KR100765160B1 - Mojabanchromanol which has anti-oxidizntion refined sargassum siliquastrum - Google Patents

Abstract

A novel substance mojabanchromanol which has anti-oxidization and is refined from Sargassum siliquastrum is provided to supply a new anti-oxidant being isolated from seaweeds and having low metal sequestration and high removal capacity of TBARS(thiobarbituric acid reactive substance) and DPPH(1,1-diphenyl-2-picrylhydrazyl) similar to BHT(butylated hydroxytoluene). A novel anti-oxidative substance mojaban chromanol is obtained from the ethanol extract of Sargassum siliquastrum and has the molecular formula of C27H36O4, the structural formula having seven double bonds(C=C), a carboxyl group and two ring structures, and molecular weight of 424,263 dalton, wherein the structural formula is determined by performing silica gel chromatography, HPLC(high performance liquid chromatography), EI(electron ionization)-Mass and NMR(nuclear magnetic resonance) of Sargassum siliquastrum ethanol extract.

Description

Mojabanchromanol which has anti-oxidizntion refined Sargassum siliquastrum

1 is a HPLC chromatogram of pretzel hat ethyl acetate fraction.

FIG. 2 is a EI-Mass spectrum result diagram of fraction 2

 (A) Low resolution (B) High resolution

3 shows the molecular structure of Mojabanchromanol.

Figure 4 shows the etch1-etch1 cosi and etch MBC data of Mabban chromanol

(Key ¹ H- ¹ H COSY and HMBC data of Mojabanchromanol)

The present invention is a pretzel hat ( Sargassum) The present invention relates to a mojabanchromanol having an antioxidant activity purified from siliquastrum ), and more specifically, to extract and purify the pretzel of the algae belonging to the brown algae among algae, to separate and purify the main component exhibiting antioxidant activity. In order to determine the structure, silica gel chromatography (HPLC), HPLC, EI-Mass, and NMR were performed. The ethanol extracts of the pre-exhaust mother-in-law were the best anti-oxidant effect of ethyl acetate fraction in silica gel chromatography fraction, which was 84.9 ± 1.2% even at the concentration of 0.5 mg / mL. Three fractions were separated by HPLC, and TBARS was measured. As a result, the antioxidant activity of fraction 2 was the highest, which was 84.08% at the concentration of 0.5 mg / mL. Fraction 2 was identified as a kind of chromene by EI-Mass and NMR, and its properties were low in the metal blocking ability, but the TBARS and DPPH scavenging ability were similar to or higher than those of BHT. Mojabanchromanol is an anti-capvanchromanol with antioxidant properties characterized by isolated loads.

In general, free radicals tend to be unstable and lose electrons or to get more electrons from the surroundings and make them more stable. At this time, since electrons are easily generated from surrounding compounds, high reactivity is exhibited. Various free radicals in vivo attack various biomolecules and cause DNA modification by altering normal function or property of DNA replication or transcription (Brawn, et al., 1981), or by permeation of membrane metabolites and ion transport by oxidation of proteins. The function of the same enzyme is lost (Misra, 1974) and the permeation of polyunsaturated fatty acid lipids and cholesterol changes membrane permeability (Halliwell, et al., 1984). By virtue of toxicity in these cells, various diseases such as cancer (Bomzon et. Al., 2001), brain diseases such as stroke, Parkinson's disease, cardiovascular diseases such as arteriosclerosis and heart disease and skin diseases and aging (Yagi) , 1987), directly or indirectly, adversely affecting the living body. In addition, when lipids in foods are oxidized during processing and storage, odor occurs, discoloration or coloration, changes in physical properties, and palatability decreases, and nutritional value decreases due to rapid destruction of essential fatty acids, proteins, vitamins A, D, and E (Park, et al., 1994) Some of the various carboxyl compounds formed as a result of the continuous oxidation and destruction of peroxides have pronounced toxicity (Kaunitz, et al., 1956).

Antioxidants are added to defend against the intake of antioxidants from the outside. Antioxidants are free radical scavengers that give their hydrogen or electrons to inhibit the production of free radicals or to stop a series of chain reactions. Remove free radicals. In addition, peroxide decomposition inhibits lipid peroxidation and inhibits oxidation by blocking metal ions. Synthetic antioxidants with excellent antioxidant power are used, such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), and tertiary butylhydropuinone (TBHQ). , et. al., 1983) .Health problems such as hepatomegaly, increased hepatic microsomal enzyme activity and causing pathological damage to lung, kidney and organ tissues (Branen, 1975) It became. Increasing consciousness about safety and desire for health of the modern people and the continuous consumption of foods that contain a lot of natural antioxidants have been proved to be effective, raising interest in natural antioxidants. Many natural antioxidants have been discovered by continuous research such as searching for antioxidant effects on natural plants. Tocophenols, flavono derivatives, sesamol, gossypol, hydrolysates of proteins and some spices are currently used as natural antioxidants. Isoflavones, phenolic acids, Antioxidants such as tocopherol, phytic acid, saponin, trypsin inhibitors, amino acids and peptides have been identified (Hayes et. Al., 1977), and chlorogenic acid and 1,4 -di-Ο-caffcoylquinic acid was isolated and confirmed its antioxidant effect (Kim et. al., 2005). In particular, herbal medicines are well known scientifically for their problems with their composition and use, and some basic clinical studies have been conducted (Lee and Shibamoto, 2002; Ameen et.al., 2003; Halvorsen et.al., 2002). The search for antioxidant effects and the separation of substances are insufficient.

Seaweed stimulates appetite, but is not absorbed and digested, attracting attention as a diet food. It also supplies the necessary salts in the form of organics and a large amount of vitamins and trace elements (dissolution botany, 1974). Asians are widely used for food, but Europeans are mainly used for livestock feed, and are also used for medicinal purposes. Maternal and kelp have been used to treat endocrine diseases, and Irish moss has been used to treat chronic lung disease infections (Chapman). , 1950; Chase, 1941).

Prehistoric Mazaban is a type of brown algae that is distributed in Jumunjin, Sokcho, Busan Geoje, Wando, and Jeju Island in Korea. It is not edible but used as feed. The antioxidant effects of pretzel nitrate have been reported by Lee et al. (2002), and studies have been conducted to separate bromophenols and chromenes from pretzel antelope (Chung et al., 2003, Jang et al. , 2005).

This study was carried out to determine the antioxidant mechanism and its structure by separating and purifying the antioxidant component of ethanol extracts of the pretzel of Maban.

Therefore, an object of the present invention is to devise to improve the various problems as described above, in the present invention, by extracting and purifying pretzel caps belonging to brown algae among seaweeds to isolate and purify the main component showing the antioxidant capacity, its structure Silica gel chromatography, HPLC, EI-Mass, and NMR were performed to determine the anti-oxidation effect. The antioxidant effect of ethyl acetate fraction in the silica gel chromatography fraction of the ethanol extract of the prev Was the highest at 84.9 ± 1.2% even at 0.5 mg / mL. The ethyl acetate fractions were separated by HPLC, and three fractions were taken. TBARS was measured. As a result, the antioxidant activity of fraction 2 was the highest, which was 84.08% at a concentration of 0.5 mg / mL. Fraction 2 was identified as a kind of chromene by EI-Mass and NMR, and its properties were low in the metal blocking ability, but the TBARS and DPPH scavenging ability were similar to or higher than those of BHT. Mojabanchromanol was characterized by its separation and its structure was analyzed by NMR analysis, and its purpose was to provide a strong antioxidant effect in TBARS experiments.

Referring to the configuration of the present invention through the embodiment as follows.

Hereinafter, with reference to the accompanying drawings, the present invention will be described in detail with respect to mojabanchromanol (Mojabanchromanol) having an antioxidant capacity purified from the pretzel cap half.

[ Example  1] Collecting materials and preparing reagents

The pre-exhaust mozaban used in the experiment was collected from offshore Busan, and the collected fronds were removed from adherent organisms, washed with clean fresh water, completely dried at room temperature, and then crushed and stored frozen at -70 ° C. Reagents used include DPPH, 1,1-diphenyl-2-picrylhydrazyl, TBA, 2-thiobarbituric acid, TCA, trichloroacetic acid, and BHT, dibutyl. hydroxy toluene, potassium ferricyanide, tween-20, iron (II) chloride, iron (III chloride), pyridyldiphenyltriazine (3) -(2-pyridyl) -5,6-diphenyl-1,2,4-triazine-4 '), 4 "-disulfonic acid sodium salt (ferrozine), trifluoroacetic acid (trifluoroacetic) acid (TFA)), tocopherol ((±) -α-tocopherol), etc., were used as a special reagent from Sigma (USA). Etchiel C (methanol) and n-hexane (n-hexane) using TEDIA's special reagent, chloroform, ethyl acetate, ethylenediamine tetra-acetic acid (EDTA) and ascorbic acid L (+)-(ascorbic acid) were made from Japan.

[ Example  2] Preparation of Solvent Extract

In the method of producing a pretzel cap extract, washing and drying the pretzel cap plate as a raw material, crushing step (10) of the pretzel cap plate to be pulverized, and 10 times hexane (n-haxane), Chloroform, ethanol, and distilled water are used as solvents, and each of them is added in an amount of 10 times, each of which is an extraction step 20 of shaking extraction at room temperature for 24 hours, and the extract is centrifuged at 3,000 rpm for 10 minutes. Centrifugation step (30) to take the supernatant, and after the centrifugation, the residue is vacated twice in the same manner as the extraction step (20) and centrifugation step (30) and extracted and centrifuged to take the supernatant Extraction and centrifugation step (40), the supernatant taken in the centrifugation step (30) and the filtration step (50) for filtering the supernatant taken in the re-extraction and centrifugation step (40) with a filter paper, and after the filtration step Rotate, filtrate And using both axial and concentration step 60 is concentrated by a factor of 10, and store it in a twist Sargassum extract was concentrated in the concentration step 60 Full cure at 37 ℃ was used as a sample.

[ Example  3] Antioxidant  Measure

One) Thiobarbituric acid  Reactant ( Thiobarbituric acid reactive substances ( TBARS ) Measure

Thiobarbituric acid reactive substances (TBARS) was measured in the amount of malondialdehyde (MDA) according to the method of Buege and Aust (1978).

The oil emulsion was stirred by adding 50 μL of tween-20 and 0.25 mL of tuna eye oil to 8 mL of 1 M phosphate buffer (pH 6.5). Three pieces of potassium hydroxide (KOH) were added and stirred to completely dissolve the solution. Then, 1: 1 hydrochloric acid (HCl) was added thereto to adjust the pH to 6.5. Oil emulsion was used just before use. To 0.5 mL of oil emulsion, 0.1 mL of sample, 0.1 mL of 0.05 M iron chloride (FeCl ₂ ) solution, and 0.3 mL of distilled water were added and reacted in a 37 ° C. water bath for 1 hour. To the reaction mixture was added 50 μL of 7.2% dibutyl hydroxy toluene (BHT) to stop the reaction, and 2 mL of TBA / TCA solution was added and heated in boiling water for 15 minutes. After cooling with cold water, centrifuge at 10 rpm for 10 minutes with a centrifuge (UNION 32R, Hanil Co., Korea) to supernatant the UV / visible spectrophotometer (GENESYS 10 UV, Rochester NY., USA). Absorbance at 531 nm was measured. The control was measured in the same way by adding distilled water instead of the sample, and the blank test was measured in the same way without adding an oil emulsion in order to correct the absorption by the pigments of the premature exhaust panel. Antioxidant activity was shown by ((absorbance of 1-sample addition / absorbance of no addition)) * 100.

2) electronic Donation ability

The DPPH radical scavenging effect was measured by modifying the method of Blois (1958). A sample and 0.2 mM DPPH solution were added 1: 1, stirred (vortex), left at room temperature for 30 minutes, and then 1 mL was taken to provide a UV / visible spectrophotometer (GENESYS 10 UV, Rochester NY., USA)] was measured for absorbance at 517 nm The control was measured in the same way by adding distilled water instead of the sample, and the blank test was performed in the same way without adding an oil emulsion in order to compensate for the absorption by the pigments of the premature exhaust plate. The electron donating ability was expressed as (absorbance of 1-sample addition sphere / absorbance of no addition sphere) × 100.

3) metal Containment

Metal containment was measured according to the method of Shimada (1992). 0.3 mL of distilled water was added to 1 mL of the sample, 0.1 mL of 2 mM iron (II) chloride solution and 0.2 mL of 5 mM ferrozine solution were added thereto, and the resultant was reacted at room temperature for 20 minutes, and the absorbance was measured at 562 nm. . The control was measured in the same way by adding distilled water instead of the sample, and the blank test was measured in the same way without adding an oil emulsion in order to correct the absorption by the pigments of the premature exhaust panel. The metal blocking force was represented by (absorbance of 1-sample addition / absorption of no addition) x 100.

4) reducing power

Reducing power was measured by slightly modifying the method of Oyaizu (1986). To 0.5 mL of the sample, add 2.5 mL of 200 mM sodium phosphate buffer (pH6.6) and 2.5 mL of 1% potassium ferricyanide solution, mix well, and then mix in a 50 ° C. water bath. 2.5 mL of 10% TCA solution was added to the reaction mixture and centrifuged at 3000 rpm for 10 minutes, and 2 mL of supernatant was diluted with 2 mL of distilled water and 0.1% iron (III). chloride) 0.4 mL of the solution was added and mixed, and the absorbance was measured at 700 nm.

[ Example  4] Isolation and Purification of Antioxidants

1) silica gel column chromatography Silica gel adsorption column  fractions of extracts by chromatography

 The pre-exhaust mosaic ethanol extract was first purified by silica gel column chromatography. Activated silica gel (230-400 mes, Merck Co., Germany) was made with hexane (n-hexane) to make a slurry in a glass column [glass column (50 × 65 mm, 120 mL)] 3 times Was washed with hexane (n-hexane) and pre-exhaust ethanol extract was diluted with methanol to load 3 mL of n-hexane, chloroform, ethyl acetate, and ethanol. Methanol was added in 360 mL portions to increase the polarity, and the separated fractions were concentrated under reduced pressure and completely dried at 37 ° C.

2) HPLC  analysis

Fractions of ethyl acetate fractions were used for the waters system. The sample was dried by diluting the pre-exhaust ethanol extract ethyl acetate fraction with methanol for HPLC and filtering with a 0.5 μm membrane filter (Advantec MFS, Inc., Japan). Analytical conditions for the column is microBondapak C ₁₈ 125 μm 10 μm (Waters Ltd., Ireland) was used, and the mobile phase was etchiel C (for HPLC) methanol-0.1% TFA (TFA) with a flow rate of 0.5 mL / min. The detector was measured with Linear UVIS 204 at 248 nm, the highest absorption wavelength.

3) this child -Scalpel ( EI ( Electron Impact )- Mass ) Measure

Peak 2 was completely dried, dissolved in methanol, and identified by EI-Mass (JMS 700, JEOL Co., Japan) analysis. High resolution and low resolution were measured by direct inject prove (DIP) method. The analytical conditions were ion source temperature of 280 ° C. and ionizing voltage of 70 eV.

4) NMR  Measure

To confirm the structure of Peak 2, the sample was dissolved in deuterated solvent (CD ₃ OD) and a fourier transform nuclear magnetic resonance spectrometer (JNM-ECP 400, JEOL Co., Japan) was used. the CN emal ^{(13 C-NMR (100MHz)} ), the Chien emal ^{(1 H-NMR (400MHz)} ), diimide repetition (DEPT (distortionless enhanced by polarisation transfer )), Cauchy (COSY (correlation spectoscopy)), etch embissi (HMBC) and HMQC were measured.

When the results are described with reference to the drawings through the embodiments as described above are as follows.

[Experiment result]

1. Silica gel column chromatography ( Silica gel column chromatography Separated by) Fraction  Antioxidative effect

The pre-exhaust mop ethanol extract was separated by silica gel column chromatography. N-hexane, n-hexane, chloroform, ethyl acetate, ethanol, ethanol, methanol ethyl acetate, ethanol , Methanol (methanol) was selected to increase the polarity was separated, Table 1 shows the extraction yield for each solvent pretzel hatch,

As a result, there was no fraction separated by hexane, the chloroform fraction was the best yield with 37.8%, and ethyl acetate was 31.5%.

Table 2 shows the comparison of antioxidant levels (%) by solvent of pretzel hat, and concentrated fractions of the separated fractions were diluted to 5.0, 1.0, and 0.5 mg / mL concentrations to inhibit TBARS production. As measured,

According to the results of comparing the antioxidant degree (%) by solvent, the effect was higher in the order of ethyl acetate> chloroform> ethanol> methanol at the concentration of 0.5 mg / mL, and ethyl acetate fraction was 84.86%. It showed a higher effect than the ethanol extract of 87.9% showed a high effect similar to the BHT showed an effect (Table 4).

2. HPLC Antioxidant Effect of Fractions Isolated by

After silica gel column chromatography, an ethyl acetate fraction having the best antioxidant activity was separated on a HPLC using μBondapak C ₁₈ reverse-phase column.

Table 3 shows the antioxidation degree (%) of the ethyl acetate fraction of pretzel, and the mobile phase was separated by methanol-0.1% TFA to obtain three representative fractions, and each fraction was fractionated. It was completely dried and dissolved in methanol to measure the antioxidant effect of TBARS production inhibitory effect.

As shown in Table 3, as a result of measuring the antioxidant effect on each fraction, the three fractions were 86.69 ± 0.3 at 83.47 ± 2.0%, 84.39 ± 1.6%, and 81.72 ± 0.9%, respectively, at concentrations of 1 mg / mL. The ethyl acetate fraction showed a similar effect as%. In particular, fraction 2 maintains an effect of 84.08 ± 2.7% even at 0.5 mg / mL, and the antioxidants of pretzel ethanol extract are present in all fractions, but the main antioxidants are present in fraction 2.

3. EI - Mass ( Electron Impact Identification of substances by)

Figure 2 shows the EI-Mass spectrum results of the fraction 2 (EI-Mass spectrum), the molecular weight was confirmed by EI-Mass to determine the components of the fraction 2. As a result of EI-Mass analysis, fraction 2 was a single component, and the low and high resolutions were measured, and the molecular weight of this material was 424.263 MW.

4. To NMR  Structure analysis

The substance was separated in the form of oil, and its molecular weight was 424.263 through a high performance mass spectrometer and its molecular formula was C ₂₇ H ₃₆ O ₄ . Confirmed. Figure 3 shows the molecular structure (Mojabanchromanol) of mobban chromanol, confirmed the 10 double bonds through the molecular formula, this is a seven C = C double bond (C-3 / C-4, C-4a / C -5, C-6 / C-7, C-8 / C-8a, C-3´ / C-15´, C-6´ / C-7´ and C-10´ / C-11´) One carboxyl group (d _C 171.6; C-14´)] and has two ring structures (Fig. 3).

The structure of the material was determined by ¹ H, ¹³ C, ¹ H- ¹ H COSY, HMBC, and HMQC NMR analysis using CD ₃ OD as an analytical solvent (FIG. 4).

4 were determined for the four partial structure via a shows an etch-1-etch and etch embissi 1 Cauchy data (Key ¹ H- ¹ H and COSY of HMBC data Mojabanchromanol) of Sargassum chroma play, COSY and HMBC analysis part The connection of the structures determined the structure of the material. The first partial structure starts with methyl hydrogen (H-18´), which is linked to C-8a, C-8 and C-7 via HMBC correlations. Two methine hydrogens (H-7 and H-5) represent quaternaty carbon (C-6) and HMBC correlations, and hydrogen H-5 at 6.13 ppm via HMBC correlation Connected with C-4a. Methane proton (H-5) extends to C-4 through HMBC correlation and H-4 hydrogen is connected to H-3 through COSY correlation and this hydrogen (H-3) ) Is linked to oxygenated quaternary carbon (C-2) and methyl carbon (C-17 ') via HMBC correlations. These results show the partial structure of dimethyl-chromen. The H-17 'of the first substructure is connected to C-1' of the second substructure through the HMBC correlation. The starting point of the second structure, methylene hydrogen (H-1 ') is connected to C-2' and C-3 'through HMBC correlations, and H-3' is linked to C-5 through HMBC correlations. Connected with 'and C-6'. This determined a partial structure consisting of five carbons. The third substructure consists of two methylene carbons (C-4´ and C-5´), one methine (C-6´) and two quaternary carbons (C-7´ and C-14´). It consists of. H-4´ is connected to C-5´ and C-6´ via HMBC correlation, and hydrogen at 2.42 ppm (H-5´) is connected to H-6´ by COSY correlation. Hydrogen (H-6´) is linked to C-7 'and C-14' by HMBC correlations. C-14 'is a carbon chemical shift (d _C 171.6 ppm) to oxygenated carbon. H-4´ at the left end of the third substructure is linked to C-3´ through HMBC correlation, and C-7´ at the right end is connected to H-8´ on the fourth substructure through HMBC correlation. The fourth structure starts with methylene hydrogen (H-8´), which is linked to H-9´ through COSY correlations, and H-9´ is linked to methine carbon (C-10´) and quaternary carbon (H-10C) through HMBC correlation. C-11´). H-10´ linked to C-10´ shows the HMBC correlation with quaternary carbon (C-11´) and two methyl carbons (C-12´ and C-13´). This result determined the fourth partial structure of six carbons. The structure was determined through the above analysis result (FIG. 3).

5. Antioxidant Effect

 To determine the components and antioxidant mechanisms of Mojabanchromanol, DPPH radical scavenging ability, metal blockade, and reducing power were measured by diluting with methanol at a concentration of 0.5 mg / mL.

TBARS and DPPH radical scavenging activity were 84.08% and 96.07%, respectively, which were similar to or higher than those of BHT, α-tocopherol and ascorbic acid used as controls. Reducing power showed about 20% of reducing power of ascorbic acid slightly higher than that of non-separated ethanol extract.

Mojabanchromanol acts as a free radical and acts as a donor of hydrogen or electrons to stabilize it as a non-radical compound, ending the oxidation chain reaction and acting as a radical scavenger that suppresses rancidity. Lim (2006) reported the antioxidant effect of the premature M. alban methanol extract, which is a nonpolar chain—an antioxidant group in which the hydroxyl group and the aromatic ring of the antioxidant components of the M. al. Mori (2006) reported Sargassum. is reacted with e (radical) in the phenol halves (phenol moiety) of a croissant Min origin (chromene derivative) separated from the micracanthumchromenes) conversion to a stable phenol e (stable phenoxyl radical) are shown to be consistent with the report it indicates the antioxidant effect It was.

According to the above results, the preparative ethanol extract ethanol extract using silica gel column chromatography, the fraction of chloroform (37.8%) was the best yield (Table 1),

The TBARS of each fraction was found to be as high as BHT, with ethyl acetate fraction being 84.86% and 87.9% at 0.5 mg / mL (Table 4). .

The ethyl acetate fraction, which has the best antioxidant activity, was separated by μBondapak C ₁₈ reverse-phase column on HPLC to obtain three representative fractions. TBARS of each fraction was determined to be 84.08 ± even at 0.5 mg / mL. A high effect of 2.7% was shown (Table 3).

The main antioxidants in the ethanol extracts of M. japonica were found to be present in fraction 2, and the structure of fraction 2 was analyzed by EI-Mass and NMR. As a result, fraction 2 had a molecular weight of 424.263 MV. Mojabanchromanol) has been identified as a kind of chromene. DPPH radical scavenging activity, metal blocking power, and reducing power were measured to investigate the antioxidant mechanism of Mojabanchromanol. The DPPH radical scavenging activity was 96.07%, but the metal blocking power was 1.12%. Reducing power showed an effect of about 20% of ascorbic acid (Table 4). It was found to act as a radical scavenger which inhibits rancidity by terminating the oxidative chain reaction by acting as a free radical, a hydrogen or electron donor, making it stable as a non-radical compound.

As described above, although the present invention has been described with reference to the above embodiments, it is not necessarily limited thereto, and various modifications may be made without departing from the scope and spirit of the present invention.

As described above, the present invention is to determine the structure of the main component showing the antioxidant activity by extracting and purifying the pretzel of the algae belonging to the brown algae of the algae 꽈 ethanol extract of the exhausted cap ethanol in silica gel chromatography fraction ethyl acetate (ethyl acetate) fraction, and the ethyl acetate fraction was separated by HPLC, and three fractions were taken to measure TBARS. As a result, antioxidant fraction of fraction 2 was obtained, and fraction 2 was purified by EI-Mass and NMR. It was confirmed that it is a kind of chromene, and its properties are characterized by the separation of new substance Mojabanchromanol from brown algae pretzel hatban, which has low metal blocking ability but similar or high TBARS and DPPH scavenging ability. It has a strong antioxidant effect.

Claims (3)

Pretzel mop ethanol extract has a molecular weight of 424.263 mozaban chromanol (Mojabanchromanol) having a molecular formula of C ₂₇ H ₃₆ O ₄ Mopban mop ethanol extract mopban chromanol. According to claim 1, Mojabanchromanol (Mojabanchromanol),

Seven C = C double bonds (C-3 / C-4, C-4a / C-5, C-6 / C-7, C-8 / C-8a, C-3´ / C-15´, C-6´ / C-7´ and C-10´ / C-11´) and one carboxyl group (d _C 171.6; C-14´)], mozaban chromanol of pretzel mozaban ethanol extract, characterized in that it is formed into two ring structures. According to claim 1, Mojabanchromanol (Mojabanchromanol) is characterized in that the antioxidant capacity of the pretzel Hatan ethanol extract of mobanban chromanol.

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