JP2001316399A - Potato anthocyanin coloring matter having antiinfluenza virus activity - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a potato anthocyanin coloring matter having activity against influenza viruses by using an acid or an acidic alcohol as an extractant in extracting an anthocyanin coloring matter from a colored potato tuber. SOLUTION: This potato anthocyanin coloring matter having activity against influenza viruses is characterized by extracting an ordinary cultivated species or a foreign cultivated species such as Solanum tuberosum ssp. andigena L. or S. phureja Juz. et Buk., containing the anthocyanin coloring matter in a skin part/flesh part or a variety obtained by hybridization from the ordinary cultivated species or the foreign cultivated species as a base and by advancing practical character amelioration of coloring matter concentration, disease endurance, yield, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a potato anthocyanin dye having anti-influenza virus activity.

[0002]

2. Description of the Related Art Potato is a perennial plant of the Solanaceae family, and is native to the Central Andean Highlands at an altitude of 3,000 to 4,000 m in South America. The origin of the cultivation is old, and potato motifs can be found in pottery of the Tiwanako civilization more than 1,000 years before the golden Inca civilization in the Andes, the place of origin. When they were first introduced to Europe, they were cultivated for ornamental use. However, they grew up robustly even in cool climates and were produced underground, so they were used as relief crops.
In the latter half of the century, it became a major crop alongside wheat, rice and soy.
Potato, which is widely cultivated worldwide, is S. tuberosum ssp.
tuberosum L., a tetraploid species with 2n = 48 chromosomes. However, a variety of diploid to pentaploid species are cultivated in the Andes Plateau, the place of origin. These are more than 1,700 kinds, and there are various things such as a shape like sweet potato and a complicated twist. Also, some of these have vivid colors such as red, purple, and black,
There are varieties whose flesh colors are colored red to purple or dark yellow. These are ancestors of common cultivars and related species of the same origin, including tetraploid S. tuberosum ssp. Andigena L. and diploid S. phureja Juz. Et Buk., And carotene and anthocyanin. Some include such functional dyes.

[0003]

The present inventors have found that an anthocyanin dye extracted from the skin and meat portions of these potatoes has an action of suppressing the proliferation of influenza A and influenza B viruses, and reached the present invention.

[0004]

DISCLOSURE OF THE INVENTION The present invention provides a tetraploid Solanum tuberosum containing an anthocyanin pigment in skin and meat.
ssp. andigena L. and diploid S. phureja Juz. et Buk.
Has an anti-influenza activity characterized by being extracted from common or heterogeneous cultivars such as cultivars, or breeds that have been cross-bred based on them and have been improved in practical traits such as pigment concentration, disease resistance and yield. It proposes a potato anthocyanin dye.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION Dye treatment method In order to extract an anthocyanin dye from raw materials such as ordinary purple sweet potato and red cabbage, 0.5% sulfuric acid is used to extract at normal temperature. Even under these conditions, purple sweet potato and red cabbage do not significantly affect the extracted pigment. However, potato tubers contain an oxidizing enzyme such as polyphenol oxidase (tyrosinase) that browns polyphenols, has a very strong enzymatic activity, and easily discolors and degrades anthocyanin dyes. In addition, potato-derived anthocyanin dyes have poor stability under dilute conditions as compared with purple sweet potato and red cabbage anthocyanin dyes. Therefore, in order to extract the potato-derived anthocyanin pigment in the present invention from potato tubers, it is difficult to obtain a pigment stably and efficiently without a structural change of the pigment by a conventional extraction method.

To extract an anthocyanin pigment from colored potato tubers, an acid or an acidic alcohol is used as an extraction solvent. Examples of the conditions for stopping the activity of the oxidase include extraction conditions such as acidification at pH 3.0 or lower, 10 ° C or lower (preferably 4 ° C or lower), and extraction with 50% or higher alcohol. . Lactic acid for acid,
Acetic acid, citric acid and the like can be used, but those having better extraction efficiency and dye stability include formic acid and trifluoroacetic acid. The concentration of the acid is about 1 to 5%. It is also possible to add 1% or more salt (preferably about 5%) to the extract.

The following is a preferred example for extracting the anthocyanin dye of the present invention. First, colored potato tubers,
Slice to a thickness of 2 mm using a slicer, etc., so that the slice is directly poured into about 4 times the amount of extract,
Avoid tuber slice discoloration. At that time, a 3% formic acid solution containing 1% sodium chloride is used for the extract. In addition, the extraction is performed at 4 ° C. at which the oxidizing enzyme does not work.

Next, the solid extract is removed by a solid-liquid separation method such as filtration or centrifugation to obtain a potato anthocyanin dye extract. Although the antiviral activity is still exhibited at this stage (Table 1: Extract containing only 1% lactic acid in Table 1), flavonoid pigment components such as anthocyanin pigment of the present extract are further added to a synthetic adsorption resin such as Amberlit.
It is adsorbed on a methacrylate resin such as eXAD-7 (manufactured by Organo) or a styrene-divinylbenzene resin such as HP-20 (manufactured by Mitsubishi Kasei), and the dye component is eluted with ethanol. As a solvent used for elution of this dye component, alcohols such as methanol and isopropanol and organic solvents such as acetonitrile, and further,
A mixed solvent thereof with water (preferably at least 50% by weight) can be used.

Subsequently, the dye component liquid treated with the adsorption resin is freeze-dried or dried under reduced pressure at a temperature of 40 ° C. or lower to obtain a crude anthocyanin dye powder. The antiviral activity at this stage is considerably improved compared to the extract (Table 2), but the antiviral activity is increased by further increasing the purity of the anthocyanin dye.

The obtained crude anthocyanin dye powder is dissolved in a small amount of 99.9% ethanol, and an excess of diethyl ether is added thereto to forcibly precipitate the anthocyanin dye. The resulting precipitate is dried under reduced pressure or freeze-dried at 40 ° C. or lower to obtain a purified anthocyanin dye powder. The antiviral activity at this final stage is as shown in Table 3.

[0011]

[Table 1]

[Table 2]

[Table 3]

Principal Structure of Potato Anthocyanin Dye Potatoes containing anthocyanin dyes are reddish and purple in the color of the meat. The anthocyanin dye contained in the most cultivated variety, purple potato “Inkapurple” at present is obtained by high performance liquid chromatography (HPL) shown in FIG.
C) As is clear from the analysis, there are about 7 types. About four of them are acylated by organic acids. The main dye is 3-O- [6-O- (4-O-p-coumaroyl-α-L-rhamnop
yranosyl) -β-D-glucopyranosyl] -5-O-β-D-gluco
It is pyranosyl-petunidin (petanin).

Embedded image

The anthocyanin dye contained in the red potato “Inca Red” contains about 8 as apparent from the high performance liquid chromatography (HPLC) analysis shown in FIG.
And about 4 to 6 of them are acylated by an organic acid. The main dye is 3-O- [6-O- (4-O-
p-coumaroyl-α-L-rhamnopyranosyl) -β-D-glucopy
ranosyl] -5-O-β-D-glucopyranosyl-pelargonidin
(Peranine).

Embedded image

Significant antiviral activity is observed in the dyes purified as described above. However, peranin (pelargonidin 3-p-coumaroyrutinose, 5-di
pelargonidin 3-p-cou with a structure similar to glucose)
maroyglucose, 5-glucose (Pg 3-pC / glc, 5-glc)
pelargonidin 3-p-coumaroyglucose, 5-malonylglucos
e (Pg 3-pC.glc, 5-Ma.glc) has weaker antiviral activity than peranin (Table 4), and it is considered that the anti-influenza virus activity is due to the structure of the potato anthocyanin dye.

[0015]

[Table 4]

The reason why the potato anthocyanin dye exhibits an effect of suppressing influenza virus is unknown, but it is presumed that the potato anthocyanin dye inhibits a virus enzyme or agglutinates a virus protein. The reaction in vivo is unknown, but the anthocyanin dye is highly safe, so influenza has been used in existing cold medicines, and applied to household and commercial dust filters, virus protection masks, etc. It is likely to be used in fields aimed at virus protection.

[0017]

As described above, the potato anthocyanin dye of the present invention has excellent anti-influenza virus activity, and its raw material, potato, is easily available and inexpensive. The extraction and purification can be performed relatively easily without requiring special equipment, and thus have extremely high practical value.

[Brief description of the drawings]

FIG. 1 is a high performance liquid chromatography (HPLC) analysis of an anthocyanin dye derived from purple potato.

FIG. 2 is a high performance liquid chromatography (HPLC) analysis of an anthocyanin dye derived from red potato.

Continuation of the front page (51) Int.Cl. ⁷ Identification code FI Theme coat II (Reference) A61K 31/7048 A61K 31/7048 (71) Applicant 500208829 Masanobu Higashi 3-2-6-1 Kaguraoka, Asahikawa-shi, Hokkaido (71) Applicant 500208807 Tatsuo Suzuya 3-11-9, Midorigaoka-Higashijo, Asahikawa-shi, Hokkaido (71) Applicant 500208818 Yoko Matsutani 1 76R6-48, 4-4-1, Midorigaoka, Asahikawa-shi, Hokkaido (72) Inventor Yoko Matsuya Asahikawa, Hokkaido, Japan No. 1 76R6-48, No.4, 4-chome, Midorigaoka, City (72) Tatsuo Suzuya Inventor Tatsuo Suzuya 2-3-9-11, Midorigaoka, Higashi, Asahikawa-shi, Hokkaido (72) Masanobu Higashi Masanobu Higashi 3-6-6-1, Kaguroka, Asahikawa-shi, Hokkaido −11 (72) Inventor Motoyuki Mori, Hokkaido 1-3-6, Minamicho, Memuro-cho, Kasai-gun, Hokkaido (72) Inventor Tetsuyoshi Wada 2-1-1-605, Tsukuda, Chuo-ku, Tokyo (72) Inventor Kazuya Hayashi Tokyo 5-5-16 Tabata, Kita-ku F term (reference) 4B018 MA02 MD42 MD53 ME09 MF01 4C057 KK07 4C086 AA01 AA02 EA11 MA03 NA03 NA14 ZA59 ZB33 4C088 AB48 AC12 BA21 CA03 CA23 MA07 NA03 NA14 ZA59 ZB33

Claims (1)

[Claims] 1. An anthocyanin pigment is contained in skin and meat
Solanum tuberosum ssp.andigena L. and S. phureja Ju
It is characterized by being extracted from common or heterologous cultivars such as z. et Buk., or breeds that have been cross-bred based on them and have been improved in practical traits such as pigment concentration, disease resistance and yield. Potato anthocyanin dye having anti-influenza activity.