CN104231020A - Compound with antioxidant activity and use of compound - Google Patents
Compound with antioxidant activity and use of compound Download PDFInfo
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- CN104231020A CN104231020A CN201310239257.8A CN201310239257A CN104231020A CN 104231020 A CN104231020 A CN 104231020A CN 201310239257 A CN201310239257 A CN 201310239257A CN 104231020 A CN104231020 A CN 104231020A
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- compound
- oxidant activity
- antioxidant activity
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- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
The invention discloses a compound with an antioxidant activity and a use of the compound. The compound is a structure with a formula (I) as shown in the specification. The compound is applied to preparing antioxidant drugs, food or cosmetics. According to the experiment, the antioxidant activity of the compound is relatively strong.
Description
Technical field
The present invention relates to extract from plant have bioactive compound, specifically relate to compound and the purposes of anti-oxidant activity.
Background technology
Chinese medicine Tuber Fleeceflower Root the another name tuber of multiflower knotweed, the red tuber of multiflower knotweed, different name ground essence, for the dried root of polygonaceae arsesmart Tuber Fleeceflower Root Polygonum multiflorum Thunb., main product in provinces and regions such as China Sichuan, Hunan, Guizhou, Henan, in being born in thicket, in cloudy place, the foot of the hill or stone gap.Tuber Fleeceflower Root is nourishing liver and kidney conventional Chinese medicine, clinical application have Radix Polygoni Multiflori and Radix Polygoni Multiflori Preparata not.Radix Polygoni Multiflori is the raw product of medicinal material, and can detoxify, disappear carbuncle, relaxes bowel.Cure mainly scrofula ulcer sore carbuncle, rubella itch, the dry constipation of intestines.The invigorating the liver and kidney of Radix Polygoni Multiflori Preparata energy, benefiting essence-blood, black beard and hair, strengthening the bones and muscles.Cure mainly the deficiency of blood sallow, dizzy tinnitus, early whitening of beard and hair, soreness of the waist and knees, under uterine bleeding band.
Up to the present, for being that raw material carries out separation and Extraction and obtains Compound I and Compound II per there is not been reported with Radix Polygoni Multiflori Preparata.
Summary of the invention
The object of this invention is to provide a kind of compound of anti-oxidant activity.
Second object of the present invention is to provide a kind of purposes of compound of anti-oxidant activity.
3rd object of the present invention is to provide the compound of the second anti-oxidant activity.
4th object of the present invention is to provide the purposes of the compound of the second anti-oxidant activity.
Technical scheme of the present invention is summarized as follows:
A compound for anti-oxidant activity, has the structure of formula (I):
The compound of the second anti-oxidant activity, has the structure of formula (II):
The compound of above-mentioned anti-oxidant activity is preparing the application in anti-oxidation medicine, food or makeup.
Experiment proves that the anti-oxidant activity of these two compounds is stronger.
Embodiment
Below by specific embodiment, the present invention is further illustrated.
Embodiment 1
The present invention take Radix Polygoni Multiflori Preparata as raw material, pulverize, be the aqueous ethanolic solution refluxing extraction 3 times of 95%, 95% and 60% successively by 5 quality volumetric concentration doubly, each 2 hours, filter, united extraction liquid, decompression recycling ethanol is extremely without alcohol taste, residue is dispersed in distilled water and is made into the aqueous suspension that mass concentration is 40%, uses sherwood oil successively, chloroform, ethyl acetate and propyl carbinol extract, Radix Polygoni Multiflori Preparata n-butanol portion reclaim under reduced pressure is extremely dry, through 5 quality times silica gel (100-200 order) column chromatography, and acetate-methanol system (10:0; 9:1; 8:2; 7:3; 5:5) gradient elution.Acetate-methanol (9:1) elution fraction, precipitation compounds I.According to silica gel thin-layer chromatography spectrum analysis, acetate-methanol (8:2) elution fraction through twice 30 quality times silica gel column chromatographies (200-300 order), methylene chloride-methanol system (9:1; 85:15; 8:2) gradient elution and 20 quality times polymeric amide (60-100 order) column chromatography, methanol-water system (3:7; 4:6; 5:5; 7:3) gradient elution, methanol-water (5:5) elution fraction obtains Compound II per.Have employed NMR spectroscopic techniques, determine the structure of this compound.
Physical constant spectroscopic data is as follows:
Compound I: beige amorphous powder, MeOH; Molecular formula C
27h
24o
13;
1h and
13c NMR: in table 1 and table 2.
Compound II per: white amorphous powder, MeOH; Molecular formula C
27h
24o
13;
1h and
13c NMR: in table 1 and table 2.
Table 1
1h NMR Compound I and II's
1h NMR data (DMSO-d
6)
Table 2 Compound I and II's
13c NMR data (DMSO-d
6)
Embodiment 2
Compound I and Compound II per Antioxidative Activity Determination.(adopting DPPH method) (DPPH:1,1-phenylbenzene-2-trinitrophenyl-hydrazine)
Experimental technique: adopt DPPH method to measure the resistance of oxidation of compound, compound concentration is the DPPH ethanolic soln of 120 μm of ol ∕ L, and Compound I and Compound II per are mixed with different concns gradient as sample solution with anhydrous methanol respectively.In test tube, add 0.1mL sample solution and 2.9mLDPPH ethanolic soln, shake up.Keep in Dark Place under 37 DEG C of constant temperature 30 minutes, measure absorbancy at ultraviolet wavelength 517nm place, each sample parallel measures 3 times, gets its average.The clearance rate of each testing sample to DPPH free radical is calculated by formula (1).
In formula: Ai is 0.1mL sample solution and 2.9mLDPPH ethanolic soln mixing absorbancy; Aj is that 0.1mL sample solution and 2.9mL dehydrated alcohol (blank solvent) mix absorbancy; Ac is 0.1mL anhydrous methanol and 2.9mLDPPH ethanolic soln mixing absorbancy.
According to calculating gained clearance rate, with the matched curve of sample solution concentration, draw SC
50value, in table 3.
Table 3 Compound I and Compound II per antioxidation activity in vitro test-results
From above data, we can learn, the anti-oxidant activity of Compound I is better than contrasting vitamins C, and anti-oxidant activity and the vitamins C of Compound II per are close.
Experiment proves, Compound I and Compound II per have stronger anti-oxidant activity, can prepare the application in anti-oxidation medicine, food or makeup.
When preparing medicine, pharmaceutically acceptable carrier can be added and make tablet, capsule or powder etc.
When preparing food, the acceptable auxiliary material of food can be added and make beverage, pot foods etc.
When preparing makeup, auxiliary material used for cosmetic can be added and make face cream, eye cream etc.
Claims (3)
1. a compound for anti-oxidant activity, is characterized in that the structure with formula (I):
。
2. a compound for anti-oxidant activity, is characterized in that the structure with formula (II):
。
3. the compound of the anti-oxidant activity of claim 1 or 2 is preparing the application in anti-oxidation medicine, food or makeup.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310239257.8A CN104231020B (en) | 2013-06-14 | 2013-06-14 | The compound of antioxidation activity and purposes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310239257.8A CN104231020B (en) | 2013-06-14 | 2013-06-14 | The compound of antioxidation activity and purposes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104231020A true CN104231020A (en) | 2014-12-24 |
| CN104231020B CN104231020B (en) | 2016-05-11 |
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|---|---|---|---|
| CN201310239257.8A Expired - Fee Related CN104231020B (en) | 2013-06-14 | 2013-06-14 | The compound of antioxidation activity and purposes |
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Citations (8)
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| JPS63203682A (en) * | 1987-02-20 | 1988-08-23 | Ota Isan:Kk | Novel flavonoid and glycoside thereof |
| JPH04193890A (en) * | 1990-11-27 | 1992-07-13 | Tsumura & Co | Novel phenylpropanoide glucoside and aldose reductase inhibitor containing the glucoside as active ingredient |
| JP2001002568A (en) * | 1999-06-21 | 2001-01-09 | Sunstar Inc | Food or medicine purposing prevention or treatment of unidentified clinical syndrome in menopause and maturation period |
| WO2001091764A2 (en) * | 2000-05-30 | 2001-12-06 | Consiglio Nazionale Delle Ricerche | Extracts from spermatophyte plants with immunomodulating activity |
| CN101255180A (en) * | 2007-02-27 | 2008-09-03 | 江苏正大天晴药业股份有限公司 | Diphenyl ethylene glycosides derivatives |
| FR2944794A1 (en) * | 2009-04-28 | 2010-10-29 | Rocher Yves Biolog Vegetale | Preparing flavonoid glycoside oligomer comprises solubilizing flavonoid glycoside in mixture comprising glycerin, ethanol and aqueous solution to obtain solution having flavonoid and polymerizing solubilized flavonoid glycoside by laccase |
| CN102321129A (en) * | 2011-07-14 | 2012-01-18 | 中国人民解放军第四军医大学 | Stilbene glycoside injection and preparation process thereof |
| CN103087123A (en) * | 2013-02-05 | 2013-05-08 | 西安岳达植物科技有限公司 | Method for extracting tetrahydroxystilbene glucoside from Polygonum multiflorum |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4193890B2 (en) * | 2006-08-17 | 2008-12-10 | ブラザー工業株式会社 | Inkjet head |
-
2013
- 2013-06-14 CN CN201310239257.8A patent/CN104231020B/en not_active Expired - Fee Related
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63203682A (en) * | 1987-02-20 | 1988-08-23 | Ota Isan:Kk | Novel flavonoid and glycoside thereof |
| JPH04193890A (en) * | 1990-11-27 | 1992-07-13 | Tsumura & Co | Novel phenylpropanoide glucoside and aldose reductase inhibitor containing the glucoside as active ingredient |
| JP2001002568A (en) * | 1999-06-21 | 2001-01-09 | Sunstar Inc | Food or medicine purposing prevention or treatment of unidentified clinical syndrome in menopause and maturation period |
| WO2001091764A2 (en) * | 2000-05-30 | 2001-12-06 | Consiglio Nazionale Delle Ricerche | Extracts from spermatophyte plants with immunomodulating activity |
| CN101255180A (en) * | 2007-02-27 | 2008-09-03 | 江苏正大天晴药业股份有限公司 | Diphenyl ethylene glycosides derivatives |
| FR2944794A1 (en) * | 2009-04-28 | 2010-10-29 | Rocher Yves Biolog Vegetale | Preparing flavonoid glycoside oligomer comprises solubilizing flavonoid glycoside in mixture comprising glycerin, ethanol and aqueous solution to obtain solution having flavonoid and polymerizing solubilized flavonoid glycoside by laccase |
| CN102321129A (en) * | 2011-07-14 | 2012-01-18 | 中国人民解放军第四军医大学 | Stilbene glycoside injection and preparation process thereof |
| CN103087123A (en) * | 2013-02-05 | 2013-05-08 | 西安岳达植物科技有限公司 | Method for extracting tetrahydroxystilbene glucoside from Polygonum multiflorum |
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| TAO YI，等: "Identification and Determination of the Major Constituents in Traditional Chinese Medicinal Plant Polygonum multiflorum Thunb by HPLC Coupled with PAD and ESI/MS", 《PHYTOCHEMICAL ANALYSIS》 * |
| TOSHIAKI MIURA，等: "Antioxidative and Prooxidative Action of Stilbene Derivatives", 《PHARMACOLOGY & TOXICOLOGY》 * |
| XIAOHUI QIU，等: "Profiling of phenolic constituents in Polygonum multiflorum Thunb. by combination of ultra-high-pressure liquid chromatography with linear ion trap-Orbitrap mass spectrometry", 《JOURNAL OF CHROMATOGRAPHY A》 * |
| 张冬冬: "滨海白首乌抗氧化成分的筛选及药理研究", 《江南大学硕士学位论文》 * |
| 张寒娟，等: "首乌藤多糖体内及体外抗氧化活性研究", 《中国医院药学杂志》 * |
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|---|---|
| CN104231020B (en) | 2016-05-11 |
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