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Hexavanadate-L-alanine methyl ester derivative and preparation method and application thereof

A technology of alanine methyl ester and hexavanadate succinic acid, which is applied in the directions of organic chemistry methods, chemical instruments and methods, 5/15 groups of organic compounds without C-metal bonds, etc., can solve the problem of insufficient medicinal activity. Research, the development and application of polyvanadate drugs are slow and other issues, to achieve significant research value and application prospects, significant inhibitory activity, and the effect of yield on the environment

Active Publication Date: 2018-09-21
HUBEI UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the limitations of the synthesis method, there are few examples of this kind of polyacids combined with pharmaceutically active molecules, and their pharmaceutical activity has not been fully studied, which makes the development and application of polyvanadic acid drugs progress slowly.

Method used

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  • Hexavanadate-L-alanine methyl ester derivative and preparation method and application thereof
  • Hexavanadate-L-alanine methyl ester derivative and preparation method and application thereof
  • Hexavanadate-L-alanine methyl ester derivative and preparation method and application thereof

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Embodiment 1 6

[0025] The synthetic method of embodiment 1 hexavanadate-L-alanine methyl ester derivatives

[0026] The anion structure of hexavanadate-L-alanine methyl ester derivative is as follows figure 1 As shown, it is Linqivist-type hexavanadate, in which all the vanadium is +5, and the oxygen atom on the hexavanadate is replaced by the hydroxyl oxygen of two trimethylol compounds, and each trimethylol The three hydroxyl oxygens on the compound replace the three bridging oxygen atoms arranged in a planar triangle on the hexavanadate, and the two trimethylol compounds are relatively distributed on the hexavanadate skeleton. The compounds are covalently linked.

[0027] The synthesis of hexavanadate-L-alanine methyl ester derivatives is carried out in three steps, and the schematic diagram of the synthesis process is as follows: figure 2 shown.

[0028] (1)[Bu 4 N] 2 [V 6 o 13 {(OCH 2 ) 3 CCH 2 OH} 2 ] Synthesis of Pentaerythritol Hexavanadate Derivatives

[0029] Weigh 5g ...

Embodiment 2

[0035] Embodiment 2 antitumor activity evaluation

[0036] (1) In vitro antitumor activity evaluation of compounds

[0037] Tested tumor cells: human liver cancer cell HepG2, human rhabdomyoma cell RD, human cervical cancer cell Hela, human laryngeal cancer cell Hep-2, human breast cancer cell MCF-7.

[0038] Cell culture: GIBCO DMEM medium, 10% fetal bovine serum and 0.01% L-glutamine were prepared as culture medium. Cultured cell lines were placed at 37°C, 5% CO 2 The cells were routinely cultured and subcultured under saturated humidity, and the cells in the logarithmic growth phase were used in the experiments.

[0039] In vitro anti-tumor activity evaluation (MTT method): the above tumor cells were respectively plated in 96-well plates, and at 37°C, 5% CO 2 After the incubator was cultured to cover the monolayer, the cell culture medium was discarded, and the cell maintenance solution (containing serum 2% and 0.002% L-glutamine) containing different concentrations of t...

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Abstract

The invention discloses a hexavanadate-L-alanine methyl ester derivative and a preparation method and application of the hexavanadate-L-alanine methyl ester derivative, and belongs to the technical field of organic and inorganic hybrid materials. The hexavanadate-L-alanine methyl ester derivative has an anti-tumor activity, the structural formula is [Bu4N]2[V6O13]{(OCH2)3CCH2OOCCH2CH2CONHCH(CH3)CH2COOCH3}2]; the preparation method comprises the following steps: adding 1-(3-dimethyl aminopropyl)-3-ethylenediamine hydrochloride, 1-hydroxybenzotriazole, L-D-alanine methyl ester hydrochloride andtrimethylamine into an acetonitrile solution of the hexavanadate succinic acid derivative, dissolving, and reacting for 40-50 hours at the temperature of 48-52 DEG C to obtain the hexavanadate-L-alanine methyl ester derivative. The hexavanadate-L-alanine methyl ester derivative has an important research value and application prospect in the fields of pharmaceutical chemistry, and further providesa direction for the development of medicines.

Description

technical field [0001] The invention relates to the technical field of organic-inorganic hybrid materials, in particular to a derivative of hexavanadate-L-alanine methyl ester and its preparation method and application. Background technique [0002] Polyoxometalates are a class of metal-oxygen cluster compounds composed of five pre-transition elements such as Mo, W, V, Nb and Ta, and have a definite structure. So far, they mainly contain six kinds of polyacid anions with classical structures. , namely heteropoly acid Keggin, Anderson, Well-Dawson, Waugh, Silverton and isopoly acid Lindqvist. Due to the rich structure and special physical and chemical properties of polyoxometalates, they exhibit many excellent properties. Biochemistry, chiral bionics, energy and environment have extensive research value and application prospects. At present, the most noticeable thing is the research on the medicinal chemistry of polyacids. So far, there are more than 200 kinds of polyacid c...

Claims

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Application Information

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IPC IPC(8): C07F9/00A61K31/28A61P35/00
CPCA61P35/00C07B2200/13C07F9/005
Inventor 伍平凡熊哲伦肖滋成
Owner HUBEI UNIV OF TECH
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