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Ruthenium and rhodium metal complexes taking lysicamine as ligands as well as synthetic method and application of ruthenium and rhodium metal complex

A technology of Guanyin Lianming base and metal complexes, which is applied in the field of medicine and can solve the problems that the research on pharmacological activity is still blank

Inactive Publication Date: 2015-07-01
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the method and pharmacological activity research of Ru / Rh metal complexes synthesized based on Guanyin Lianmin as a ligand are still blank

Method used

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  • Ruthenium and rhodium metal complexes taking lysicamine as ligands as well as synthetic method and application of ruthenium and rhodium metal complex
  • Ruthenium and rhodium metal complexes taking lysicamine as ligands as well as synthetic method and application of ruthenium and rhodium metal complex
  • Ruthenium and rhodium metal complexes taking lysicamine as ligands as well as synthetic method and application of ruthenium and rhodium metal complex

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Embodiment 1: Synthesize Ru with solution method Ⅱ -LY complex

[0037] Take 1mmol RuCl 2 (DMSO) 4 Dissolve in 10ml of chloroform, dissolve 1mmol of LY in 15mL of methanol, mix and react the two solutions at 65°C for 12h, and obtain a dark green solution after the reaction; part of the solvent is evaporated from the solution to make the product reach supersaturation and precipitate, A dark green solid was isolated, washed and dried to give the product as a dark green solid (yield 93%).

[0038] Infrared spectroscopy, elemental analysis, electrospray mass spectrometry, and single crystal diffraction analysis were carried out on the obtained dark green solid. The specific spectral characteristics are as follows:

[0039] (1) Infrared spectrum, its spectrogram is as follows figure 1 As shown, IR(KBr):(Ar-H)3008(m),(C=O)1601(m),(C=C)1563 / 1481 / 1468(s),(C-O)14121269(vs), (C-N)1026(s)cm -1 .

[0040] (2) elemental analysis, Anal.Calc.(for C 22 h 31 Cl 2 NO 8 RuS 2 ...

Embodiment 2

[0044] Embodiment 2: Synthesize Rh with solution method Ⅲ -LY complexes:

[0045] Take 0.1mmol RhCl 3 ·3H 2 O was dissolved in 10ml of water, 1mmol of LY was dissolved in 15mL of ethanol, and the reaction was stopped at 80°C for 12h under reflux, cooled to room temperature, and left standing overnight; filtered, the filtrate slowly evaporated at room temperature, two weeks later Red square-shaped crystals were precipitated, and the crystals were separated, washed and dried to obtain dark red square-shaped crystals (93% yield).

[0046] Infrared spectroscopy, elemental analysis, electrospray mass spectrometry, and single crystal diffraction analysis were carried out on the obtained deep red. The specific spectral characteristics are as follows:

[0047] (1) Infrared spectrum, its spectrogram is as follows Figure 4 as shown,

[0048] IR(KBr)::(Ar-H)3066(m),(C=O)1602(m),(C=C)1557 / 1496 / 1429(s),(C-O)127812143(vs),(C-N )1077(s)cm -1

[0049] (2) elemental analysis, Anal.Cal...

Embodiment 3

[0055] Embodiment 3: solvothermal synthesis of Ru Ⅱ -LY metal complexes

[0056] In a thick-walled glass tube with an open end, add 0.1 mmol of the intermediate product RuCl 2 (DMSO) 4 and 0.1mmol of LY, then add 2mL of acetone and 1mL of dichloromethane mixed solvent, under vacuum conditions, seal the other open end, and then react at 80°C for 48h, remove the solvent after the reaction, take out the deep The green solid was washed with ethanol to remove unreacted substances and impurities, and dried in vacuum at 40°C for 4 hours to obtain a dark green solid. This product was determined to be the complex [C 22 h 31 Cl 2 NO 8 RuS 2 ].

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Abstract

The invention discloses two novel ruthenium and rhodium metal complexes taking lysicamine as ligands as well as a synthetic method and application of the two novel ruthenium and rhodium metal complexes. The synthetic method of the ruthenium and rhodium metal complexes comprises the following steps: dissolving dichloro.tetra(dimethyl sulfoxide) ruthenium (II) or rhodium trichloride and lysicamine into a polar solvent, and performing complexation reaction to prepare the ruthenium and rhodium metal complexes, wherein the ruthenium and rhodium metal complexes can be synthesized by virtue of solution methods or solvothermal methods. After the applicants investigate the proliferation inhibition activity of the ruthenium and rhodium metal complexes on human tumor cell lines such as NCI-H460, HepG-2, DLD-1 and MGC80-3 and the toxicity of the ruthenium and rhodium metal complexes to human normal liver cells HL-7702, results show that the ruthenium and rhodium metal complexes have significant in-vitro anti-tumor activity, and the activity of a rhodium metal complex is equal to that of cis-platinum; moreover, the ruthenium and rhodium metal complexes have relatively low cytotoxicity to normal cells, have good potential medicinal values, and are expected to be applied to the preparation of various anti-tumor medicines; and structural formulas of the complexes are respectively shown in the following formula (I) and formula (II) in the specification.

Description

technical field [0001] The invention relates to the technical field of medicines, in particular to ruthenium and rhodium metal complexes with Guanyin Lianmin as a ligand, and a synthesis method and application thereof. Background technique [0002] Lysicamine is an isoquinoline alkaloid, which is extracted from the lotus leaves of the family Fangjiceae, Anemoneaceae and Nymphaeaceae. Modern pharmacological studies have proved that Guanyin Lianmingine has antibacterial, anti-inflammatory and anti-tumor effects. Judging from the current research situation on Avalokitesvara, it mainly includes two aspects: on the one hand, it is obtained from plants of different families and genera (such as Aristolochia northernis, Suanzaoren, golden thread hanging turtle stems and leaves, and Magnolia officinalis, etc.) Quantitative extraction and component analysis of it; on the other hand, it is the study of its pharmacological activity, especially the anti-tumor activity. It has been prov...

Claims

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Application Information

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IPC IPC(8): C07F15/00A61K31/555A61P35/00
CPCC07F15/0053C07F15/008
Inventor 黄克斌陈振锋梁宏谢晓丽何小菊
Owner GUANGXI NORMAL UNIV
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