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Benzimidazole-1,8-naphthalimide-platinum complex and its preparation method and application
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A compound and reaction technology, applied in the field of medicine, can solve the problems that have not been seen before, and achieve the effects of stable quality, short preparation period and high yield
Active Publication Date: 2020-09-29
德州市洛泰商贸有限公司
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Embodiment 1
[0031] Measure benzimidazole-1,8-naphthalimide (100mg, 0.3702mmol), dichlorobis(dimethylsulfoxide) platinum(II) (Pt(DMSO) 2 Cl 2 ) (155.82mg, 0.3702mmol), 5ml of methanol and 5ml of chloroform were placed in a round-bottomed flask, and the temperature was 60°C, and the reaction was stirred for 48h. After the reaction was completed, it was filtered while hot to remove unreacted raw materials. A yellow solid precipitated out and was collected and dried to obtain 170 mg of a yellow powder product with a yield of 75.15%.
[0033] (1)MS m / z:657.0385[M-Cl+DMSO] + .(DMSO is used as solvent for mass spectrometry)
[0034] (2) Anal. Calc. (for C 20 h 16 Cl 2 N 2 o 2 PtS) C 39.10; H 2.62; N 4.56%, Found. C39.41; H 2.57; N 4.32%.
[0035] (3) Take 10 mg of the product obtained in this practice...
Embodiment 2
[0044] Take benzimidazole-1,8-naphthalimide (270.3mg, 1mmol), Pt(DMSO) 2 Cl 2 (422.9mg, 1mmol) and 8ml of methanol were placed in a thick-walled pressure-resistant bottle. After dissolution, the temperature was 70°C, stirred and reacted for 36h, and naturally cooled to room temperature. A yellow solid precipitated, separated, and dried to obtain a yellow powder 485.24 mg, yield 70.00%.
[0045] Mass spectrometry, elemental analysis and X-single crystaldiffraction analysis were performed on the product obtained in this implementation, and it was confirmed that the product obtained in this embodiment was the target compound.
Embodiment 3
[0047] Take benzimidazole-1,8-naphthalimide (200mg, 0.7404mmol), Pt(DMSO) 2 Cl 2 (311.64mg, 0.7404mmol) and 8ml DMSO were placed in a round-bottomed flask, dissolved and stirred at 80°C for 24h, cooled to room temperature naturally, a yellow solid precipitated, separated and dried to obtain 200mg of a yellow powder. Yield 62.62%.
[0048] Mass spectrometry, elemental analysis and X-single crystaldiffraction analysis were performed on the product obtained in this implementation, and it was confirmed that the product obtained in this embodiment was the target compound.
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Abstract
The invention discloses a benzimidazole-1,8-naphthalimide-platinum complex as well as a preparation method and application thereof. The preparation method of the complex mainly comprises the followingsteps; taking a compound shown as a formula (II) and a compound shown as a formula (III), putting the compounds into an organic solvent and carrying out coordination reaction under the condition of heating or not heating to obtain a target product. The inhibitory activity of the complex to certain cancer cells is higher than the activity of a common antitumor drug cis-platinum; the complex has lower toxicity to human livernormal cell HL-7702. The structure of the complex disclosed by the invention is shown as a formula (I); the structural formulas of the compound shown as the raw material formula (II) and the compound shown as the formula (III) involved in preparation of the complex are shown in the description.
Description
technical field [0001] The invention relates to the technical field of medicine, in particular to a benzimidazole-1,8-naphthalimide-platinum complex and a preparation method and application thereof. Background technique [0002] Platinum drugs have always occupied an important position in clinical antitumor drugs, and they have a significant effect on many malignant solid tumors such as bladder cancer, colon cancer, and non-small celllungcancer [Kelland L.The recurrence of platinum-based cancer chemotherapy[J ].Nature Reviews Cancer,2007,7(8):573-584; Fricker S P.Metal based drugs: from serendipity to design[J].DaltonTransactions,2007(43):4903-4917.], so the new type is highly efficient and low The research and development of toxic platinum-based antineoplastic drugs is a current research hotspot. [0003] According to reports, the mechanism of action of platinum-based drugs is mainly to combine with N7 of guanylic acid residues to form 1,2- and 1,3-intra-strand cross-lin...
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