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Tryptanthrin alkaloid salt, and preparation method and application thereof

A technology for tryptophan sulfonate and tryptophan, which is applied in the field of medicine, can solve the problems of poor water solubility of tryptamine and the like, and achieves the effects of simple synthesis method, good potential medicinal value and mild reaction conditions

Inactive Publication Date: 2015-12-16
YULIN NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0003] In order to solve the shortcomings of the poor water solubility of tryptanthrin in the prior art, the primary purpose of the present invention is to provide a tryptanthrin alkaloid salt

Method used

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  • Tryptanthrin alkaloid salt, and preparation method and application thereof
  • Tryptanthrin alkaloid salt, and preparation method and application thereof
  • Tryptanthrin alkaloid salt, and preparation method and application thereof

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Embodiment 1

[0020] Take 0.01g of tryptanthrin and 8mL of 30% oleum to mix, under the condition of stirring, the temperature is reacted to complete under the condition of 80 ℃ (TLC follow-up detection, 2h), after stopping the reaction, the reaction solution is cooled and left standing overnight, to the solution Saturated sodium chloride solution was added to the solution, and a light yellow solid was precipitated. Continue to add saturated sodium chloride solution until no solid precipitated, filter, wash the light yellow solid with water and acetone, and dry the obtained solid under vacuum for 6 hours at room temperature to obtain tryptamine Ketone sulfonate, yield 79.6%.

[0021] Infrared spectrum, ESI electrospray mass spectrometry, X-ray single crystal diffraction analysis are carried out respectively to the yellow solid product obtained above, the results are respectively as follows figure 1 , 2 , 3 shown. The specific spectral characteristics are as follows: IR spectrum 1724.0cm -...

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Abstract

The invention discloses a tryptanthrin alkaloid salt, and a preparation method and application thereof, belonging to the technical field of medicine. The structural formula of the tryptanthrin alkaloid salt is as shown in a formula I which is described in the specification, and in the formula I, R is Na or K. According to the invention, tryptanthrin is used as a structural basis and undergoes electrophilic substitution reaction with fuming sulphuric acid so as to produce tryptanthrin sulfonate; and the preparation method is simple, has mild reaction conditions and uses cheap and easily available raw materials. Proliferation inhibition activity of the tryptanthrin sulfonate to seven tumor cell strains is investigated in the invention. Investigation results show that the in-vitro antitumor activity of the tryptanthrin sulfonate is selective and the tryptanthrin sulfonate has substantial proliferation inhibition activity to specific tumor cell strains, shows good potential medicinal values and is expected to be used for preparation of a variety of antitumor drugs.

Description

technical field [0001] The invention belongs to the technical field of medicine, in particular to a tryptanthrin alkaloid salt and a preparation method and application thereof. Background technique [0002] Tryptanthrin (Tryptanthrin) is a quinazolinone alkaloid, which mainly exists in plants such as horse indigo, woad indigo, and indigo indigo. It can be used as medicine, and has detoxification and antipyretic effects. In recent years, studies have found that tryptanthrin has many pharmacological effects such as anti-inflammatory, antibacterial, and anticancer effects, but the poor water solubility of tryptanthrin seriously affects its wide application. From the structural point of view, tryptanthrin is a quinazolinone alkaloid, with a planar and electronically good benzene ring in its molecular structure, which is easy to undergo electrophilic substitution reactions with electrophiles. If a sulfonic acid group is introduced into the benzene ring, etc. Hydrophilic group, t...

Claims

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Application Information

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IPC IPC(8): C07D471/04A61P35/00
CPCC07D471/04
Inventor 顾运琼谭明雄胡飞龙
Owner YULIN NORMAL UNIVERSITY
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