Metal complex using plumbagin as ligand, synthesizing method and usage thereof

A technology of metal complexes and plumbagin is applied in the directions of active ingredients of heavy metal compounds, compounds containing elements of Group 3/13 of the periodic table, compounds containing elements of Group 8/9/10/18 of the periodic table, etc. Solve the problems of limited skin antibacterial and anti-inflammatory effects in pharmaceutical applications, and unpublished reports of metal complexes

Inactive Publication Date: 2007-09-19
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, the pharmaceutical use of plumbagin is only limited to the antibacterial and anti-inflammatory effects on the skin,

Method used

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  • Metal complex using plumbagin as ligand, synthesizing method and usage thereof
  • Metal complex using plumbagin as ligand, synthesizing method and usage thereof
  • Metal complex using plumbagin as ligand, synthesizing method and usage thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Embodiment 1: Synthetic plumbagin Cu(II) metal complex

[0018] According to the molar ratio of 1:2, weigh 1 mol of copper acetate and 2 mol of plumbagin respectively, dissolve them in 30ml of water and 30ml of ethanol respectively, and add the copper acetate aqueous solution drop by drop under the condition of stirring at 25°C. Into the plumbagin ethanol solution, a brownish-red precipitate is formed, continue to stir for 2 hours to make it completely react, filter the solution, wash the obtained precipitate with water and absolute ethanol three times, and then place it in P 2 o 5 In the desiccator of vacuum drying to constant weight, this product is (C 11 h 7 o 3 ) 2 Cu·2H 2 O.

[0019] The synthesis method of plumbagin Co(II), Ni(II), Zn(II), Fe(II), Mn(II) and other metal complexes is the same as this method.

Embodiment 2

[0020] Embodiment 2: Synthetic plumbagin Mo (VI) metal complex

[0021] According to the molar ratio of 1:2, dissolve 1mol of molybdic acid in 25ml of water, dissolve 2mol of plumbagin in 50ml of ethanol solution, add the obtained molybdic acid aqueous solution into plumbagin ethanol solution, and heat the resulting mixed solution Reflux for 20 minutes, then drop tetraethylammonium hydroxide into it, adjust the pH value of the mixed solution to 6-7, and then reflux for 6 hours, filter out the yellow-green precipitate, and wash the obtained precipitate three times with water and absolute ethanol respectively. put again in P 2 o 5 Vacuum dried to constant weight in a desiccator, the product is MoO 2 (C 11 h 7 o 3 ) 2 .

[0022] The synthesis method of plumbagin W(VI) metal complex is the same as this method.

Embodiment 3

[0023] Embodiment 3: Synthesis of plumbagin Y(III) metal complexes

[0024] by YCl 3 ·6H 2 O: plumbagin=1:3 molar ratio, weigh 1mol of YCl 3 ·6H 2 O and 3mol of plumbagin, respectively dissolved in 30ml of water and 30ml of ethanol, will give YCl3 ·6H 2 O aqueous solution and plumbagin ethanol solution were mixed, and the resulting mixed solution was stirred for 20 minutes, then 1:1 (volume ratio) ammonia solution was added dropwise into it, and the pH value of the mixed solution was adjusted to 5-6, and then continued at 30°C. Stir for 2 hours to make it react completely, separate out a brownish-red precipitate, filter the solution, wash the precipitate with water and absolute ethanol three times respectively, and then place it in P 2 o 5 In the desiccator of vacuum drying to constant weight, this product is (C 11 h 7 o 3 ) 3 Y·2H 2 O.

[0025] The synthesis method of plumbagin La(III), Nd(III), Sm(III), Eu(III), Er(III) and other metal complexes is the same as thi...

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PUM

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Abstract

The invention discloses a metal chelate which takes plumbagin as ligand, and the synthesis method and application thereof. The metal chelate is represented by the right formula, wherein, M represents the metal ion able to accept lone pair electrons can be main group matel ion, or transition metal ion, or rare earth metal ion such as Ca(II), Mg(II), Sn(IV), Cu(II), Co(II), Ni(II), Zn(II), Fe(II), Mn(II), Ag(I), Mo(VI), Pd(II), Ru(III), W(VI), Pt(II), Y(III), La(III), Nd(III), Sm(III), Eu(III), Er(III). The invention synthesizes a series of metal chelate which takes plumbagin as ligand and reacts with the metal salt. The produced chelate has an inhibition to a plurality of tumor line. The result indicates a plurality of chelate having a more remarkable anti-tumor activity than the plumbagin and have a higher medicine value and can be used for the preparation of different anti-tumor medicine.

Description

(1) Technical field: [0001] The invention relates to a metal coordination compound, especially a metal complex with plumbagin as a ligand; the invention also relates to a synthesis method and application of the metal complex. (two) background technology: [0002] Plumbagin (Plumbagin) is a natural bioactive molecule isolated from Plumbagozeylanica (Plumbagozeylanica), also known as Plumbagin, and its chemical name is 5-hydroxy-2-methyl-1,4- Naphthoquinone has antibacterial, anti-inflammatory and antitumor effects. Anti-tumor in vitro experiments show that plumbagin has strong cytotoxic activity, such as can significantly inhibit leukemia cells (Raji), lung cancer cells (Calu-1), uterine cancer cells (HeLa) and epithelial cells (Wish), etc. growth of tumor cells, IC 50 The values ​​are 8.1 μM, 25.0 μM, 21.5 μM and 21.2 μM, respectively. (See literature: Nguyen A T, Malonne H Duez P. Cytotoxic constituents from Plumbago zeylanica. Fitoterapia, 2004, 75: 500-504); in vivo ex...

Claims

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Application Information

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IPC IPC(8): C07F1/08C07F1/10C07F15/00C07F15/04C07F15/06C07F15/02C07F3/06C07F5/00C07C50/12A61K31/28A61P35/00
Inventor 梁宏陈振锋谭明雄王恒山刘华钢杨斌
Owner GUANGXI NORMAL UNIV
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