Hydroxypropionic acid compound and preparation method thereof and medical application

A technology of hydroxypropionic acid and compound, applied in the field of medicine, achieves the effects of convenient and easy-to-obtain raw material sources, potential social and economic benefits, and favorable industrialization

Inactive Publication Date: 2017-06-30
DALI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Except that the inventor of this patent has conducted a preliminary study on the anti-tumor and antibacterial

Method used

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  • Hydroxypropionic acid compound and preparation method thereof and medical application
  • Hydroxypropionic acid compound and preparation method thereof and medical application
  • Hydroxypropionic acid compound and preparation method thereof and medical application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1 : Preparation and structural identification of compound of formula (I)

[0024] 1.1 Experimental instruments and materials

[0025] NMR spectrum was determined by Bruker AV-400 nuclear magnetic resonance spectrometer (δ is ppm, TMS is internal standard, J is Hz); MS spectrum was determined by Agilent G3250AA LC / MSD TOF electrospray time-of-flight mass spectrometer; German Heidolph; circulating condensate pump adopts Japanese EYELA; analytical balance adopts the forerunner manufactured by Ohaus Instruments (Shanghai) Co., Ltd. The dextran gel for column chromatography (Pharmadex LH-20) was purchased from Amphamacia Biotechnology (China) Co., Ltd.; the ODS reversed-phase material was purchased from Merck Company; the column layer silica gel and the thin layer chromatography silica gel plate were Produced by Qingdao Ocean Chemical Factory. The elution solvents for chromatography are industrially pure solvents or chemically pure solvents that have been distille...

Embodiment 2

[0039] Example 2 : the detection of the ability of the compound of formula (I) to scavenge 1,1-diphenyl-dipicrylhydrazine (DPPH) free radicals

[0040] 2.1 Experimental principle and experimental purpose

[0041] DPPH is a relatively stable lipid free radical with a free electron on its N, and its ethanol solution is purple. It can be seen that it has a maximum absorption peak at 517nm by full-wavelength scanning. After adding an antioxidant, DPPH captures an electron and pairs with a free electron, the purple color fades and becomes a colorless substance, and the absorption peak at 517nm disappears. The degree of fading is quantitatively related to the number of electrons it accepts. That is, the absorption value of DPPH decreases when it is oxidized and reduced, and the lower the absorbance, the stronger its antioxidant effect. According to this principle, the ability of the sample to provide hydrogen atoms, scavenge free radicals, and resist oxidation can be determined...

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PUM

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Abstract

The invention relates to a hydroxypropionic acid compound and a preparation method thereof and a medical application, in particular to a (S)-2-hydroxypropionic acid-(3,4-dihydroxy phenyl) ethyl ester compound separated from medicinal blaps rynchopetera fairmaire, an extraction, separation and preparation method of the compound and an medical application of the compound to preparation of antioxidants. The compound has biological activities remarkably removing DPPH (1,1-diphenyl-2-picryhydrazyl), IC50 value of the compound removing the DPPH is 9.99+-1.61 microgrammes/milliliters and is equivalent to positive control vitamin C (IC50 value is 6.92+-0.89 microgrammes/milliliters). The compound shown as the formula (I) has novelty and great potential developing into novel antioxidants and can be expectedly developed into the antioxidants preventing and treating physiological changes or diseases related to free radicals.

Description

technical field [0001] The invention relates to the technical field of medicine. In particular, the present invention relates to a hydroxypropionic acid compound isolated from the medicinal insect S. rostralis and its preparation method and medical application. The compound has the activity of scavenging DPPH (1,1-diphenyl-2-picryl-hydrazyl) free radicals, and can be expected to be developed as an antioxidant for preventing and treating physiological changes or diseases related to free radicals. Background technique [0002] Free radicals are active molecules produced by the human body during life activities. Under normal circumstances, the body's antioxidant defense system can eliminate free radicals, so that their production and removal can be maintained in balance. When the production and elimination of free radicals are out of balance, it will cause damage to the body, induce various diseases, and accelerate aging. Free radicals can cause a variety of human diseases: f...

Claims

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Application Information

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IPC IPC(8): C07C69/675C07C67/48A61K31/222A61P39/06A61P1/16A61P25/28A61P9/00A61P17/18A61P3/10
Inventor 肖怀郭娜娜洪杏芳罗晴巫秀美施贵荣刘光明
Owner DALI UNIV
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