CN106565444A - Extraction method and application of phenanthrene compounds from overground part of Chinese yam - Google Patents

Extraction method and application of phenanthrene compounds from overground part of Chinese yam Download PDF

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CN106565444A
CN106565444A CN201610906423.9A CN201610906423A CN106565444A CN 106565444 A CN106565444 A CN 106565444A CN 201610906423 A CN201610906423 A CN 201610906423A CN 106565444 A CN106565444 A CN 106565444A
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ethanol
jing
volume ratio
rhizoma dioscoreae
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CN106565444B (en
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张来宾
吕洁丽
刘军伟
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Xinxiang Medical University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/10—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/34—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/34—Separation; Purification; Stabilisation; Use of additives
    • C07C41/36—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/34—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having three rings

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  • Organic Chemistry (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention discloses an extraction method and application of phenanthrene compounds from the overground part of Chinese yam, belonging to the technical field of separation and application of the active components of the overground part of Chinese yam. According to a technical scheme in the invention, the method comprises the following main steps: subjecting the coarse powder of the overground part of Chinese yam to percolation and extraction with ethanol and then carrying out concentration; then extracting extract obtained in the previous step with an organic solvent; and then carrying out separation by using macroporous adsorption resin, gel and Sephadex column chromatography and other column chromatography so as to obtain the phenanthrene compounds. Four phenanthrene compounds extracted from the overground part of Chinese yam all show substantial inhibitory activities to alpha-glucosidase, and the activities are all better than the activity of the hypoglycemic agent acarbose under same conditions.

Description

The extracting method of Rhizoma Dioscoreae aerial partss phenanthrene class compound and application
Technical field
The invention belongs to the separation of Rhizoma Dioscoreae aerial partss effective ingredient and applied technical field, and in particular to a kind of Rhizoma Dioscoreae ground The extracting method of upper part phenanthrene class compound and application.
Background technology
Due to the raising of living standards of the people, the change of dietary structure and much few more dynamic life style sat etc. it is many because Element, global onset diabetes rate rapid development, diabetes have become the third-largest serious threat after tumor, cardiovascular pathological changes The chronic disease of human health.The symptom for occurring in the pathogenic process of diabetes at first is often postprandial hyperglycemia, i.e. diabetes Early stage sign, particularly Patients with NIDDM, postprandial hyperglycemia not only easily induce various complication, also greatly can carry The mortality rate of high diabetes.So, reducing post-prandial glycemia is prevention diabetes, reduces complication and reduce the important of mortality rate and arrange One of apply.Alpha-glucosidase is a kind of key enzyme of carbohydrate digestion process, and polysaccharide or disaccharide hydrolysis can be become by it Can for the monosaccharide of absorption of human body, therefore the activity of Inhibiting α-glucosidase can just delay carbohydrate in food point Solution, so as to reduce the intake of glucose, reaches the elevated purpose of suppression post-prandial glycemia.Such medicine clinically has Ah card at present Ripple sugar, voglibose and miglitol.Existing alpha-glucosidase inhibitor species is less, and with intestinal side effect, Therefore people are still constantly devoted to developing new alpha-glucosidase inhibitor.
Rhizoma Dioscoreae（Disocorea oppositaThunb.）For the dry rhizome of Dioscoreaceae Rhizoma Dioscoreae, lung is supported with spleen reinforcing, Gu The effect of kidney benefit essence, the symptoms such as treatment diabetess, chronic diarrhea and cough due to consumptive disease are clinically widely used in, are the traditional medicine of China One of homologous Chinese medicine is eaten, from ancient times with Henan Jiaozhuo（Gu Huai celebrates mansion）It is produced the most genuine, therefore claim " RHIIZOMA DIOSCOREAE fr0m Henan of China ", it is famous " four One of Huai medicine ".The granted Rhizoma Dioscoreae GAP planting bases in the Wuzhi County of Henan Province in 2006, solve wild yam shortage of resources, resource The problems such as sustainable use develops.Rhizoma Dioscoreae is used as medicine with underground rhizome, and aerial partss cause resource frequently as garbage abandoned Significant wastage.At present for the research of Rhizoma Dioscoreae focuses primarily upon underground rhizome（Medicinal part）Research, pharmacological research shows which With blood sugar lowering, blood fat reducing, antioxidation and antitumor isoreactivity.But it is considerably less for the research of Rhizoma Dioscoreae aerial partss, have no Its research report in terms of blood sugar lowering.
The content of the invention
Present invention solves the technical problem that there is provided a kind of extracting method of Rhizoma Dioscoreae aerial partss phenanthrene class compound and answer With.
The present invention is to solve above-mentioned technical problem to adopt the following technical scheme that, the extraction of Rhizoma Dioscoreae aerial partss phenanthrene class compound Method, it is characterised in that concretely comprise the following steps：
（1）After the Rhizoma Dioscoreae aerial partss for drying in the shade are crushed, with the ethanol percolate extraction that volume fraction is 90%-95%, united extraction Liquid, is concentrated under reduced pressure to give Rhizoma Dioscoreae aerial partss ethanol extraction, then the ethanol extraction is suspended in distilled water, use stone successively Oily ether and ethyl acetate extraction, collect acetic acid ethyl acetate extract and are concentrated under reduced pressure to give acetic acid ethyl ester extract, by ethyl acetate Extract Jing macroporous adsorbent resin column chromatographies, successively with the ethanol that volume fraction is 60%, the ethanol that volume fraction is 80% and body Fraction is 95% ethanol elution, the ethanol elution that collected volume fraction is 80% ethanol elution and volume fraction is 95% Liquid is concentrated under reduced pressure to give 80% ethanol elution product and 95% ethanol elution product respectively；
（2）By 80% ethanol elution product Jing normal pressure silica gel columns chromatograph, with petroleum ether-acetone solvent system volume ratio be 5:1- 1:In the range of 1 and methylene chloride-methanol solvent system volume ratio be 2:1-1:Gradient elution in the range of 1, Jing TLC identifications Merge same composition and obtain initial target component, initial target component Jing normal pressure silica gel column is chromatographed, it is molten with dichloromethane-acetone Agent system is 50 in volume ratio:1-10:In the range of 1, gradient elution respectively obtains compound 1, compound 4 and intermediate objective group Point, then intermediate objective component is recrystallized to give into compound 2, the structural formula of wherein compound 1 is, The structural formula of compound 2 is, the structural formula of compound 4 is；
（3）By 95% ethanol elution product Jing normal pressure silica gel columns chromatograph, with petroleum ether-acetone solvent system volume ratio be 5:1- 1:In the range of 1 and methylene chloride-methanol solvent system volume ratio be 2:1-1:Gradient elution in the range of 1, Jing TLC identifications Merge same composition and obtain initial target component, initial target component Jing normal pressure silica gel column is chromatographed, it is molten with dichloromethane-acetone Agent system is 100 in volume ratio:0-20:Gradient elution in the range of 1, Jing TLC identifications merge same composition and obtain intermediate objective Component, intermediate objective component Jing dextran gel column chromatography and half preparation HPLC purification obtain compound 3, the knot of the compound 3 Structure formula is, the wherein eluent of dextran gel column chromatography is methanol, and half prepares HPLC Mobile phase be volume ratio 75:25 methanol-water mixed solution.
Further preferably, described macroporous adsorbent resin be Diaion HP-20 type macroporous adsorbent resins, polydextran gel For Sephadex LH-20 type polydextran geies.
According to said method extract Rhizoma Dioscoreae aerial partss phenanthrene class compound in hypoglycemic drug or health product is prepared Using.
Alpha-glucosidase inhibitor medicine is being prepared according to the Rhizoma Dioscoreae aerial partss phenanthrene class compound that said method is extracted Application in thing or health product.
According to the answering in alpha-glucosidase inhibitor medicine or health product is prepared of compound 4 that said method is extracted With.
The present invention studies four kinds of luxuriant and rich with fragrance classes for finding that Rhizoma Dioscoreae aerial partss are extracted by external alpha-glucosaccharase enzyme inhibition activity Compound has significant inhibitory action to alpha-glucosidase, its IC50Respectively 3.04 ± 0.25mM, 0.49 ± 0.034mM, 4.13 ± 0.023mM and 0.07 ± 0.0031mM, hence it is evident that be better than the activity of positive control drug Acarbose（IC50For 61.57 ± 1.40mM）, and be in dose dependent to the suppression ratio of alpha-glucosidase.
Description of the drawings
Fig. 1 be embodiment 1 extract compound 1 to alpha-glucosaccharase enzyme inhibition rate with drug level change curve；
Fig. 2 be embodiment 2 extract compound 2 to alpha-glucosaccharase enzyme inhibition rate with drug level change curve；
Fig. 3 be embodiment 3 extract compound 3 to alpha-glucosaccharase enzyme inhibition rate with drug level change curve；
Fig. 4 be embodiment 1 extract compound 4 to alpha-glucosaccharase enzyme inhibition rate with drug level change curve.
Specific embodiment
By the following examples the above of the present invention is described in further details, but this should not be interpreted as this The scope for inventing above-mentioned theme is only limitted to below example, and all technologies realized based on the above of the present invention belong to this Bright scope.
Embodiment 1
The Rhizoma Dioscoreae aerial partss 8.5kg for drying in the shade, after crushing, with the ethanol percolate extraction that volume fraction is 95%, united extraction liquid, Concentrating under reduced pressure obtains total extractum 871.5g, and extractum is suspended in 2 times of amount water, successively with the petroleum ether and ethyl acetate extraction of 5 times of amounts Take, collect acetic acid ethyl acetate extract concentrating under reduced pressure, obtain acetic acid ethyl ester extract 100.2g.By acetic acid ethyl ester extract Jing Diaion HP-20 type macroporous adsorbent resin column chromatographies, successively with the ethanol that volume fraction is 60% and second that volume fraction is 80% Alcohol eluting, collected volume fraction are 80% ethanol elution concentrating under reduced pressure, obtain 80% ethanol elution product 45.7g.80% second Alcohol eluted product Jing normal pressure silica gel column is chromatographed, with petroleum ether-acetone（Volume ratio is respectively 5:1、3:1、2:1 and 1:1）And dichloro Methane-methanol（Volume ratio is respectively 2:1 and 1:1）Solvent system eluting, Jing TLC identifications merge same composition and obtain 10 components (Fr.1-Fr.10).Fr.4 Jing normal pressure silica gel columns are chromatographed, and use dichloromethane-acetone（Volume ratio is respectively 50:1、30:1、20:1 With 10:1）Solvent system eluting, respectively obtains compound 1（2.6mg）With compound 4（2.1mg）.
The spectral data of compound 1 and 4：7-hydroxy-2,6-dimethoxy-1,4-phenanthrenedione (1)：Red amorphous powder, ESI-MSm/z307 [M+Na]+。1H-NMR (400 MHz, DMSO-d 6) δ: 10.35 (1H, s, 7-OH), 9.01 (1H, s, H-5), 8.03 (1H, d, J = 8.5 Hz, H-10), 7.87 (1H, d, J = 8.5 Hz, H-9), 7.26 (1H, s, H-8), 6.24 (1H, s, H-3), 3.96 (3H, s, 6- OCH3), 3.86 (3H, s, 2-OCH3); 13C-NMR (400 MHz, DMSO-d 6) δ: 188.6 (C-4), 180.5 (C-1), 158.4 (C-2), 152.5 (C-6), 149.6 (C-7), 134.4 (C-8a), 131.7 (C-9), 128.7 (C-10a), 124.9 (C-4b), 124.8 (C-4a), 120.0 (C-10), 111.3 (C-3), 110.3 (C-8), 106.1 (C-5), 56.4 (2-OCH3), 55.5 (6-OCH3)。
volucrin(4)：Faint yellow amorphous powder, HRESI-MSm/z 561.1520 [M+Na]+ (calcd for C32H26O8Na, 561.1525。1H-NMR (400 MHz, acetone-d 6) δ: 9.28 (2H, s, H-5, 5'), 7.29 (2H, d, J = 9.1 Hz, H-10, 10'), 6.99 (2H, d, J = 9.1 Hz, H-9, 9'), 6.92 (2H, d, J = 2.5 Hz, H-1, 1'), 6.81 (2H, d, J = 2.5 Hz, H-3, 3'), 4.16 (6H, s, 4,4¢-OCH3), 3.90 (6H, s, 2,2¢-OCH3)。
Embodiment 2
The Rhizoma Dioscoreae aerial partss 8.5kg for drying in the shade, after crushing, with the ethanol percolate extraction that volume fraction is 95%, united extraction liquid, Concentrating under reduced pressure obtains total extractum 871.5g, and extractum is suspended in 2 times of amount water, successively with the petroleum ether and ethyl acetate extraction of 5 times of amounts Take, collect acetic acid ethyl acetate extract concentrating under reduced pressure, obtain acetic acid ethyl ester extract 100.2g.By acetic acid ethyl ester extract Jing Diaion HP-20 type macroporous adsorbent resin column chromatographies, successively with the ethanol that volume fraction is 60% and second that volume fraction is 80% Alcohol eluting, collected volume fraction are 80% ethanol elution concentrating under reduced pressure, obtain 80% ethanol elution product 45.7g.80% second Alcohol eluted product Jing normal pressure silica gel column is chromatographed, with petroleum ether-acetone（Volume ratio is respectively 5:1、3:1、2:1 and 1:1）And dichloro Methane-methanol（Volume ratio is respectively 2:1 and 1:1）Solvent system eluting, Jing TLC identifications merge same composition and obtain 10 components (Fr.1-Fr.10).Fr.8 is recrystallized to give compound 2（7.0mg）.
The spectral data of compound 2：6,7-dihydroxy-2-methoxy-1,4-phenanthrenedione(2)： Red amorphous powder, ESI-MSm/z 293 [M+Na]+。1H-NMR (400 MHz, DMSO-d 6) δ: 8.93 (1H, s, H-5), 7.95 (1H, d, J = 8.4Hz, H-9), 7.78 (1H, d, J = 8.4Hz, H-10), 7.20 (1H, s, H-8), 6.21 (1H, s, H-3), 3.84 (3H, s, 2-OCH3)。
Embodiment 3
The Rhizoma Dioscoreae aerial partss 8.5kg for drying in the shade, after crushing, with the ethanol percolate extraction that volume fraction is 95%, united extraction liquid, Concentrating under reduced pressure obtains total extractum 871.5g, and extractum is suspended in 2 times of amount water, successively with the petroleum ether and ethyl acetate extraction of 5 times of amounts Take, collect acetic acid ethyl acetate extract concentrating under reduced pressure, obtain acetic acid ethyl ester extract 100.2g.By acetic acid ethyl ester extract Jing Diaion HP-20 type macroporous adsorbent resin column chromatographies, successively with the ethanol that volume fraction is 80% and second that volume fraction is 95% Alcohol eluting, collected volume fraction are 95% ethanol elution concentrating under reduced pressure, obtain 95% ethanol elution product 25.0g.95% second Alcohol eluted product Jing normal pressure silica gel column is chromatographed, with petroleum ether-acetone（Volume ratio is respectively 5:1、3:1、2:1 and 1:1）And dichloro Methane-methanol（Volume ratio is respectively 2:1 and 1:1）Solvent system eluting, Jing TLC identifications merge same composition and obtain 7 components (Fr.1-Fr.7).Fr.2 Jing normal pressure silica gel columns are chromatographed, and use dichloromethane-acetone（Volume ratio is respectively 100:0、50:1 and 20: 1）Solvent system eluting, Jing TLC identifications merge same composition and obtain 6 components（Fr.2.1-Fr.2.6）, Fr.2.6 Jing Sephadex LH-20 dextran gel column chromatographys（Methanol-eluted fractions）HPLC is prepared with half（Mobile phase：Methanol-water, volume ratio 75: 25）Purification obtains compound 3（2.4mg）.
The spectral data of compound 3：7-hydroxy-2,4,6-trimethoxyphenanthrene(3)：White powder End, ESI-MSm/z307 [M+Na]+。1H-NMR (400 MHz, acetone-d 6) δ: 9.04 (1H, s, H-5), 7.66 (1H, d, J = 8.8 Hz, H-9), 7.52 (1H, d, J = 8.8 Hz, H-10), 7.37 (1H, s, H-8), 6.98 (1H, d, J = 2.5 Hz, H-1), 6.78 (1H, d, J = 2.5 Hz, H-3), 4.11 (3H, s, 2-OCH3), 3.99 (3H, s, 6-OCH3), 3.92 (3H, s, 4-OCH3); 13C-NMR (100 MHz, acetone-d 6) δ: 160.4 (C-2), 158.7 (C-4), 147.6 (C-6), 147.3 (C-7), 135.9 (C- 10a), 128.6 (C-9), 127.7 (C-4b), 126.5 (C-8a), 125.2 (C-10), 116.2 (C-4a), 113.5 (C-8), 109.2 (C-5), 102.2 (C-1), 99.7 (C-3), 56.1 (6, 4-OCH3), 55.7 (2- OCH3)。
Embodiment 4
The present embodiment is that the compound 1-4 that above-described embodiment is extracted is tested to the inhibitory activity of alpha-glucosidase.
Method：Microdilution plate method.
Instrument：Microplate reader, constant incubator, analytical balance, various model liquid-transfering guns.
Reagent：Alpha-glucosidase, 4- Nitrobenzol-α-D- pyranglucoside, Acarbose, phosphate buffer and two Methyl sulfoxide.
Method of testing：96 orifice plates are taken, the PNPG solution of 2.0mmol/L is added per hole（PBS dissolves）80 μ L, then be separately added into 10 μ L variable concentrations sample solutions（DMSO dissolves）, with DMSO as blank control group, 3 parallel holes are set per group, in microplate reader Background group absorbance is determined under 400nm（A values）.Then 10 μ L 1.62U/mL alpha-glucosaccharase enzymatic solution are added（PBS is molten Solution）, it is placed in constant incubator, the constant-temperature incubation 30min at 37 DEG C, determination test group absorbance（A values）.Suppression ratio（%）With Below equation is calculated：
Suppression ratio（%）= (ΔAIt is blank-ΔASample)/ΔAIt is blank×100%
ΔAIt is blankFor A values-background A value after the reaction of blank group enzyme-to-substrate；
ΔASampleFor A values-background A value after the reaction of sample sets enzyme-to-substrate.
Compound 1-4 is as follows to the inhibitory activity result of alpha-glucosidase（Table 1）：
Inhibitory activity of the 1 compound 1-4 of table to alpha-glucosidase
Compound IC50(mM)
1 3.04± 0.25
2 0.49± 0.034
3 4.13± 0.023
4 0.07± 0.0031
Acarbose 61.57±1.40
As it can be seen from table 1 the compound 1-4 that embodiment 1-3 is extracted is better than the positive to the inhibitory activity of alpha-glucosidase The activity of comparison medicine Acarbose, the activity of wherein compound 4 are most strong, are much better than the activity of positive control drug Acarbose.
Ultimate principle, principal character and the advantage of the present invention is embodiment above describes, the technical staff of the industry should Understand, the present invention is not restricted to the described embodiments, the original for simply illustrating the present invention described in above-described embodiment and description Reason, under the scope without departing from the principle of the invention, the present invention also has various changes and modifications, and these changes and improvements each fall within In the scope of protection of the invention.

Claims (5)

1. the extracting method of Rhizoma Dioscoreae aerial partss phenanthrene class compound, it is characterised in that concretely comprise the following steps：
（1）After the Rhizoma Dioscoreae aerial partss for drying in the shade are crushed, with the ethanol percolate extraction that volume fraction is 90%-95%, united extraction Liquid, is concentrated under reduced pressure to give Rhizoma Dioscoreae aerial partss ethanol extraction, then the ethanol extraction is suspended in distilled water, use stone successively Oily ether and ethyl acetate extraction, collect acetic acid ethyl acetate extract and are concentrated under reduced pressure to give acetic acid ethyl ester extract, by ethyl acetate Extract Jing macroporous adsorbent resin column chromatographies, successively with the ethanol that volume fraction is 60%, the ethanol that volume fraction is 80% and body Fraction is 95% ethanol elution, the ethanol elution that collected volume fraction is 80% ethanol elution and volume fraction is 95% Liquid is concentrated under reduced pressure to give 80% ethanol elution product and 95% ethanol elution product respectively；
（2）By 80% ethanol elution product Jing normal pressure silica gel columns chromatograph, with petroleum ether-acetone solvent system volume ratio be 5:1- 1:In the range of 1 and methylene chloride-methanol solvent system volume ratio be 2:1-1:Gradient elution in the range of 1, Jing TLC identifications Merge same composition and obtain initial target component, initial target component Jing normal pressure silica gel column is chromatographed, it is molten with dichloromethane-acetone Agent system is 50 in volume ratio:1-10:In the range of 1, gradient elution respectively obtains compound 1, compound 4 and intermediate objective group Point, then intermediate objective component is recrystallized to give into compound 2, the structural formula of wherein compound 1 is, The structural formula of compound 2 is, the structural formula of compound 4 is；
（3）By 95% ethanol elution product Jing normal pressure silica gel columns chromatograph, with petroleum ether-acetone solvent system volume ratio be 5:1- 1:In the range of 1 and methylene chloride-methanol solvent system volume ratio be 2:1-1:Gradient elution in the range of 1, Jing TLC identifications Merge same composition and obtain initial target component, initial target component Jing normal pressure silica gel column is chromatographed, it is molten with dichloromethane-acetone Agent system is 100 in volume ratio:0-20:Gradient elution in the range of 1, Jing TLC identifications merge same composition and obtain intermediate objective Component, intermediate objective component Jing dextran gel column chromatography and half preparation HPLC purification obtain compound 3, the knot of the compound 3 Structure formula is, the wherein eluent of dextran gel column chromatography is methanol, and half prepares HPLC Mobile phase be volume ratio 75:25 methanol-water mixed solution.
2. the extracting method of Rhizoma Dioscoreae aerial partss according to claim 1 phenanthrene class compound, it is characterised in that：Described is big Macroporous adsorbent resin be Diaion HP-20 type macroporous adsorbent resins, polydextran gel be Sephadex LH-20 types glucosan coagulate Glue.
3. the Rhizoma Dioscoreae aerial partss phenanthrene class compound that the method described in claim 1 or 2 is extracted is preparing hypoglycemic drug or guarantor Application in strong product.
4. the Rhizoma Dioscoreae aerial partss phenanthrene class compound that the method described in claim 1 or 2 is extracted is preparing alpha-glucosidase suppression Application in preparation class medicine or health product.
5. the compound 4 that the method described in claim 1 or 2 is extracted is preparing alpha-glucosidase inhibitor medicine or health care Application in product.
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CN108440258A (en) * 2018-04-10 2018-08-24 南阳师范学院 The extracting method and its medical application of new luxuriant and rich with fragrance class compound in ground slightly melon
CN110742271A (en) * 2019-10-30 2020-02-04 广东省农业科学院蚕业与农产品加工研究所 Application of yam active component as gastrointestinal mucosa injury improver and application thereof

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CN104292081A (en) * 2014-03-07 2015-01-21 河南大学 Method for extracting batatasin from plant Chinese yam

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108440258A (en) * 2018-04-10 2018-08-24 南阳师范学院 The extracting method and its medical application of new luxuriant and rich with fragrance class compound in ground slightly melon
CN108440258B (en) * 2018-04-10 2019-10-15 南阳师范学院 The extracting method and its medical application of ground slightly melon China and Philippines class compound
CN110742271A (en) * 2019-10-30 2020-02-04 广东省农业科学院蚕业与农产品加工研究所 Application of yam active component as gastrointestinal mucosa injury improver and application thereof
CN110742271B (en) * 2019-10-30 2022-06-14 广东省农业科学院蚕业与农产品加工研究所 Application of yam active component in preparation of intestinal mucosa injury improver and application thereof

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