CN105287511A - Application of 3-phenylcoumarin robustic acid - Google Patents
Application of 3-phenylcoumarin robustic acid Download PDFInfo
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- CN105287511A CN105287511A CN201510829811.7A CN201510829811A CN105287511A CN 105287511 A CN105287511 A CN 105287511A CN 201510829811 A CN201510829811 A CN 201510829811A CN 105287511 A CN105287511 A CN 105287511A
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- phenylcoumarin
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Abstract
The invention discloses an application of 3-phenylcoumarin robustic acid in a medicinal preparation for treating diabetes. Free radical removing experiments in vitro prove that the 3-phenylcoumarin robustic acid has obvious removing effects on DPPH free radicals and ABTS free radicals, and IC50 values are 1mg/ml and 0.5mg/ml respectively; the 3-phenylcoumarin robustic acid and 2,6-di-tert-butyl-4-methylphenol have similar antioxidation capabilities. At the same time, the 3-phenylcoumarin robustic acid has a good inhibition effect on alpha-glucosidase activity.
Description
Technical field
The present invention relates to medical art.More particularly, the present invention relates to the application of a kind of native Radix Glycyrrhizae A.
Background technology
Diabetes are dysbolismus diseases of a kind of sugar, albumen and fat, and its cause of disease and pathogenesis are illustrated not yet completely, and mainly because the secretion of insulin or produce abnormal, clinical signs is polydipsia, polyuria, polyphagia, become thin.Research shows, the inhibitor of alpha-glucosidase can suppress the activity of small intestinal epimere alpha-glucosidase, and carbohydrate breakdown capable of blocking becomes single glucose, thus reaches the too high object of control post-prandial glycemia.In addition, the oxidative stress in diabetics body is higher than normal person, and the generation of oxidative stress is due to the oxidation of sugar and sugar and albumino reaction, and this process makes the reduction of oxygen-derived free radicals increase and Scavenging ability.Traditional natural drug based on Chinese medicine is low with toxic and side effects, and multiple target effect is feature, effectively can treat diabetes.
The native Radix Glycyrrhizae A of this seminar separating-purifying, derives from Lignum Dalbergiae benthamii (DalbergiabenthamiPrain), and the content in plant, up to 3.5%, belongs to coumarin kind compound.Coumarin kind compound generally all has good biological activity, as antitumor, antibacterial, antiviral, antioxidation etc.By external pharmacological evaluation, the present invention finds that this compound not only has stronger Scavenging activity to DPPH, ABTS free radical, also have good inhibit activities to alpha-glucosidase, has the applications well prospect developing into the disease medicaments such as treatment diabetes.
Summary of the invention
An object of the present invention is to solve at least the problems referred to above, and the advantage will illustrated at least is below provided.
A further object of the invention is to provide a kind of native Radix Glycyrrhizae A for the preparation of alpha-glucosidase activity inhibitor, and instead of Western medicine as alpha-glucosidase activity inhibitor, toxic and side effects is little.
In order to realize, according to these objects of the present invention and other advantage, providing a kind of native Radix Glycyrrhizae A and preparing the application in alpha-glucosidase activity inhibitor.
Preferably, described alpha-glucosidase activity inhibitor is in the application of the pharmaceutical preparation for the treatment of diabetes.
Preferably, described pharmaceutical preparation includes native Radix Glycyrrhizae A and the pharmaceutically acceptable adjuvant composition of effective amount.
Preferably, described pharmaceutical preparation is injection, tablet, pill, capsule, suspending agent or Emulsion.
Present invention also offers the application of a kind of native Radix Glycyrrhizae A in the antioxidant of preparation treatment diabetes.
The present invention at least comprises following beneficial effect:
1. tested by external scavenging free radicals, prove that native Radix Glycyrrhizae A of the present invention all has obvious scavenging action IC to 1,1-diphenyl-2-trinitrophenyl-hydrazine (DPPH) free radical and ABTS free radical
50be respectively 1mg/ml and 0.5mg/ml, there is the oxidation resistance similar with 2,6-di-tert-butyl-4-methy phenol (BHT).
2., by the Inhibition test of external alpha-glucosidase, demonstrate native Radix Glycyrrhizae A of the present invention and to alpha-glucosidase, there is very strong inhibit activities, to the IC of alpha-glucosaccharase enzyme level
50value is 17mg/ml.
Above experimental result shows, native Radix Glycyrrhizae A of the present invention is expected to be used for the treatment of the relevant disease that diabetes etc. are target spot with alpha-glucosidase and oxidative stress, this medicine can make common dosage forms pharmaceutically, comprises and makes injection, tablet, pill, capsule, suspending agent or Emulsion.
Part is embodied by explanation below by other advantage of the present invention, target and feature, part also will by research and practice of the present invention by those skilled in the art is understood.
Accompanying drawing explanation
Fig. 1 is that native Radix Glycyrrhizae A (PRA) and synthetic antioxidant BHT are to DPPH free radical scavenging activity;
Fig. 2 is that native Radix Glycyrrhizae A (PRA) and synthetic antioxidant BHT are to ABTS free radical scavenging activity.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is described in further detail, can implement according to this with reference to description word to make those skilled in the art.
It should be noted that experimental technique described in following embodiment if no special instructions, is conventional method, described reagent and material, if no special instructions, all can obtain from commercial channels.
The structural formula of soil Radix Glycyrrhizae A is:
its chemical name is: 3-(p-methoxyphenyl)-4-hydroxy-5-methyl oxygen base-2 '-2 '-dimethyl-6,7-dihydropyran coumarin; The molecular formula of described native Radix Glycyrrhizae A is: C
20h
20o
6; The relative molecular weight of described native Radix Glycyrrhizae A is: 380.
The extracting method of soil Radix Glycyrrhizae A comprises:
1) get Lignum Dalbergiae benthamii coarse powder 10.0kg, with 10 times amount 80% ethanol percolate extraction, merge extractive liquid, obtains extract extractum after evaporating solvent;
2) extract extractum is added aqueous suspension, then add petroleum ether extraction to suspension and be separated petroleum ether part extractum, then in suspension, add extraction into ethyl acetate obtain ethyl acetate extract extractum;
3) get ethyl acetate extract extractum 30g, be repeatedly separated with silica gel column chromatography, obtain water white transparency crystalline particulate compound, be target product soil Radix Glycyrrhizae A.The way that this silica gel column chromatography is separated can according to following operation: first with chloroform-acetone gradient elution (chloroform → 80: 1 → 50: 1 → 30: 1 → 15: 1 → 7: 1 → 3: 1 → acetone), collect 358 stream parts altogether, know with TLC inspection and merge, merge identical flow point, obtain 14 components (A, B, C, D, E, F, G, H, I, G, K, L, M, N) altogether; Wherein, I component is white powder, then 300mg component I is got, with petroleum ether-acetone gradient elution (15: 1 → 7: 1 → 3:1), collect 103 stream parts altogether, know with TLC inspection and merge, merge identical flow point, the component obtained, at petroleum ether-acetone (7: 1) eluting position, obtains water white transparency crystalline particulate compound 80.55mg, and this water white transparency crystalline particulate compound is native Radix Glycyrrhizae A.
Below in conjunction with embodiment, set forth the present invention further:
Embodiment 1
By native Radix Glycyrrhizae A with starch slurry in mass ratio for 1:1 mixes, by 80 mesh sieves, mixing, adds 10% starch slurry, and cross 14 mesh sieves and granulate, be dried to moisture lower than 1% at 52 DEG C, dry granular is by 16 mesh sieve granulate.The dry granular of preparation is added 3% magnesium stearate mixing, tabletting, controlling every sheet weight is 0.2g, obtains the tablet of native Radix Glycyrrhizae A.
Embodiment 2
Native Radix Glycyrrhizae A is dried to powdery, by native Radix Glycyrrhizae A and starch in mass ratio 2:1 mix, add the magnesium stearate of gross weight 0.5%, fill with hard capsules, control loading at 0.2-0.3g, obtain the capsule of native Radix Glycyrrhizae A.
Embodiment 3
By native Radix Glycyrrhizae A with sodium chloride in mass ratio for 60:40 mixes, be dissolved in water for injection, filter to obtain solution, be aseptically filled into ampulla, obtain injection.
Experimentation
1. the mensuration of native Radix Glycyrrhizae A (PRA) antioxidant activity in vitro
1.1DPPH system antioxidation is tested
Method: get 0.10mL soil Radix Glycyrrhizae A (0.5-2.0mg.mL-1) and add in 4mLDPPH (mass fraction 0.002%) solution, room temperature 25 DEG C places 20min, not add the DPPH of extracting solution for blank (A
0), with same concentrations BHT for positive control, at maximum wavelength place, (517nm) surveys absorbance, tests parallelly to carry out three times.
According to the various extracting solution of following formulae discovery to the clearance rate of DPPH free radical:
Clearance rate SC (%)=(1-A
1/ A
0) × 100%
In formula, A
1for adding the absorbance of DPPH solution after medicinal liquid; A
0the absorbance of DPPH solution during for not adding extracting solution.
As shown in Figure 1, each concentration soil Radix Glycyrrhizae A all has scavenging action to DPPH free radical, and radical scavenging activity is directly proportional to extract concentrations, and it removes IC
50for 1mg/mL, it can thus be appreciated that native Radix Glycyrrhizae A is remarkable to the elimination effect of DPPH free radical, and be Chinese medicine ingredients, toxic and side effects is little.
1.2 abilities removing ABTS free radical measure
Method: with distilled water, ABTS free radical is mixed with 7mmol/L and prepares liquid, get 5mL and 88uL140mmol/L potassium peroxydisulfate solids mixing, room temperature lucifuge places 2 days, forms ABTS
+storing solution.By phosphate buffer (PBS) dilution of this storing solution, its absorbance under 732nm is made to be (0.70 ± 0.05).By 15uL soil Radix Glycyrrhizae A medicinal liquid (0.5-2.0mg.mL-1) and 3.2mLABTS
+solution mixes, and using PBS solution as reference, and with same concentrations BHT for positive control, at room temperature places after 3min and surveys its absorbance, tests parallelly to carry out three times.
Clearance rate computing formula is as follows: SC%=[(A
control-A
test)/A
control)] × 100%.Wherein, A
control=do not add the ABTS of medicinal liquid
+absorbance.
As shown in Figure 2, each concentration of native Radix Glycyrrhizae A is to ABTS
+all have better Scavenging activity, radical scavenging activity (SC%) is directly proportional to extract concentrations, and it removes IC
50for 0.5mg/mL, it can thus be appreciated that native Radix Glycyrrhizae A is remarkable to the elimination effect of ABTS free radical, and be Chinese medicine ingredients, toxic and side effects is little.
2. the mensuration of the external alpha-glucosidase activity of native Radix Glycyrrhizae A
2.1 experiment material
All tests are all with MicroplatereaderELX808TM type microplate reader (BioTek company of the U.S.), measure under 37 DEG C of conditions.Data analysis software uses Origin software to carry out date processing, uses acarbose product in contrast.
2.2 experimental technique
(1) preparation of inhibitor storing solution: the inhibitor tested is made into the DMSO solution of the native Radix Glycyrrhizae A containing 10mmol/L.
(2) preparation of enzyme storing solution: alpha-glucosidase purchased from American Sigma company; 1mg/mL is made into respectively with the phosphate buffer of pH=6.8.
(3) preparation of Substrate stock liquid: p-nitrophenyl glucoside (PNPG) is substrate, available from Sigma; 10mg/mL is made into respectively with the phosphate buffer of pH=6.8.
(4) preparation of stop buffer: sodium carbonate (Na
2cO
3) purchased from Shanghai traditional Chinese medicines; 0.1mol/LNa is made into respectively with the phosphate buffer of pH=6.8
2cO
3solution.
(5) test: the volume of each test is all the phosphate buffer of the pH=6.8 of 200 μ L.
10 μ L variable concentrations inhibitor solutions (with pH=6.8 phosphate buffered solution dilution inhibitor storing solution) are added respectively in 96 hole ELISA Plate, with pH=6.8 phosphate buffered solution polishing to 170 μ L, then 10 μ L enzyme storing solutions are added, 10min is incubated in the microplate reader of 37 DEG C, add 20 μ L Substrate stock liquid immediately, one minute absorbance changes (slope) at λ=405nm place to survey it after mixing immediately.Reference liquid is pH=6.8 phosphate buffered solution.
2.3 experimental result
(slope) is changed as 100 unit of activity using the absorbance do not added measured by sample; Enzyme activity=(add absorbance change (slope) × 100 of absorbance change (slope)/the do not add inhibitor of inhibitor, the concentration of the inhibitor when the relative activity of enzyme is 50 is the IC of inhibitor
50value, the results are shown in Table 1:
The native Radix Glycyrrhizae A of table 1. is to the IC of alpha-glucosaccharase enzyme inhibition activity
50value
As can be known from the results of Table 1, native Radix Glycyrrhizae A is close with reference substance acarbose to the inhibit activities of alpha-glucosidase, has good inhibition to alpha-glucosidase, and native Radix Glycyrrhizae A is Chinese medicine preparation simultaneously, and toxic and side effects is little.
To sum up can find out, native Radix Glycyrrhizae A all has obvious elimination effect to DPPH free radical and ABTS free radical, and good to the inhibition of alpha-glucosidase.The present invention is that the new antidiabetic medicine of research and development provides new thinking, and native Radix Glycyrrhizae A of the present invention is expected to be used for the treatment of the relevant disease that diabetes etc. are target spot with alpha-glucosidase and oxidative stress.
Although embodiment of the present invention are open as above, but it is not restricted to listed in description and embodiment utilization, it can be applied to various applicable the field of the invention completely, for those skilled in the art, can easily realize other amendment, therefore do not deviating under the general concept that claim and equivalency range limit, the present invention is not limited to specific details and illustrates here and the legend described.
Claims (5)
1. a native Radix Glycyrrhizae A is preparing the application in alpha-glucosidase activity inhibitor.
2. the application of native Radix Glycyrrhizae A as claimed in claim 1, is characterized in that, described alpha-glucosidase activity inhibitor is in the application of the pharmaceutical preparation for the treatment of diabetes.
3. the application of native Radix Glycyrrhizae A as claimed in claim 2, is characterized in that, described pharmaceutical preparation includes native Radix Glycyrrhizae A and the pharmaceutically acceptable adjuvant composition of effective amount.
4. the application of native Radix Glycyrrhizae A as claimed in claim 3, is characterized in that, described pharmaceutical preparation is injection, tablet, pill, capsule, suspending agent or Emulsion.
5. the application of native Radix Glycyrrhizae A in the antioxidant of preparation treatment diabetes.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438463A (en) * | 2018-10-08 | 2019-03-08 | 广西中医药大学 | The bromo- 2- fluoro benzoyl of O-(4- with anti-tumor activity) soil Radix Glycyrrhizae A and preparation method and purposes |
| CN109438462A (en) * | 2018-10-08 | 2019-03-08 | 广西中医药大学 | O- p-nitrophenyl formoxyl soil Radix Glycyrrhizae A with anti-tumor activity and its preparation method and application |
| CN109438461A (en) * | 2018-10-08 | 2019-03-08 | 广西中医药大学 | Native Radix Glycyrrhizae A derivative with anti-leukocythemia liveness and its preparation method and application |
| CN114886890A (en) * | 2022-04-28 | 2022-08-12 | 广西民族大学 | Preparation method of derris elliptica and application of derris elliptica in reducing blood sugar |
| CN115322204A (en) * | 2022-06-29 | 2022-11-11 | 广西中医药大学 | Preparation method and application of glabrous greenbrier rhizome A and derivatives thereof |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438463A (en) * | 2018-10-08 | 2019-03-08 | 广西中医药大学 | The bromo- 2- fluoro benzoyl of O-(4- with anti-tumor activity) soil Radix Glycyrrhizae A and preparation method and purposes |
| CN109438462A (en) * | 2018-10-08 | 2019-03-08 | 广西中医药大学 | O- p-nitrophenyl formoxyl soil Radix Glycyrrhizae A with anti-tumor activity and its preparation method and application |
| CN109438461A (en) * | 2018-10-08 | 2019-03-08 | 广西中医药大学 | Native Radix Glycyrrhizae A derivative with anti-leukocythemia liveness and its preparation method and application |
| CN109438462B (en) * | 2018-10-08 | 2021-04-20 | 广西中医药大学 | O-p-nitrobenzoyl earthy licorice A with antineoplastic activity and preparation method and application thereof |
| CN109438463B (en) * | 2018-10-08 | 2021-04-20 | 广西中医药大学 | O- (4-bromo-2-fluorobenzoyl) glabra with anti-tumor activity, and preparation method and application thereof |
| CN109438461B (en) * | 2018-10-08 | 2021-04-20 | 广西中医药大学 | Tuliquiritigenin A derivative with anti-leukemia activity and preparation method and application thereof |
| CN114886890A (en) * | 2022-04-28 | 2022-08-12 | 广西民族大学 | Preparation method of derris elliptica and application of derris elliptica in reducing blood sugar |
| CN115322204A (en) * | 2022-06-29 | 2022-11-11 | 广西中医药大学 | Preparation method and application of glabrous greenbrier rhizome A and derivatives thereof |
| CN115322204B (en) * | 2022-06-29 | 2023-09-19 | 广西中医药大学 | Preparation method and application of radix glycyrrhizae glabra A and derivatives thereof |
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| CN105287511B (en) | 2018-07-10 |
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