monohydroxyl prepared in step 7 and dissolve it in an appropriate amount of DMF solvent, then add condensing agent TBTU 1.1g (1.12mol) and triethylamine 0.24 g (1mol), add to the reaction system, and stir evenly in a water bath at 40°C. Weigh 0.526g (0.499mol) of biotin and add it to the reaction solution, and continue the reaction overnight. After the reaction was finished, filter with suction to remove a small amount of undissolved solid in the reaction solution, and collect the filtrate. Add appropriate amount of CH to the reaction solution 2 Cl 2 Extract with purified water for 3 times to remove the condensing agent in the reaction solution, collect the organic phase liquid, evaporate and concentrate to remove the organic solvent, the product is recrystallized with ether and methanol with a volume rati...
Embodiment 3
[0091] Embodiment 3: prepare complex (A-3) as shown in I formula, namely:
[0092]
[0093]Weigh 1 g (1.6 mol) of the Pt(IV) complex precursor containing two hydroxyl groups prepared in step 6, dissolve it in an appropriate amount of DMSO, and place it in a 100 mL round bottom flask. Weigh 0.95 g (1.6 mol) of the biotin succinimide ester prepared in step (9) and add it to the above reaction solution, place in a water bath at 60°C, and stir evenly overnight. After the reaction was finished, a small amount of undissolved solid in the reaction solution was removed by suction filtration, and the filtrate was collected. The filtrate was recrystallized with diethyl ether and methanol at a volume ratio of 1:1 to precipitate the product, filtered with suction, rinsed with the mother liquor 2 to 3 times, and dried in vacuum to obtain a Pt (IV) complex 0.48g, its hydrogen spectrogram is as Figure 5 As shown, its mass spectrum is as Figure 6 shown. Yield: 32.00%. 1 H NMR (600MH...
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