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Novel targeting antineoplastic benzimidazole derivative platinum (II) and ruthenium (II) complexes and preparation methods and applications thereof

A technology of benzimidazoles and derivatives, which is applied in the field of new targeting benzimidazole derivatives anti-tumor platinum and ruthenium complexes and their preparation, achieving superior anti-tumor activity in vitro

Active Publication Date: 2018-11-09
YULIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In addition, in recent years, many benzimidazole derivatives iridium (III) and rhodium (III) metal complexes have anti-inflammatory, anti-ulcer, anti-tumor, anti-hypertensive, anti-oxidative, anti-bacterial, anti-proliferative, anti-viral and anti-inflammatory properties. The application of fungal properties in the pharmaceutical field, but there are relatively few reports on the platinum (II) and ruthenium (II) complexes of benzimidazole derivatives

Method used

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  • Novel targeting antineoplastic benzimidazole derivative platinum (II) and ruthenium (II) complexes and preparation methods and applications thereof
  • Novel targeting antineoplastic benzimidazole derivative platinum (II) and ruthenium (II) complexes and preparation methods and applications thereof
  • Novel targeting antineoplastic benzimidazole derivative platinum (II) and ruthenium (II) complexes and preparation methods and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Add 1.0 mmol of cis-PtCl to a 50 mL round bottom flask 2 (DMSO) 2 and 1.0mmol of ligand BFCY, inject 30mL of anhydrous methanol solution, shake well, uniformly stir and react at 45°C for 24 hours, cool and stand overnight, precipitate red-brown blocky crystals, suction filter, wash with ether, After vacuum drying at 45°C, reddish-brown bulk crystals were obtained with a yield of 90.5%.

[0041] The reddish-brown massive crystal obtained in this embodiment is identified as follows:

[0042] (1) Infrared spectrum, its spectrogram is as follows figure 1 shown.

[0043] IR(KBr):3461,3310,3202,1654,1600,1533,1493,1455,1414,1332,1097,1063,1019,973,895,798,750,723,528,448cm -1 .

[0044] (2) Electrospray mass spectrometry, its spectrogram is as figure 2 shown.

[0045] ESI-MS m / z:551.4[M-Cl+DMSO] + , where M is its molecular weight.

[0046] (3) X-ray single crystal diffraction spectrum, such as image 3 shown.

[0047] (4) Elemental analysis results, as shown in T...

Embodiment 2

[0053] Take a 50mL round bottom flask and add 1.0mmol of cis-RuCl 2(DMSO) 4 and 1.0 mmol of ligand BMCY, inject 10 mL of acetone solution, stir and react at 65 °C for 12 hours, cool and stand overnight, precipitate reddish-brown blocky crystals, filter with suction, wash with ether, and dry in vacuo at 45 °C Finally, reddish-brown bulk crystals were obtained with a yield of 96.7%.

[0054] The reddish-brown block obtained in this embodiment is identified as follows:

[0055] (1) Infrared spectrum, its spectrogram is as follows Figure 4 shown.

[0056] IR(KBr):3461,3199,3070,3003,2920,1650,1598,1408,1557,1217,1099,1075,1035,1005,924,763,732,674,424cm -1 .

[0057] (2) Electrospray mass spectrometry, its spectrogram is as Figure 5 shown.

[0058] ESI-MS m / z:538.1[M-Cl] + , where M is its molecular weight.

[0059] (3) X-ray single crystal diffraction spectrum, such as Figure 6 shown.

[0060] (4) Elemental analysis results, as shown in Table 2.

[0061] Table 2 El...

Embodiment 3

[0065] Take a 50mL round bottom flask, add 1.0mmol cis-PtCl 2 (DMSO) 2 And 5.0mmol of ligand BFCY, inject 15mL of anhydrous methanol and 5mL dimethyl sulfoxide solution, shake well, stir and react at 80°C for 48 hours, cool and stand overnight, precipitate red-brown block crystals, filter with suction , after washing with ether and drying in vacuum at 45°C, complex 1 was obtained with a yield of 85.0%.

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Abstract

Novel targeting antineoplastic benzimidazole derivative platinum (II) and ruthenium (II) complexes are disclosed. The chemical structure of the platinum (II) complex is shown in the description. The chemical structure of the ruthenium (II) complex is shown in the description. The platinum (II) complex and the ruthenium (II) complex show excellent antitumor activity in vitro, and have potential medicine value. Preparation methods and applications of the two complexes are also provided.

Description

technical field [0001] The invention relates to the field of novel targeted benzimidazole derivative metal complex antitumor drugs and the preparation thereof, in particular to a novel targeted benzimidazole derivative antitumor platinum (II) and ruthenium (II) complex and Its preparation method and application. Background technique [0002] With the development of society and the prolongation of human life expectancy, the threat of malignant tumors to human life and health has become increasingly prominent. At present, there are many ways to treat tumors, mainly including surgical resection, radiotherapy, chemotherapy and modern biotechnology. Among them, chemotherapy is relatively safe, less harmful to the human body, and suitable for most patients. Among the chemotherapy drugs used in clinical practice, cisplatin, carboplatin, nedaplatin, oxaliplatin, and heptaplatin Platinum antineoplastic drugs such as lobaplatin and miplatin are the most widely used antineoplastic dr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00A61P35/00
CPCA61P35/00C07F15/0053C07F15/0093
Inventor 覃其品谭明雄王书龙王振凤罗冬妹伍雪瑜吕艳杨祖婷
Owner YULIN NORMAL UNIVERSITY
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