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Hexavanadate-L-alanine tert-butyl ester derivative as well as preparation method and application thereof

A kind of technology of alanine tert-butyl ester and hexavanadate succinic acid, which is applied in the field of hexavanadate-L-alanine tert-butyl ester derivatives and the preparation thereof, and can solve the problems of no polyvanadate amino acid derivatives and the like , to achieve the effect of easy promotion, easy raw materials, and easy control of reaction conditions

Active Publication Date: 2018-08-17
HUBEI UNIV OF TECH
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  • Summary
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  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Early research on amino acid derivatives of polyacids was mainly based on polytungstic acid and polymolybdic acid, and there is no relevant literature report on amino acid derivatives of polyvanadic acid

Method used

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  • Hexavanadate-L-alanine tert-butyl ester derivative as well as preparation method and application thereof
  • Hexavanadate-L-alanine tert-butyl ester derivative as well as preparation method and application thereof
  • Hexavanadate-L-alanine tert-butyl ester derivative as well as preparation method and application thereof

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Experimental program
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Embodiment 1 6

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

[0026] The anion structure of the hexavanadate-L-alanine tert-butyl 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 tert-butyl 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

...

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 tert-butyl ester derivative, a preparation method and application thereof, and belongs to the technical field of organic-inorganic hybrid materials. The hexavanadate-L-alanine tert-butyl ester derivative has anti-tumor activity, and the structural formula of the hexavanadate-L-alanine tertbutyl ester derivative is [Bu4N]2[V6O13{(OCH2)3CCH2OOCCH2CH2CONHCH(CH3)CH2COOC(CH3)3}2]. The preparation method comprises the following steps of: adding 1-(3-dimethylaminopropy)-3-ethyl carbodiimide hydrochloride, 1-hydroxybenzotriazole, L-alanine tertbutyl ester hydrochloride and triethylamine into acetonitrile solution of hexavanadate butanedioic acid derivative, and after dissolving, reacting for 40-50 hours at the temperature of 48-52 DEG C to obtain hexavanadate-beta-alanine tert-butyl ester derivative. The hexavanadate-L-alanine tert-butyl ester derivative has important research value and application prospect in the field of medicinal chemistry, and provides a direction for developing anti-cancer drugs.

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 tert-butyl ester and its preparation method and application. Background technique [0002] Polyoxometalates (Polyoxometalates, POMs) are a class of polyoxometallic cluster compounds formed by the connection of early transition metal ions through oxygen. The range of polyoxometalates is mainly high-valence pre-transition metals (mainly V, Nb, Ta, Mo, W), which have the ability to form metal-oxygen cluster anions. Related research has also formed a discipline - polyacid chemistry. Due to its special physical structure, polyacids have special physical and chemical properties. One of them is that polyacids have excellent performance in medicinal chemistry. So far, more than two hundred kinds of polyacids have been reported. It has shown good performance in antiviral and antitumor research. [0003] However, there is...

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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