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Metal complex taking oxidized nantenine as ligand and synthetic method and applications thereof

A technology of metal complexes and nanthrophylline, applied in tin organic compounds, nickel organic compounds, chemical instruments and methods, etc., to achieve good potential medicinal value and strong anti-tumor activity

Inactive Publication Date: 2015-04-29
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the relevant research on the design and synthesis of anti-tumor metal complexes using nantianaine as an anti-tumor active ligand, selecting appropriate active metal ions, is blank both at home and abroad

Method used

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  • Metal complex taking oxidized nantenine as ligand and synthetic method and applications thereof
  • Metal complex taking oxidized nantenine as ligand and synthetic method and applications thereof
  • Metal complex taking oxidized nantenine as ligand and synthetic method and applications thereof

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Experimental program
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Effect test

Embodiment 1

[0035] Embodiment 1: Synthesis of ONT-Mn (Ⅱ) complexes by solvothermal method

[0036] Weigh 0.1mmol ONT and dissolve it in 1mL DMSO, then weigh 0.1mmol MnCl 2 4H 2 O is dissolved in 0.5mL of methanol, and the two are added to a thick-walled borosilicate glass tube with an open end. Under the condition of liquid nitrogen freezing and vacuuming, the open end is melted and sealed, and then fully reacted at 80°C for 24 hours. Orange-red rhombic crystals were obtained, yield: 65%. The product is subjected to infrared spectroscopy (the spectrogram is as figure 1 shown), electrospray mass spectrometry (spectrum as shown in figure 2 shown) and X-ray single crystal diffraction (spectrum as image 3 Shown) analysis for structure determination, identified as the target complex [MnCl 2 (H 2 O)(ONT)].

Embodiment 2

[0037] Embodiment 2: Synthesis of ONT-Ni(Ⅱ) complex with solvothermal method

[0038] Weigh 0.3mmol NiCl 2 ·6H 2 O and 0.1mmol ONT were placed in a thick-walled borosilicate glass tube with an open end, and then 2.5mL of ethanol was added. Under the condition of liquid nitrogen freezing and vacuuming, the open end was melted and sealed, and then fully reacted at 100°C for 40h. The deep red crystalline solid product can be obtained, yield: 78%. The product is subjected to infrared spectroscopy (the spectrogram is as Figure 4 shown), electrospray mass spectrometry (spectrum as shown in Figure 5 shown) and X-ray single crystal diffraction (spectrum as Figure 6 Shown) analysis for structure determination, identified as the target complex [NiCl 2 (H 2 O) 2 (ONT)].

Embodiment 3

[0039] Embodiment 3: Synthesis of ONT-Ru(Ⅱ) complex by solvothermal method

[0040] Weigh 0.12mmol cis-[RuCl 2 (DMSO) 4] and 0.1 mmol ONT in a thick-walled borosilicate glass tube with an open end, and then add 1 mL of a mixed solvent of methanol and water (volume ratio of 3:1), and melt the open end under the condition of liquid nitrogen refrigeration and vacuum pumping. Sealed, and then fully reacted at 110°C for 12 hours to obtain dark green crystals with a yield of 39%. The product is subjected to infrared spectroscopy (the spectrogram is as Figure 7 shown), electrospray mass spectrometry (spectrum as shown in Figure 8 shown) and X-ray single crystal diffraction (spectrum as Figure 9 Shown) analysis for structure determination, identified as the target complex [RuCl 2 (DMSO) 2 (ONT)].

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Abstract

The invention discloses a metal complex taking oxidized nantenine as a ligand and a synthetic method and applications thereof. The metal complex is prepared by carrying out a coordination reaction on oxidized nantenine as the ligand and metal chloride in a polar solvent. Results obtained by investigating the proliferation inhibition effect of the metal complex on various tumor cell strains by the applicant show that the metal complex has an antitumor activity stronger than that of an oxidized nantenine ligand, and the antitumor activity of metal complex to part of tumor strains is obviously better than that of a clinical antitumor drug cis-platinum, therefore, the metal complex has a good potential medicinal value, and is expected to be used for preparing various antitumor drugs. The structure of the metal complex is shown in the specification, wherein M refers to a metal element selected from the fourth or fifth period in periodic table of elements, and X refers to water (H2O), dimethyl sulfoxide (DMSO), chlorine (Cl) or dehydrogenated methanol.

Description

technical field [0001] The invention relates to the field of metal coordination compounds, in particular to a metal complex with nandophylline oxide as a ligand and a synthesis method and application thereof. Background technique [0002] Aporphine alkaloids are a large class of naturally occurring isoquinoline alkaloids, which are widely found in traditional Chinese medicine plants such as Magnoliaceae, Anemoneaceae, Papaveraceae, and Fangjiaceae. Oxidized aporphine alkaloids are a series of alkaloids with significant pharmacological activity. Most aporphine alkaloid compounds have good in vivo and in vitro antitumor activities. In general, different substituent groups and substitution positions on the parent body of aporphine may have different cytotoxicity and antitumor activity. Oxidandrophylline is one of the aporphine alkaloids. Oxidized nantianaine can be obtained by separation and extraction from plants such as Lauraceae, Fangjiaceae, and Annonaceae (Si Duanyun, H...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/04C07F15/00C07F13/00C07F7/22A61K31/555A61P35/00
Inventor 梁宏陈振锋刘延成王雅颂张业黄克斌
Owner GUANGXI NORMAL UNIV
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