JPS6183130A - Polysaccharide, its separation and use - Google Patents

Abstract

PURPOSE:To separate novel 6 kinds of polysaccharides having hypoglycemic and antiarteriosclerotic activities, by extracting the stalk of a gramineous plant such as maize, separating a saccharane mixture e.g. by dialysis, and fractionating the mixture. CONSTITUTION:The stalk of maize or its relative plant belonging to gramineous family is squeezed or extracted with water and/or an aqueous solvent (e.g. acetone) to obtain juice or extract, or the black molasses of the plant is subjected to dialysis or ultrafiltration to obtain a saccharane mixture, which is subjected to the fractionaltion treatment to obtain the 6 kinds of novel polysaccharides having the following molecular weight. saccharane A, 9.6X10<5>: saccharane B, >=1.0X10<7>: saccharane C, 2.3X10<6>: saccharane D, 2.6X10<3>: saccharane E, 3.8X10<4>: and saccharane F, 2.3X10<3>. The novel polysaccharides have hypoglycemic and antiarteriosclerotic activities. Dose: 50-500mg of the saccharanes daily as a drug composition.

Description

DETAILED DESCRIPTION OF THE INVENTION Technical Field This invention relates to novel polysaccharides, particularly polysaccharides named saccharans A, B, C, C, E and F isolated from corn cane and their molasses, and their isolation. Regarding law and use.

(Prior art) Sugarcane (Saccharum officinarum 5) belonging to the Gramineae family (Graa+1neae)
Sweetness obtained from the juice of omofficinarum l1nne).

It has been used in Chinese medicine since ancient times as it is said to be effective against thirst. This suggests that ganja has a hypoglycemic effect. Corn cane is an important raw material plant for sugar.
Excessive use of white sugar has harmful effects such as acceleration of arteriosclerosis, but it has been said that unrefined white sugar can prevent these harmful effects. For this reason, it is thought that brown sugar also contains ganja ingredients. However, nothing is known about the hypoglycemic and anti-arteriosclerotic substances in this licorice.

(Objective of the Invention) The object of the present invention is to discover a component contained in corn that has a hypoglycemic effect. Another object of the invention is to
The object of the present invention is to provide a method for isolating the component. Yet another object of the present invention is to provide a pharmaceutical composition containing said ingredient as an active ingredient.

(Structure of the Invention) As a result of repeated research based on the knowledge that medicinal ingredients are contained in the water-soluble fraction of sugarcane, the inventors discovered a group of novel multi-W compounds. The multi-t and e groups of the present invention are saccharane A which has hypoglycemic and anti-arteriosclerotic effects and has primary physicochemical properties.

It is at least one selected from the group consisting of Saccharan B, S.7-caran C, Saccharan D2, Saccharan E, and Saccharan F, thereby achieving the above object. The method for isolating multi-W compounds of the present invention involves squeezing the stems of cane belonging to the Poaceae family or its related plants, or adding the stems of cane or its related plants belonging to the Poaceae family or their dried products to water and/or an aqueous solvent. A step of obtaining a saccharan mixture by subjecting the extract extracted from or the molasses of Cane or its related plants belonging to the Poaceae family to dialysis or ultrafiltration;
and a step of subjecting the saccharan mixture to a fractionation treatment to isolate saccharan A, saccharan B, saccharan C, saccharan C, saccharan E and saccharan F having the following physicochemical properties, respectively; The above objective is achieved. Furthermore, the pharmaceutical composition of the present invention has the following physicochemical properties: saccharan A, saccharan B;
, saccharan C, saccharan C, saccharan E, and saccharan F as an active ingredient. is achieved: ■ Saccharane A Molecular weight (gel filtration method): 9.6X10' Specific optical rotation: [α]. +178° (c O, 324, water) Infrared absorption spectrum (Br) νmmx (Rho')
:3273.1628.10111) (nuclear magnetic resonance δ
: 4.84 (wide signal) 5.20 (wide) 13G nuclear magnetic resonance δ: 65.8.69.7.70.4° 71.6.73.6.97.9° Elemental analysis value ( %): C, 41,83; H, 6,0
5; N, o, o.

Glass fiber filter paper electrophoretic mobility: 20.0 cm (glucose 14.5 cm) Ion exchange gel filtration carrier chromatography elution time 28.7
Time (blank below) ■Saccharane B Molecular weight (gel filtration method): >1.0X10' specific optical rotation: [α]. +105° (c O, 439, water) Infrared absorption spectrum (KBr) ν□8 (cm-')
: 3267, 1619.1012'H nuclear magnetic resonance δ
24.88 (broad signal) 5.21 (broad signal) ``c nuclear magnetic resonance δ: 65.8.69.7.70.3゜7
1.6.73.6.97.9゜Elemental analysis value (%): C, 33,37; H, 4,2
6; N, 0.00 Glass fiber-filter paper electrophoretic mobility: 15.8 cm (glucose 14.5 cm) Elution time of ion exchange gel filtration carrier chromatography Near, 8
Time ■Saccharan C Molecular weight (gel filtration method): 2.3X10" Specific rotation: [α]. +156° (c O, 462, water) Infrared absorption spectrum (KBr) ν□8 (cm-')
:3238.1(i24.1010IH nuclear magnetic resonance δ
:4.68 (wide signal) 4.88 (wide) 5.21 (wide) IfC nuclear magnetic resonance δ: 59.5.60.6.65.8
゜69.7.70.3.71.6゜? 3.7.97.9 Elemental analysis value (%): C, 39,96; H, 6,2
5, N, 0.39 Glass fiber-filter paper electrophoretic mobility: 15.8 cm (glucose 14.5 C!l) Ion exchange gel filtration carrier chromatography elution time near,
8 hours ■ Saccharane D Molecular weight (gel filtration method): 2.6X103 Specific optical rotation; [α]. +104' (c O, 306, water) Infrared absorption spectrum (KBr) ν□8 (c-li)
:3237.1591.10101) (nuclear magnetic resonance δ:
1.23 (d, J71(Z) 4.89 (broad signal) 5.24 (broad) 1'C nuclear magnetic resonance δ: 20.3.60.2.60.6
゜65.8.69.7.70.3゜71.6.72.0.73.3゜73.6.74.2.76.1゜80.4.92.3.96.2゜97 .9 Elemental analysis value (%): C, 41,41.

H, 6, 80, N, 152 Glass fiber filter paper electrophoretic mobility: 23.2 cm (glucose 14.5 cm)
t Elution time of ion-exchange gel filtration carrier chromatography = 2.3 hours ■Saccharan E Molecular weight (gel filtration method) Z 3.8X10' specific optical rotation;
[α], -15,3° (c 0.47L, water) Infrared absorption spectrum (KBr) ν. ,X (low')
:3283. 1619. 1031+H nuclear magnetic resonance δ: 1.24 (wide signal) 198 (wide) 5.06 (wide) I:IC nuclear magnetic resonance δ: 17.0.59.4-76.
7゜100.8.103.2.108.3゜219.6 Elemental analysis value (%): C, 39,10; H, 5,6
1, N, 1.35 Glass fiber filter paper electrophoretic mobility: 22.1 C11 (glucose 14.5 cm) ion exchange gel filtration carrier chromatography elution time: 9.8
Time ■Saccharan F Molecular weight (gel filtration method): 2.3X103 Specific rotation: [α]. +90.4° (c O, 43B, water) Infrared absorption spectrum (KBr) ν1ae (au-'
) s 32B0.1614.1116IH nuclear magnetic resonance δ +4.84 (broad signal) 5.19 (broad) +30 nuclear magnetic resonance δ: 59.4.60.5.65.5
゜69.5. 70.2. '71.5゜71.8.
73.0. 73.4°97.7 Elemental analysis value (%): C, 37,57; H, 5,7
2; N, 133 Glass fiber filter paper electrophoretic mobility: 20.2 CI11 (glucose 14.5011) Ion exchange gel filtration carrier chromatography elution time:
2.3 hours Polymer I of the present invention has the above-mentioned physicochemical properties.

This is a new compound that has not been described in the literature.

These saccharans are obtained by 1) a method of extraction, separation, and purification from corn cane or its dried product; a method of separation and purification from sugar cane juice or its tM condensed liquid, and molasses after crystallizing and removing sugar; etc. be able to.

Specifically, the saccharans of this invention can be converted to x3# by the following method.

First, raw material corne is defatted without being defatted or using a conventional fat-soluble organic solvent, and then extracted with water and/or an aqueous organic solvent. Although water is sufficient for extraction, an aqueous organic solvent may be used to prevent spoilage of the extract and to accelerate extraction. Alternatively, both may be extracted. Examples of aqueous organic solvents include lower alcohols such as methanol and ethanol.

A mixed solution of water and an aqueous organic solvent such as acetone, acetonitrile, dimethylformamide, and dimethylacetamide is used. The concentration varies depending on the type of raw material, but a low concentration of about 1% to about 60% is used. It is preferable to heat the extract during extraction or to crush the extracted material, the cane, as this will accelerate the extraction.

A saccharan mixture is obtained by subjecting the above extract, cane juice or blackstrap molasses to dialysis or ultrafiltration treatment.

When subjecting to dialysis or ultrafiltration, the above extract, squeezed juice, or blackstrap molasses may be used as is, or after the solvent has been distilled off, water or the above aqueous solution diluted with an appropriate amount of organic solvent may be used. good.

In addition, a water-soluble organic solvent such as methanol or ethanol is added to the above-mentioned extract, squeezed juice, or molasses to precipitate a precipitate containing the desired saccharane, and then the resulting precipitate is mixed with water or the above-mentioned molasses. It may be diluted by adding an appropriate amount of an aqueous organic solvent.

The saccharane mixture thus obtained usually contains saccharans A, B, C, C, E and F in a total amount of at least 60% or more. It is desirable that the saccharan content is 80% or more. Such saccharan mixtures can themselves be used as hypoglycemic agents and anti-arteriosclerotic agents. but.

Furthermore, this mixture may be subjected to the following fractionation treatment to isolate each saccharan component and use it as a hypoglycemic agent and an antiarteriosclerotic agent.

First, the above saccharan mixture is treated with an anion exchange resin 1 such as DEAE Sephadex, DEAE) Yopal (all trade names), and a fraction containing saccharane A, B, C and D and a fraction containing saccharane E and F are treated. fraction. The fractions containing saccharanes A, B, C and D thus obtained are then subjected to molecular weight fractionation. This molecular weight fractionation method includes Sepharose, Sephacryl, Sephadex,
Examples include a gel filtration method using agarose beads (all trade names) and the like; a method using an ultrafiltration membrane with a molecular fraction of 1,000 to 100,000. The fraction containing saccharans A, B, and C, which is further divided into a fraction containing purified saccharans A, B, and C and a fraction containing V-caran D by the molecular weight fractionation method, is further divided into a fraction containing purified saccharans A, B, and C. It is treated with an ion exchange resin and fractionated into a fraction containing saccharane A and a fraction containing saccharane B and C. The fraction containing Saccharan A is further purified using Sephacryl S-500 (trade name). Fractions containing Saccharan B and C are also isolated to Saccharan B and C using Sephacryl S-500.

The previously obtained fraction containing Su-7Calan D was treated with an anion exchange resin and further treated with Sephacryl S-200.
Saccharane D is obtained by purification with (trade name).

The fraction containing saccharane E and F is separated into a fraction containing saccharan E and a fraction containing saccharan F by a molecular weight fractionation method. The fraction containing saccharan E was treated with an anion exchange resin and purified with Sephacryl S-500 to obtain saccharan E, and the fraction containing saccharan F was purified with an anion exchange resin to obtain saccharan. F
get. As described above, the novel polysaccharide isolation method of the present invention is provided.

Saccharan A, which is a polysaccharide obtained as described above,
B, C, C, E, and F were found to have excellent hypoglycemic and arteriosclerosis-preventing effects, as shown in the experimental examples below, and almost no side effects were observed. Thus with this invention.

A pharmaceutical composition containing a polysaccharide that is at least one of Saccharane A, B, C, C, E, and F as an active ingredient and having hypoglycemic and arteriosclerotic effects is provided.

The dosage of this pharmaceutical composition varies depending on the medical condition, but when administered internally to adults, saccharanes (saccharans A, B,
1 as at least one of C, C, E and F)
The amount is 50 to 500 square meters per day, preferably 100 to 250 square meters per day. The desired efficacy can be achieved by administering this amount of saccharane in two to three doses. Such pharmaceutical compositions can be administered as oral medicines or injections. The dosage form of oral medicine is 1, for example, powder.

Tablets, emulsions, capsules, drugs, granules, including sublingual tablets,
Pharmaceutical compositions, including solutions (including liquid extracts, syrups, etc.), typically contain solid or liquid excipients in addition to the saccharans. As excipients, those known in the art are used.

It is desirable to formulate the formulation to contain the necessary amount of saccharane per dose. Excipients in powders and other powders for internal use include lactose, :R powder dextrin, calcium phosphate, synthetic and natural calcium carbonate aluminum silicate, magnesium oxide, dry aluminum hydroxide, magnesium stearate, sodium bicarbonate, dry Examples include yeast. In addition, transdermal absorbents prepared by adding conventional excipients are also included in the pharmaceutical composition of the present invention.

(Example) Next, an example of manufacturing according to the present invention will be described.

Castane M 0.5 kg of blackstrap molasses after crystallizing and removing sugar
Concentrate under reduced pressure until it weighs 1 kg, and transfer to a cellulose tube (Vi
Dialysis was carried out for 10 days using SKIN, 36/32).

This dialysis content 300g-t-DEAE-Toyopearl 6
Apply to a 50M column (2,2CIlφX50cm),
It was first eluted with water and then eluted with a 1 molar NaCl aqueous solution.

Another 0. Elution was performed with NaOH IN, 10 min each.
0g, 84g and 44g of solid were obtained.

The water eluted fraction and the NaCl eluted fraction were combined and transferred to a Sepharose 6B column (4, Ocmφ x 95cm, 0.0cm).
Fractionation using 1M NaC1) was carried out, and fraction S
-1 and fraction S-2 were obtained. DEAE this fraction S-1) Yopal force ram (2,20φX4
5 cm, 0 to IM NaCl) to obtain fraction S-3 and fraction S-4. Next, the S-3 fraction was applied to a Sephacryl 5-soo column (4,0C111φX95CIII, 0.1M
Tris-HCl buffer, pH 7,0,0,5M N
aC1) to obtain a white powder. When the physicochemical properties of this white powder were investigated, the following measured values were obtained.

Molecular weight (gel filtration method): 9.6X10',
Specific optical rotation: [α) D + 178° (c O, 32
4, Water) Infrared absorption spectrum (KBr) νatax (cm-'
) : 3273.1628.10111) (Nuclear magnetic resonance δ: 4.84 (wide signal) 5.20 (wide) I3C nuclear magnetic resonance δ: 65.8.69.7.70.4°71.6 .73.6.97.9゜Elemental analysis value (%): C, 41,83; H, 6,0
5, N, 0.00 Glass fiber filter paper electrophoretic mobility: 20.0cm (glucose 14.5cm) DEAE
-) Elution time of Yopar (manufactured by Toyo Soda A Kiku) chromatography: 8.7 hours From the above data, it was found that this white powder was Saccharan A. The S-4 fraction was also treated in the same manner as S-3 to obtain two types of white powders (1) and (II) due to the difference in elution time. When the physicochemical properties of each were investigated, the following measured values were obtained.

Physicochemical characteristics of (I) Molecular weight (gel filtration method> : > i, oxio' specific optical rotation: [α]. +105° (c O, 439, water) Infrared absorption spectrum (KBr) νmaw (low')
=3267, 1619.1012'H nuclear magnetic resonance δ:
4.88 (broad signal) 5.21 (broad signal) I: IC nuclear magnetic resonance δ: 65.8.69.7.70.3
゜71.6.73.6.97.9゜Elemental analysis value (%"): C, 33, 37.

H, 4゜26; N, 0.00 Glass fiber - filter paper electrophoretic mobility 2 15.8an (glucose 14.5cm) DEAE
-) Physicochemical properties of Jobar chromatography elution time = 7.8 hours (n) Molecular weight (gel filtration method'): 2.3X10' Specific optical rotation: [α]. +156”.

(c O, 462, water) Infrared absorption spectrum (KBr) ν1IaK (aa-'
): 323B, 1624.1010 IH nuclear magnetic resonance δ: 4.68 (wide signal) 4.88 (wide) 5.21 (wide) IjC nuclear magnetic resonance δ: 59.5.60.6.65. 8°69.7. 70.3. 71.6°73.7. 97.9 Elemental analysis value (%) FC, 39,96; H, 6,2
5; N+ 0.39 Glass fiber filter paper electrophoretic mobility: 15.8cm (glucose 14.5cm) DEAE
-1-Yobal Chromatography elution time near, 8
From the above data these white powders (I) and (II
) were found to be Saccharan B and Saccharan C, respectively. Then DEAE the fraction $-2)
Copal 650M column (2,2ciφX45CIl,
0 to I M NaCl) and further chromatography on a Sephacryl S-200 column (4, Oc
mφX95cm, 0.1M) Lis-HCl buffer.

pH 7, = 0.0.5 M NaCl) to obtain a white powder.

When the physicochemical properties of this white powder were investigated, the following measured values were obtained.

Molecular weight (gel filtration method'): 2.6×103 Specific optical rotation: Cαゎ+104°Cc, 0.306. Water) Infrared absorption spectrum (KBr) ν, □ (clll-'
): 3237. 1591. 1010IH nuclear magnetic resonance δ: 1.23 (d, J7Hz) 4.89
(Broad signal) 5.24 (Broad) 13c nuclear magnetic resonance δ: 20.3.60.2.60.6
゜65.8.69.7.70.3゜71.6.72.0.73.3゜? 3.6.74.2.76.1゜80.4.92.3.96.2゜97.9 Elemental analysis value (%): C, 41,41; H, 6,8
0:N, 1.52 Glass fiber filter paper electrophoretic mobility: 23.2cm (Glucose 14.5ca) DEAE
- Toyopearl Elution time of chromatography: 2.3 hours The above data revealed that this white powder was Saccharane D.

Then 0. The fraction eluted with IN NaOH was further applied to a Sepharose 6B column (4.0 cmφ x 95 cm, di
5. S
I got 6. This fraction S-5 is DEAEI-
Copal 650M column (2,2anφX45cm,
Chromatography with O~LMNaC1),
In addition, a Cef7cryl S-500 column (4,0 cm O
X95cm O, IM Tris-HCl buffer, pH 7
, 0,0,5M NaCl) to obtain a white powder.

When the physicochemical properties of this white powder were investigated, the following measured values were obtained.

Molecular weight (gel filtration method): 3.8X10' Specific rotation: Cα]. -15,3° (c O, 471, water) Infrared absorption spectrum (KBr) ν□.

(cm-Li: 32B3.1619.10311H nuclear magnetic resonance δ: 1.24 (broad signal) 1.98
(Wide) 5.06 (Wide) I30 nuclear magnetic resonance δF 17.0.59.4~? 6.7
゜100.8, 103.2, 108.3゜219.6 Elemental analysis value (%): C, 39,10; H, 5,6
1; N, 1.35 Glass fiber filter paper electrophoretic mobility; 22.1 cm (glucose 14.5 am) DEAE
-Toyopearl Elution time of chromatography: 9.8 hours From the above data, it was determined that this white powder was Lotus 7 Calan E. Fraction S-6 is.

DEAE) Copal 650M column (2.2cmφX
Chromatography with 45e1m, 0-IM NaCI) gave a white powder. When the physicochemical properties of this white powder were investigated, the following measured values were obtained.

Molecular weight (gel filtration method'): 2.3X10" Specific optical rotation: [α]. +90.4° (GO, 438, water) Infrared absorption spectrum (KBr) ν□8 (cm-')
: 3280. 1614. 1116IH nuclear magnetic resonance δ: 4.84 (wide signal) 5.19 (wide) +3c nuclear magnetic resonance δ: 59.4.60.5.65.5°69.5.70.2.71.5゜71.8.73.0.73.4゜97.7 Elemental analysis value (%): C, 37,57; H, 5,7
2; N, 1.33 Glass fiber filter paper electrophoretic mobility: 20.2 cm (glucose 14.5 cm) DEAR-
Toyopearl chromatography elution time: 2.3 hours From the above data, this white powder was found to be Saccharan F. Saccharan A, B, C.

C, E, and F were confirmed to be a single substance by gel filtration, electrophoresis, etc.

Among the above data, the molecular weight, glass fiber filter paper electrophoretic mobility, and DEAE Toyopearl chromatography elution time were measured as follows. Note that components other than C, H, and N in the two-element analysis value are 0.

(Left below) 1) Molecular weight Each saccharan was subjected to gel filtration using Sephacryl S-200 or 500 to determine its retention capacity, and the molecular weight was calculated from a standard curve prepared using the Dextran T series.

Molecular weight Cephacryl saccharane A used for measurement 9.6X10' S-500 Satukaran B >1.0X10' S-500
Satsukalan C2,3X10' S-500 Satsukalan D 2.6xlO" S-200 Satsukalan E 3.8X10' S-200 Satsukalan F 2.3X103S-2002) Glass fiber filter paper Electrophoretic mobility Glass fiber filter paper (Whatman CF/C.

15 x 40-m) was used to measure the distance traveled.

(Conditions: alkaline borate buffer pH 9, 3,450V
, 2 hours) Travel distance (am) Saccharan A 20.0 Satsukaran 8 15.8 Saccharan C15.8 Satsukaran D 23.2 Satsukaran E' 22.1 Satsukaran F 20.2 (Glucose) 14.53) DEAE-
Elution time of Toyopearl chromatography Using a DEAE-Toyopearl 650M column (inner diameter 2.2, length 50CII), saccharan A was eluted for 5 hours with 0.05M) Lis-HCl buffer (pH 9,0). . Further, sodium chloride (0 to LM) was added to the same buffer and elution was performed for 20 hours (1 ml/ml). The elution time is as follows.

Elution time (hours) Saccharan A8.7 For Saccharan B, C, C, E, and F, the same column was used, elution was performed with water for 5 hours, and then salt (
0 to LM) and elute for 20 hours (1 ml
/1lin). The elution time is as follows.

Elution time (hours) Saccharan B7.8 Saccharan C7.8 Saccharan D2.3 Saccharan E9.8 S.7 Callan F2.3 Next, experiments were conducted to investigate the pharmacological effects of the saccharans of the present invention.

Onisuma! Blood sugar level on generated excreta (hyperglycemic lowering test on normal mice) 140~
170■/d! One group consisted of 5 normal DD mice each weighing 25 to 30 g. The saccharans of this invention were intraperitoneally administered to each of these groups at the doses shown in Table 1, and the relative blood sugar levels (% of control) were measured 7 and 24 hours later.

The results are shown in Table 1.

As a result, it is clear that the relative blood sugar levels in the saccharane administration group were lower than in the control group.

Table 1: Test for lowering blood sugar in diabetic mice with alloxan 35 ag/kg of alloxan was intravenously injected into normal DD mice similar to those used in Experimental Example 1. Blood sugar level after 5 days is 2
50 to 4501 Igldl, and this was designated as the alloxan diabetic mouse group. In contrast, Su7karan C, the main component of saccharans, was administered intraperitoneally at the dosage shown in Table 2, and the relative blood sugar level (% of control) after a certain period of time was administered.
was measured. The results are shown in Table 2.

As a result, it is clear that saccharans have a hypoglycemic effect on alloxan diabetic mice.

Table 2: Tenjou Leh-Wistar male rats (body weight approximately 80 g, 7 rats per group) were used; the normal group contained 70% starch, 19.7% casein;
5% soybean oil, 0.3% methionine, vitamins.

The animals were given feed containing salts, etc. The high sugar content group was fed a diet in which all the starch in the normal diet was replaced with sucrose, and reared for 100 days.

As the saccharane, a precipitate (saccharan mixture) obtained by adding ethanol to a molasses dialysate solution was used, and it was administered intraperitoneally and ingested. The amount of lipid peroxide in the blood of rats after 100 days of rearing was determined.

The results are shown in Table 3. When cells in the aortic intima of each rat were histologically observed, no abnormalities were observed.

Table 3 shows that saccharan prevents the rise in blood peroxide lipids caused by high sugar content, suppresses cell hypertrophy in the intima of the aorta, and has an anti-arteriosclerotic effect.

(Effects of the Invention) According to the present invention, the novel multi-pts from sugarcane having hypoglycemic and anti-arteriosclerotic effects, Saccharan A, Saccharan B, Saccharan C1, Saccharan C, Saccharan E, and Saccharan F is obtained. These saccharans are easily isolated from cane and blackstrap molasses.1. It has remarkable pharmacological effects and almost no side effects. Pharmaceutical compositions containing these saccharans can be used both as oral preparations and as injections, and therefore can be widely used as hypoglycemic agents and anti-arteriosclerosis agents.

that's all

Claims (1)

[Scope of Claims] 1. Selected from the group consisting of saccharan A, saccharan B, saccharan C, saccharan D, saccharan E and saccharan F, which have hypoglycemic and anti-arteriosclerotic effects and have the following physicochemical properties: At least one type of polysaccharide. (1) Saccharane A Molecular weight (gel filtration method): 9.6×10^5 Specific optical rotation: [α]_D+178° (c 0.324, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3273, 1628, 1011^1H nuclear magnetic resonance δ: 4.84 (wide signal) 5.20 (wide) ^1^3C nuclear magnetic resonance δ: 65.8, 69.7, 70.
4, 71.6, 73.6, 97.9, Elemental analysis value (%): C, 41.83; H, 6.05; N, 0.00 Glass fiber filter paper electrophoretic mobility: 20.0 cm (glucose 14.5cm) Elution time of ion exchange gel filtration carrier chromatography: 8.7 hours (2) Saccharane B Molecular weight (gel filtration method): >1.0 x 10^7 Specific optical rotation:
[α]_D+105° (c 0.439, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3267, 1619, 1012^1H nuclear magnetic resonance δ: 4.88 (wide signal) 5.21 (wide signal) ^1^3C nuclear magnetic resonance δ: 65.8, 69.7 , 70.
3, 71.6, 73.6, 97.9, Elemental analysis value (%): C, 33.37; H, 4.26; N, 0.00 Glass fiber filter paper electrophoretic mobility: 15.8 cm (glucose 14.5cm) Elution time of ion-exchange gel filtration carrier chromatography: 7.8 hours (3) Saccharane C Molecular weight (gel filtration method): 2.3 x 10^6 Specific optical rotation: [α]_D+156° (c 0 .462, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3238, 1624, 1010^1H nuclear magnetic resonance δ: 4.68 (wide signal) 4.88 (wide) 5.21 (wide) ^1^3C nuclear magnetic resonance δ: 59 .5, 60.6.65.
8, 69.7, 70.3, 71.6, 73.7, 97.9 Elemental analysis value (%): C, 39.96; H, 6.25; N, 0.39 Glass fiber filter paper electrophoresis degree: 15.8 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography elution time: 7.8 hours (4) Saccharane D Molecular weight (gel filtration method): 2.6 x 10^3 Specific optical rotation: [ α]_D +104° (C 0.306, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3237, 1591, 1010^1H nuclear magnetic resonance δ: 1.23 (d, J7HZ) 4.89 (wide signal) 5.24 (wide) ^1^3C nuclear magnetic resonance δ: 20.3, 60.2, 60.
6, 65.8, 69.7, 70.3, 71.6, 72.0, 73.3, 73.6, 74.2, 76.1, 80.4, 92.3, 96.2, 97.9 Elemental analysis value (%): C, 41.41; H, 6.80; N, 1.52 Glass fiber filter paper electrophoretic mobility: 23.2 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography Elution time: 2.3 hours (5) Saccharane E Molecular weight (gel filtration method): 3.8 x 10^4 Specific rotation: [α]_D-15.3° (c 0.471, water) Infrared absorption Spectrum (KBr) ν_m_a_x (cm
^-^1): 3283, 1619, 1031^1H nuclear magnetic resonance δ: 1.24 (wide signal) 1.98 (wide) 5.06 (wide) ^1^3C nuclear magnetic resonance δ: 17 .0, 59.4-76.
7, 100.8, 103.2, 108.3, 219.6 Elemental analysis value (%): C, 39.10; H, 5.61; N, 1.35 Glass fiber filter paper electrophoretic mobility: 22, Elution time of 1 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography: 9.8 hours (6) Saccharane F Molecular weight (gel filtration method): 2.3 x 10^3 Specific optical rotation: [α]_D+90. 4° (C 0.438, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3280, 1614, 1116^1H nuclear magnetic resonance δ: 4.84 (wide signal) 5.19 (wide) ^1^3C nuclear magnetic resonance δ: 59.4, 60.5, 65.
5, 69.5, 70.2, 71.5, 71.8, 73.0, 73.4, 97.7 Elemental analysis value (%): C, 37.57; H, 5.72; N, 1.33 Glass fiber filter paper electrophoretic mobility: 20.2 cm (glucose 14.5 cm) Ion exchange gel filtration carrier chromatography elution time: 2.3 hours 2. Juice, extract obtained by extracting stems or dried products of cane belonging to the Poaceae family or related plants with water and/or an aqueous solvent, or dialysis or ultrafiltration of waste molasses of cane or its related plants belonging to the Poaceae family. A step of obtaining a saccharan mixture by subjecting it to filtration, and a step of subjecting the saccharan mixture to a fractionation treatment to obtain saccharan A, saccharan B, and saccharan C having the following physicochemical properties.
, saccharan D, saccharan E and saccharan F, respectively; (1) Saccharane A Molecular weight (gel filtration method): 9.6×10^5 Specific optical rotation: [α]_D+178° (c 0.324, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3273, 1628, 1011^1H nuclear magnetic resonance δ: 4.84 (wide signal) 5.20 (wide) ^1^3C nuclear magnetic resonance δ: 65.8, 69.7, 70.
4, 71.6, 73.6, 97.9, Elemental analysis value (%): C, 41.83; H, 6.05; N, 0.00 Glass fiber filter paper electrophoretic mobility: 20, 0 cm (glucose 14.5cm) Elution time of ion exchange gel filtration carrier chromatography: 8.7 hours (2) Saccharane B Molecular weight (gel filtration method): >1.0 x 10^7 Specific optical rotation:
[α]_D +105° (c 0.439, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3267, 1619, 1012^1H nuclear magnetic resonance δ: 4.88 (wide signal) 5.21 (wide signal) ^1^3C nuclear magnetic resonance δ: 65.8, 69.7 , 70.
3, 71.6, 73.6, 97.9, Elemental analysis value (%): C, 33.37; H, 4.26; N, 0.00 Glass fiber filter paper electrophoretic mobility: 15.8 cm (glucose 14.5cm) Elution time of ion-exchange gel filtration carrier chromatography: 7.8 hours (3) Saccharane C Molecular weight (gel filtration method): 2.3 x 10^6 Specific optical rotation: [α]_D+156° (c 0 .462, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3238, 1624, 1010^1H nuclear magnetic resonance δ: 4.68 (wide signal) 4.88 (wide) 5.21 (wide) ^1^3C nuclear magnetic resonance δ: 59 .5, 60.6, 65.
8, 69.7, 70.3, 71.6, 73.7, 97.9 Elemental analysis value (%): C, 39.96; H, 6.25; N, 0.39 Glass fiber filter paper electrophoresis degree: 15.8 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography elution time: 7.8 hours (4) Saccharane D Molecular weight (gel filtration method): 2.6 x 10^3 Specific optical rotation: [ α]_D +104° (C 0.306, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3237.1591, 1010^1H nuclear magnetic resonance δ: 1.23 (d, J7HZ) 4.89 (wide signal) 5.24 (wide) ^1^3C nuclear magnetic resonance δ: 20.3, 60.2, 60.
6, 65.8, 69.7, 70.3, 71.6, 72.0, 73.3, 73.6, 74.2, 76.1, 80.4, 92.3, 96.2, 97.9 Elemental analysis value (%): C, 41.41; H, 6.80; N, 1.52 Glass fiber filter paper electrophoretic mobility: 23.2 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography Elution time: 2.3 hours (5) Saccharane E Molecular weight (gel filtration method): 3.8 x 10^4 Specific rotation: [α]_D-15.3° (c 0.471, water) Infrared absorption Spectrum (KBr) ν_m_a_x (cm
^-^1): 3283, 1619, 1031^1H nuclear magnetic resonance δ: 1.24 (wide signal) 1.98 (wide) 5.06 (wide) ^1^3C nuclear magnetic resonance δ: 17 .0, 59.4-76.
7, 100.8, 103.2, 108.3, 219.6 Elemental analysis value (%): C, 39.10; H, 5.61; N, 1.35 Glass fiber filter paper electrophoretic mobility: 22, Elution time of 1 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography: 9.8 hours (6) Saccharane F Molecular weight (gel filtration method): 2.3 x 10^3 Specific optical rotation: [α]_D+90. 4° (c 0.438, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3280, 1614, 1116^1H nuclear magnetic resonance δ: 4.84 (wide signal) 5.19 (wide) ^1^3C nuclear magnetic resonance δ: 59.4, 60.5, 65.
5, 69.5.70.2, 71.5, 71.8, 73.0, 73.4, 97.7 Elemental analysis value (%): C, 37.57; H, 5.72; N, 1.33 Glass fiber filter paper electrophoretic mobility: 20.2 cm (glucose 14.5 cm) Elution time of ion exchange gel filtration carrier chromatography: 2.3 hours 3, Patent in which the stem or its dried product is pre-degreased An isolation method according to claim 2. 4. After concentrating the juice, extract and molasses or adding a water-soluble organic solvent thereto to obtain a precipitate, and dissolving these concentrated liquid or precipitate in water or an aqueous organic solvent, The isolation method according to claim 2, wherein the isolation method is subjected to dialysis or ultrafiltration. 5. The isolation method according to claim 2, wherein the aqueous organic solvent is an aqueous solution containing at least one selected from the group consisting of lower aliphatic alcohols, acetone, acetonitrile, dimethylformamide, and dimethylacetamide. 6. The isolation method according to claim 2, wherein the fractionation treatment is performed by molecular weight fractionation treatment and ion exchange resin treatment. 7. Contains as an active ingredient a polysaccharide selected from the group consisting of saccharan A, saccharan B, saccharan C, saccharan D, saccharan E, and saccharan F, which has the following physicochemical properties, and has a hypoglycemic effect. and a pharmaceutical composition having an anti-arteriosclerosis effect. (1) Saccharane A Molecular weight (gel filtration method): 9.6 x 10^5 Specific optical rotation: [α]_D +178° (c 0.324, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3273, 1628, 1011^1H nuclear magnetic resonance δ: 4.84 (wide signal) 5.20 (wide) ^1^3C nuclear magnetic resonance δ: 65.8, 69.7. 70.
4, 71.6, 73.6, 97.9, Elemental analysis value (%): C, 41.83; H, 6.05; N, 0.00 Glass fiber filter paper electrophoretic mobility: 20.0 cm (glucose 14.5cm) Elution time of ion exchange gel filtration carrier chromatography: 8.7 hours (2) Saccharane B Molecular weight (gel filtration method): >1.0 x 10^7 Specific optical rotation:
[α]_D+105° (c 0.439, water) Infrared absorption spectrum (KBr) ν_m_a_x (Cm
^-^1): 3267, 1619, 1012^1H nuclear magnetic resonance δ: 4.88 (wide signal) 5.21 (wide signal) ^1^3C nuclear magnetic resonance δ: 65.8, 69.7 , 70.
3, 71.6, 73.6.97.9, Elemental analysis value (%): C, 33.37; H, 4.26; N, 0.00 Glass fiber filter paper electrophoretic mobility: 15.8 cm (glucose 14.5cm) Elution time of ion-exchange gel filtration carrier chromatography: 7.8 hours (3) Saccharane C Molecular weight (gel filtration method): 2.3 x 10^6 Specific optical rotation: [α]_D+156° (c 0 .462, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3238, 1624, 1010^1H nuclear magnetic resonance δ: 4.68 (wide signal) 4.88 (wide) 5.21 (wide) ^1^3C nuclear magnetic resonance δ: 59 .5, 60.6, 65.
8, 69.7, 70.3, 71.6, 73.7, 97.9 Elemental analysis value (%): C, 39.96; H, 6.25; N, 0.39 Glass fiber filter paper electrophoresis degree: 15.8 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography elution time: 7.8 hours (4) Saccharane D Molecular weight (gel filtration method): 2.6 x 10^3 Specific optical rotation: [ α]_D+104° (c 0.306, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3237, 1591, 1010^1H nuclear magnetic resonance δ: 1.23 (d, J7HZ) 4.89 (wide signal) 5.24 (wide) ^1^3C nuclear magnetic resonance δ: 20.3, 60.2, 60.
6, 65.8, 69.7, 70.3, 71.6, 72.0, 73.3, 73.6, 74.2, 76.1, 80.4, 92.3, 96.2, 97.9 Elemental analysis value (%): C, 41.41; H, 6.80; N, 1.52 Glass fiber filter paper electrophoretic mobility: 23.2 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography Elution time: 2.3 hours (5) Saccharane E Molecular weight (gel filtration method): 3.8 x 10^4 Specific rotation: [α]_D-15.3° (c 0.471, water) Infrared absorption Spectrum (KBr) ν_m_a_x (cm
^-^1): 3283, 1619, 1031^1H nuclear magnetic resonance δ: 1.24 (wide signal) 1.98 (wide) 5.06 (wide) ^1^3C nuclear magnetic resonance δ: 17 .0, 59.4-76.
7, 100.8, 103.2.108.3, 219.6 Elemental analysis value (%): C, 39.10; H, 5.61; N, 1.35 Glass fiber filter paper electrophoretic mobility: 22. Elution time of 1 cm (glucose 14.5 cm) ion exchange gel filtration carrier chromatography: 9.8 hours (6) Saccharane F Molecular weight (gel filtration method): 2.3 x 10^3 Specific optical rotation: [α]_D+90. 4° (c 0.438, water) Infrared absorption spectrum (KBr) ν_m_a_x (cm
^-^1): 3280, 1614, 1116^1H nuclear magnetic resonance δ: 4.84 (wide signal) 5.19 (wide) ^1^3C nuclear magnetic resonance δ: 59.4, 60.5, 65.
5, 69.5, 70.2, 71.5, 71.8, 73.0, 73.4, Elemental analysis value (%): C, 37.57; H, 5.72; N, 1.33 Glass fiber filter paper electrophoretic mobility: 20.2 cm (glucose 14.5 cm) Ion exchange gel filtration carrier chromatography elution time: 2.3 hours