Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
  • A61K36/18—Magnoliophyta (angiosperms)
  • A61K36/185—Magnoliopsida (dicotyledons)
  • A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P13/00—Drugs for disorders of the urinary system
• • A—HUMAN NECESSITIES
  • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
  • A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
  • A23B7/00—Preservation of fruit or vegetables; Chemical ripening of fruit or vegetables
  • A23B7/02—Dehydrating; Subsequent reconstitution
• • A—HUMAN NECESSITIES
  • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
  • A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
  • A23B7/00—Preservation of fruit or vegetables; Chemical ripening of fruit or vegetables
  • A23B7/06—Blanching
• • A—HUMAN NECESSITIES
  • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
  • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
  • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
  • A23L27/10—Natural spices, flavouring agents or condiments; Extracts thereof
  • A23L27/11—Natural spices, flavouring agents or condiments; Extracts thereof obtained by solvent extraction
• • A—HUMAN NECESSITIES
  • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
  • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
  • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
  • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
  • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K31/00—Medicinal preparations containing organic active ingredients
  • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
  • A61K31/19—Carboxylic acids, e.g. valproic acid
  • A61K31/192—Carboxylic acids, e.g. valproic acid having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid 
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
  • A61K36/18—Magnoliophyta (angiosperms)
  • A61K36/185—Magnoliopsida (dicotyledons)
  • A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
  • A61K36/534—Mentha (mint)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
  • A61K36/18—Magnoliophyta (angiosperms)
  • A61K36/185—Magnoliopsida (dicotyledons)
  • A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
  • A61K36/535—Perilla (beefsteak plant)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P13/00—Drugs for disorders of the urinary system
  • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P27/00—Drugs for disorders of the senses
  • A61P27/02—Ophthalmic agents
  • A61P27/14—Decongestants or antiallergics
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P37/00—Drugs for immunological or allergic disorders
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P37/00—Drugs for immunological or allergic disorders
  • A61P37/08—Antiallergic agents
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
  • B01D—SEPARATION
  • B01D1/00—Evaporating
  • B01D1/14—Evaporating with heated gases or vapours or liquids in contact with the liquid
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
  • A61K2236/30—Extraction of the material
  • A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
  • A61K2236/331—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using water, e.g. cold water, infusion, tea, steam distillation or decoction
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
  • A61K2236/30—Extraction of the material
  • A61K2236/37—Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
  • A61K2236/50—Methods involving additional extraction steps
  • A61K2236/51—Concentration or drying of the extract, e.g. Lyophilisation, freeze-drying or spray-drying

Definitions

• the present invention relates to a method for producing a hot water extract of a plant belonging to the Lamiaceae family and a dried product of a plant belonging to the Lamiaceae family.
• Patent Document 1 JP 2019-206519 (Patent Document 2) International Publication No. 2002/62365 (Patent Document 3) JP 2013-51908
• Non-Patent Document 1 Hiratane Kido, Oleoscience, 2004, 4(10), p. 40 9-415
• the present invention relates to the following (1) to (3).
• Patent Document 2 has problems in terms of industrial productivity, such as the obtained extract itself having a low purity of rosmarinic acid and requiring a purification step to achieve high purity. Furthermore, when a water-containing organic solvent is used for extraction as in Patent Documents 2 and 3, the work process becomes complicated, such as requiring a step to remove the solvent after extraction. Accordingly, the present invention is directed to providing an industrially advantageous method for producing a Lamiaceae plant extract containing a high concentration of rosmarinic acid.
• the present inventor has been able to recover rosmarinic acid from Labiatae plants in high yield by blanching the plants, drying them, and extracting the resulting dried product using hot water. discovered that a Lamiaceae plant extract containing a high concentration of rosmarinic acid can be obtained without going through a purification process.
• the present inventor has discovered that by blanching a plant of the Lamiaceae family in the presence of an organic acid, the concentration of rosmarinic acid in the dried product can be increased, and that the dried product can be blanched using hot water. It has been discovered that rosmarinic acid can be recovered in high yield by extraction using the method, and that a Lamiaceae plant extract containing a high concentration of rosmarinic acid can be obtained without going through a purification process.
• a hot water extract of a Labiatae plant and a dried product of a Labiatae plant containing a high concentration of rosmarinic acid can be obtained in high yield.
• the method for producing a hot water extract of a Lamiaceae plant of the present invention includes a step (A) of blanching a Lamiaceae plant at 85°C or higher and then drying the same, and a step (A) of drying the Lamiaceae plant with hot water. (B) of extraction.
• Step (A) of the present invention is a step of blanching the Lamiaceae plant at 85° C. or higher and then drying it.
• Lamiaceae plants are not particularly limited as long as they are plants classified as Lamiaceae, but examples include perilla, perilla, rosemary, lavender, salvia, sage, mentha, peppermint, spearmint, lemon balm, and basil. , time, etc.
• One type or two or more types of plants of the Lamiaceae family can be used.
• plants of the genus Perillum such as red perilla and green perilla
• plants of the genus Salvia such as rosemary
• plants of the genus Mentha such as peppermint and spearmint
• Plants are preferred, and red perilla, green perilla, rosemary, and spearmint are more preferred.
• Parts of the Lamiaceae plant to be used are not particularly limited, and include, for example, whole plants, leaves, stems, buds, flowers, branches, roots, seeds, and mixtures thereof. Among these, leaves are preferred from the viewpoint of extraction rate of rosmarinic acid.
• fresh products, salted products, etc. can be used, but from the viewpoint of production cost, it is preferable to use fresh products.
• Blanching is a processing method in which fruits and vegetables are heated for a short time and then cooled, and is carried out for the purpose of preventing quality deterioration during processing and storage by heat inactivation of enzymes and sterilization of microorganisms.
• Examples of the blanching treatment include steam blanching treatment, boil blanching treatment, and microwave irradiation treatment. Any one or a combination of these can be used.
• the steam blanching treatment may be performed, for example, by bringing steam into contact with the Lamiaceae plant and heating the plant.
• the temperature of the steam is preferably 85°C or higher, more preferably 87°C or higher, and even more preferably 90°C or higher, from the viewpoint of heat inactivation treatment for polyphenol oxidase.
• the upper limit of the temperature is not particularly limited, but is preferably 100°C or less.
• the boil blanching treatment may be performed, for example, by immersing the Lamiaceae plant in hot water and heating it.
• the temperature of the hot water is preferably 85°C or higher, more preferably 87°C or higher, and even more preferably 90°C or higher, from the viewpoint of heat inactivation treatment for polyphenol oxidase.
• the upper limit of the temperature is not particularly limited, but is preferably 100°C or less.
• the Lamiaceae plant may be irradiated with microwaves having a frequency of 2450 MHz.
• steam blanching treatment and boil blanching treatment are preferred, and boiling blanching treatment is more preferred, from the viewpoint of heat inactivation treatment for polyphenol oxidase and from the viewpoint of production cost.
• this step it is preferable to perform blanching treatment in the presence of common salt.
• the concentration of rosmarinic acid in the dried material of the Lamiaceae plant to be subjected to the next step can be increased.
• Salt only needs to be present during the blanching process.
• a plant belonging to the Lamiaceae family and salt may be mixed together, and then steam may be brought into contact with the mixture to heat the mixture.
• the order of mixing Lamiaceae plants, salt, and boiling water is not particularly limited and can be mixed in any order. After mixing Lamiaceae plants and salt, it may be immersed in boiling water. Alternatively, the Lamiaceae plant may be immersed in boiling water mixed with common salt.
• the concentration of salt in the hot water is preferably 0.1% by mass or more and 30% by mass or less, more preferably 1% by mass, from the viewpoint of suppressing the elution of rosmarinic acid. % or more and 15% by mass or less, more preferably 5% by mass or more and 10% by mass or less.
• the concentration of rosmarinic acid in the dried material of the Lamiaceae plant to be subjected to the next step can be increased.
• the organic acid used in the present invention is not particularly limited, but is preferably one or more selected from hydroxycarboxylic acids, dicarboxylic acids, and ascorbic acids. Examples of the hydroxycarboxylic acid include lactic acid, citric acid, isocitric acid, malic acid, tartaric acid, gluconic acid, and quinic acid.
• dicarboxylic acids examples include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, and maleic acid.
• Ascorbic acid includes the stereoisomers L-ascorbic acid and erythorbic acid. Among these, from the viewpoint of increasing the concentration of rosmarinic acid in the dried product, hydroxycarboxylic acids and ascorbic acid are preferred, and citric acid and L-ascorbic acid are more preferred.
• the organic acid only needs to be present during the blanching treatment.
• a plant belonging to the Lamiaceae family and an organic acid may be mixed together, and then steam may be brought into contact with the mixture and the mixture may be heated.
• the order of mixing Lamiaceae plants, organic acids, and hot water is not particularly limited and can be mixed in any order.
• the Lamiaceae plant may be immersed in boiling water mixed with an organic acid.
• the concentration of the organic acid in the hot water is preferably 0.1% by mass or more and 30% by mass or less, more preferably 0.
• the content is .5% by mass or more and 15% by mass or less, more preferably 1% by mass or more and 10% by mass or less.
• the blanching time can be set as appropriate depending on the type of the Lamiaceae plant and the site of use, but from the viewpoint of heat inactivation of polyphenol oxidase and suppression of rosmarinic acid elution, it is preferably 15 seconds or more. Within minutes, more preferably from 30 seconds to 10 minutes, even more preferably from 60 seconds to 5 minutes.
• the Lamiaceae plant may be air-cooled or water-cooled, and water may be drained before drying.
• drying As the drying method, for example, known methods such as spray drying, hot air drying, freeze drying, and vacuum (reduced pressure) drying can be employed. Among these, hot air drying is preferred from the viewpoint of manufacturing costs.
• the drying temperature is preferably 50° C. or higher from the viewpoint of drying speed and inhibition of microbial growth.
• the drying time can be adjusted as appropriate, but from the viewpoint of moisture removal, it is preferably 3 hours or more and 12 hours or less.
• Step (B) of the present invention is a step of extracting the dried product obtained in step (A) with hot water.
• extraction means any means such as immersion, decoction, infusion, reflux extraction, and ultrasonic extraction can be used.
• the extraction may be repeated once or multiple times (for example, twice or three times).
• the temperature of the hot water used for extraction is preferably 40°C or higher, more preferably 70°C or higher, and even more preferably 90°C or higher, from the viewpoint of the extraction rate of rosmarinic acid and inhibition of microbial growth.
• the upper limit of the temperature of the hot water is not particularly limited, but is preferably 100°C or less. Examples of the type of water include tap water, distilled water, ion exchange water, purified water, and the like.
• the pH is 5 or more and less than 9 (at 20° C.), more preferably 6 or more and less than 8.
• the pH (20° C.) at the time of extraction is preferably 4 or less from the viewpoint of suppressing the elution of rosmarinic acid.
• the extraction time is preferably 30 minutes or more, more preferably 1 hour or more.
• the bath ratio of hot water that is, the mass ratio of hot water/dry matter of the Lamiaceae plant, is preferably 10 or more and less than 1000, more preferably 30 or more and less than 300, from the viewpoint of reducing extraction solvent.
• the dried product of the Lamiaceae plant and the hot water extract of the Lamiaceae plant can be separated by known solid-liquid separation means such as filtration, centrifugation, and membrane treatment.
• the solid content yield is preferably 10% or more, more preferably 12% or more.
• the solid content yield is preferably 16% or more, more preferably 18% or more.
• the method for producing a dried product of a Lamiaceae plant of the present invention includes a step (A') of blanching a Lamiaceae plant in the presence of an organic acid and then drying the same.
• Step (A') of the present invention is a step of blanching a plant of the Lamiaceae family in the presence of an organic acid and then drying it.
• the specific composition of the Lamiaceae plant, organic acid, blanching treatment, and drying is as explained above.
• the dried product of the Lamiaceae plant obtained in step (A') can be used as it is.
• a hot water extract of a plant of the family Lamiaceae can also be produced by subjecting the dried material of the plant of the family Lamiaceae to the above-mentioned step (B).
• the content of rosmarinic acid is preferably 1% by mass or more, more preferably 2% by mass or more, and still more preferably 3% by mass or more.
• the obtained hot water extract of the Lamiaceae plant of the present invention may be used as it is, or may be concentrated or dried.
• concentration method include a normal pressure concentration method in which the solvent is evaporated at normal pressure, a vacuum concentration method in which the solvent is evaporated under reduced pressure, and a membrane concentration method in which the solvent is removed by membrane separation.
• drying method a known method such as that described above can be employed. Among these, spray drying and freeze drying are preferred from the viewpoint of cost reduction and productivity improvement.
• Examples of the form of the hot water extract of the Lamiaceae plant include liquid, slurry, semi-solid, and solid.
• the content of rosmarinic acid in the solid content is preferably 4% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more.
• solid content refers to the residue obtained by concentrating a sample under reduced pressure using a rotary evaporator, adding water and freeze-drying to remove volatile substances.
• the amount of luteolin is reduced in the hot water extract of the Lamiaceae plant of the present invention.
• a hot water extract of a plant belonging to the Lamiaceae family such as a hot water extract of red perilla, has a large amount of luteolin-O-7-diglucuronide.
• Luteolin-O-7-diglucuronide and luteolin are components contained in plants of the Lamiaceae family.
• Luteolin-O-7-diglucuronide has antioxidant-radical removal, antioxidant-active oxygen removal, and inhibition of central nervous system inhibitory receptor binding (Hennebelle, T. et al. Phytother. Res. 2008, 22.
• the content of luteolin-O-7-diglucuronide in the solid content is preferably 2% by mass or more.
• the mass ratio of the content of rosmarinic acid to the content of luteolin-O-7-diglucuronide in a hot water extract of a labiatae plant for example, a hot water extract of red perilla [content of rosmarinic acid in solid content/solid content] content of luteolin-O-7-diglucuronide] is preferably 0.9 to 12, more preferably 4 to 8.
• the content of luteolin in the solid content is preferably 100 ppm or less.
• the mass ratio of the content of rosmarinic acid to the content of luteolin in the hot water extract of the Lamiaceae plant is preferably 1100 or more, More preferably 2,500 or more, still more preferably 5,000 or more.
• the hot water extract of the Lamiaceae plant of the present invention can be used in various foods and drinks, pharmaceuticals, quasi-drugs, cosmetics, etc.
• the present invention further discloses the following aspects.
• ⁇ 2> The production method according to ⁇ 1>, wherein the plant of the family Lamiaceae is preferably a plant of the genus Lamiaceae of the family Lamiaceae, more preferably red perilla.
• the blanching treatment is preferably a steam blanching treatment or a boil blanching treatment, and more preferably a boil blanching treatment.
• the temperature of the steam or the temperature of the hot water is preferably 85°C or higher, more preferably 87°C or higher, even more preferably 90°C or higher, and preferably 100°C or lower. .
• ⁇ 5> The production method according to any one of ⁇ 1> to ⁇ 4>, wherein the blanching treatment is preferably performed in the presence of common salt.
• concentration of salt in the hot water when performing boil blanching treatment is preferably 0.1% by mass or more and 30% by mass or less, more preferably 1% by mass or more and 15% by mass or less, and even more preferably 5% by mass.
• ⁇ 7> The production method according to any one of ⁇ 1> to ⁇ 4>, wherein the blanching treatment is preferably performed in the presence of an organic acid.
• the organic acid is preferably one or more selected from hydroxycarboxylic acid, dicarboxylic acid, and ascorbic acid, more preferably one or more selected from hydroxycarboxylic acid and ascorbic acid. , more preferably citric acid, L-ascorbic acid, or a combination thereof.
• the concentration of organic acid in the hot water when performing boil blanching treatment is preferably 0.1% by mass or more and 30% by mass or less, more preferably 0.5% by mass or more and 15% by mass or less, and even more preferably The manufacturing method according to ⁇ 7> or ⁇ 8>, wherein the content is 1% by mass or more and 10% by mass or less.
• ⁇ 10> Any of ⁇ 1> to ⁇ 9>, wherein the blanching treatment time is preferably 15 seconds or more and 15 minutes or less, more preferably 30 seconds or more and 10 minutes, and even more preferably 60 seconds or more and 5 minutes or less.
• the manufacturing method described in. ⁇ 11> The manufacturing method according to any one of ⁇ 1> to ⁇ 10>, wherein the drying method is preferably spray drying, hot air drying, freeze drying, or vacuum (reduced pressure) drying, and more preferably hot air drying.
• the temperature of the hot water used for extraction is preferably 40°C or higher, more preferably 70°C or higher, even more preferably 90°C or higher, and preferably 100°C or lower ⁇ 1> to ⁇ 11>
• the manufacturing method according to any one of. ⁇ 13> The manufacturing method according to any one of ⁇ 1> to ⁇ 12>, wherein the hot water bath ratio is preferably 10 or more and less than 1000, more preferably 30 or more and less than 300.
• a method for producing a dried product of a Lamiaceae plant which comprises blanching the Lamiaceae plant in the presence of an organic acid and then drying the same.
• the organic acid is preferably one or more selected from hydroxycarboxylic acid, dicarboxylic acid, and ascorbic acid, more preferably one or more selected from hydroxycarboxylic acid and ascorbic acid. , more preferably citric acid, L-ascorbic acid, or a combination thereof.
• Example 17 100 g of fresh red perilla leaves (chilimen red perilla from Hiroshima Prefecture) were boil-blanched with 2 L of boiling water (90°C, 1 minute), cooled with room temperature water, and further dried with hot air (60°C, 12 hours). Thus, 8.8 g of boiled dried leaves were obtained. Next, 600 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 86.4 mg of red perilla hot water extract powder ( A solid content yield of 14.4% was obtained. The rosmarinic acid content in the obtained red perilla extract powder was 4.7% by mass.
• Examples 18-20 100 g of chilimen red perilla fresh leaves from Hiroshima Prefecture, the same as in Example 17, were boil-blanched (90°C, 1 minute) with 2 L of 5% by mass, 1% by mass, or 0.1% by mass saline solution, and then boil-blanched with water at room temperature. By cooling and further drying with hot air (60° C., 12 hours), 10.3 g of boiled dried leaves were obtained. Next, 600 mg of the dried leaves were extracted with hot water (90° C., 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain an extract powder of a hot water extract of red perilla. The rosmarinic acid content (mass%) in the obtained red perilla extract powder was determined. Table 5 shows the treatment conditions and results.
• Example 21 (Steam blanching) 50.4 g of fresh red perilla leaves (Katamen red perilla produced in Kumamoto Prefecture) were steam-treated with boiling water (98°C, 3 minutes), cooled with room temperature water, and further dried with hot air (60°C, 12 hours). Thus, 6.4 g of steam-dried leaves were obtained. Next, 300 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 55.2 mg of red perilla hot water extract powder ( A solid content yield of 18.4% was obtained. The rosmarinic acid content in the obtained red perilla extract powder was 8.7% by mass.
• Example 22 (salt mixture) 50.2 g of fresh red perilla leaves produced in Kumamoto Prefecture, the same as in Example 21, and 50.0 g of common salt were mixed and immersed for 10 minutes. After boil blanching with 1 L of boiling water (90° C., 1 minute), cooling with room temperature water, and further drying with hot air (60° C., 12 hours), 7.2 g of boiled dried leaves were obtained. Next, 300 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and freeze-dried to obtain 105 mg of red perilla hot water extract powder (solid content). A yield of 35.0%) was obtained. The rosmarinic acid content in the obtained red perilla extract powder was 5.3% by mass.
• Example 23 50.4 g of Katamen red perilla leaves from Kumamoto Prefecture, the same as in Example 21, were boil-blanched with 1 L of boiling water (90°C, 1 minute), cooled with room temperature water, and then dried with hot air (60°C, 12 hours). ), 6.1 g of boiled dry leaves were obtained. Next, 300 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and freeze-dried to obtain 43.5 mg of red perilla hot water extract powder ( A solid content yield of 14.5% was obtained. The rosmarinic acid content in the obtained red perilla extract powder was 2.5% by mass. Table 6 shows the treatment conditions and results.
• Example 24 and Reference Examples 1 and 2 According to the method of Example 3, 300 mg of boiled dried leaves of Chinese Katamen red perilla was extracted with hot water, 50 vol% aqueous ethanol, and 80 vol% aqueous ethanol 15 mL (90°C, 60 minutes, bath ratio 50 times), and concentrated under reduced pressure. An extract powder was prepared from the extract by removing ethanol and freeze-drying. Using HPLC-UV, the rosmarinic acid content in the extract liquid and extract powder was determined, and the amount of rosmarinic acid recovered for each extraction solvent was determined. As a result, in the hot water extraction, the solid content yield was 11.2%, the rosmarinic acid content was 17.8% by mass, and RA was 20.0 mg/g of dry leaf (Example 24).
• Examples 25-30 100 g of chilimen red perilla fresh leaves from Hiroshima Prefecture were boil-blanched (90°C, 1 minute) with 2 L of a 5.0, 1.0, 0.1 mass% aqueous solution of citric acid or ascorbic acid, and cooled with room temperature water. By drying with hot air (60° C., 12 hours), organic acid-added boiled dried leaves were obtained. Rosmarinic acid (RA) content in the dried leaves was measured by HPLC-UV quantification.
• RA Rosmarinic acid
• Solid content recovery rate Extract powder weight ⁇ Extraction raw material dry leaf weight x 100 (%)
• Boil dried leaves were obtained by boil-blanching 100 g of chilimen red perilla leaves from Hiroshima Prefecture with 2 L of boiling water (90°C, 1 minute), cooling with room temperature water, and drying with hot air (60°C, 12 hours). Ta. The RA content in the dried leaves was measured by HPLC-UV quantification.
• the boiled dried leaves were extracted with hot water (90°C, 60 minutes, 50 times the bath ratio) in the same manner as in Example 1, filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain red perilla hot water extract powder. Obtained.
• the rosmarinic acid content in the hot water extract powder was measured by HPLC-UV quantification. Table 7 shows the treatment conditions and results.
• Examples 31-33 50 g of fresh Katamen red perilla leaves from Kumamoto Prefecture were mixed with 50 g, 10 g, and 1.0 g of citric acid and immersed for 10 minutes, followed by boil blanching treatment with 1 L of boiling water (90°C, 1 minute, final concentration of citric acid 5). % by mass, 1% by mass, 0.1% by mass), cooled with water at room temperature, and dried with hot air (60° C., 12 hours) to obtain organic acid-added boiled dried leaves. The RA content in the dried leaves was measured by HPLC-UV quantification.
• Boil dried leaves were obtained by boil-blanching 50 g of Katamen red perilla leaves from Kumamoto Prefecture with 1 L of boiling water (90°C, 1 minute), cooling with room temperature water, and drying with hot air (60°C, 12 hours). Ta. The RA content in the dried leaves was measured by HPLC-UV quantification.
• the boiled dried leaves were extracted with hot water (90°C, 60 minutes, 50 times the bath ratio) in the same manner as in Example 31, filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain red perilla hot water extract powder. Obtained.
• the rosmarinic acid content in the hot water extract powder was measured by HPLC-UV quantification. Table 8 shows the treatment conditions and results.
• Example 34 50.5 g of fresh green perilla leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of boiling water (95°C, 1 minute), cooled with room temperature water, and further dried with hot air (65°C, 21 hours). , 6.5 g of boiled dry leaves were obtained. Next, 291 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 29 mg of green perilla hot water extract powder (solid content). A yield of 10.1%) was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 25.3% by mass.
• Example 35 50.4 g of fresh green perilla leaves (produced in Wakayama Prefecture) were boil-blanched in 1 L of 5% saline (95°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). By doing so, 7.4 g of boiled dry leaves were obtained. Next, 297 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 59 mg of green perilla hot water extract powder (solid content). A yield of 19.8%) was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 20.8% by mass.
• Example 36 50.1 g of fresh green perilla leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of 5% citric acid water (95°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). ), 7.0 g of boiled dry leaves were obtained. Next, 279 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 37 mg of green perilla hot water extract powder (solid content). A yield of 13.2%) was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 27.8% by mass.
• Comparative example 7 50.6 g of fresh green perilla leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of hot water (75°C, 1 minute), cooled with room temperature water, and further dried with hot air (65°C, 21 hours). Thus, 7.0 g of boiled dried leaves were obtained. Next, 307 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 46 mg of green perilla hot water extract powder (solid content). A yield of 15.1%) was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 5.2% by mass.
• Comparative example 8 After boil-blanching 50.0 g of fresh green perilla leaves (produced in Wakayama Prefecture) with 1 L of hot water (60°C, 1 minute), cooling with room temperature water, and drying with hot air (65°C, 21 hours). Thus, 7.0 g of boiled dried leaves were obtained. Next, 296 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 43 mg of green perilla hot water extract powder (solid content). A yield of 14.5% was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 0.4% by mass.
• Example 37 59.6g of fresh spearmint leaves (produced in Wakayama Prefecture) were boil-blanched with 1L of boiling water (95°C, 1 minute), cooled with room temperature water, and further dried with hot air (65°C, 21 hours). 6.4 g of boiled dry leaves were obtained. Next, 287 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 41 mg of spearmint hot water extract powder (solid content yield). 14.4%). The content of rosmarinic acid in the obtained spearmint extract powder was 4.0% by mass.
• Example 38 52.1 g of fresh spearmint leaves (produced in Wakayama Prefecture) were boil-blanched in 1 L of 5% saline (95°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). In this way, 8.8 g of boiled dried leaves were obtained. Next, 281 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 87 mg of spearmint hot water extract powder (solid content yield). 30.8%). The content of rosmarinic acid in the obtained spearmint extract powder was 5.3% by mass.
• Example 39 58.6 g of fresh spearmint leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of 5% citric acid water (95°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). By doing so, 6.9 g of boiled dry leaves were obtained. Next, 272 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 68 mg of spearmint hot water extract powder (solid content yield). 25.1%). The content of rosmarinic acid in the obtained spearmint extract powder was 5.1% by mass.
• Comparative example 9 56.7 g of fresh spearmint leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of hot water (75°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). , 6.4 g of boiled dry leaves were obtained. Next, 289 mg of dried leaves were extracted with hot water (90°C, 60 minutes, 50 times the bath ratio), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 56 mg of spearmint hot water extract powder (solid content yield). 19.5%). The content of rosmarinic acid in the obtained spearmint extract powder was 1.7% by mass.
• Comparative example 10 59.4 g of fresh spearmint leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of hot water (60°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). , 8.8 g of boiled dry leaves were obtained. Next, 293 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 68 mg of spearmint hot water extract powder (solid content yield). 23.1%). The content of rosmarinic acid in the obtained spearmint extract powder was 0.7% by mass.
• Example 40 56.5 g of fresh rosemary leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of boiling water (95°C, 1 minute), cooled with room temperature water, and further dried with hot air (65°C, 21 hours). , 14.6 g of boiled dry leaves were obtained. Next, 290 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 48 mg of rosemary hot water extract powder (solid content). A yield of 16.6%) was obtained. The rosmarinic acid content in the obtained rosemary extract powder was 3.7% by mass.
• Example 41 54.5 g of fresh rosemary leaves (produced in Wakayama Prefecture) were boil-blanched with 1 L of 5% citric acid water (95°C, 1 minute), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). ), 15.7 g of boiled dry leaves were obtained. Next, 269 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 58 mg of rosemary hot water extract powder (solid content). A yield of 21.5% was obtained. The rosmarinic acid content in the obtained rosemary extract powder was 3.5% by mass.
• Comparative example 11 After boil-blanching 50.4 g of fresh rosemary leaves (produced in Wakayama Prefecture) with 1 L of hot water (60°C, 1 minute), cooling with room temperature water, and drying with hot air (65°C, 21 hours). Thus, 13.7 g of boiled dried leaves were obtained. Next, 303 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 44 mg of rosemary hot water extract powder (solid content). A yield of 14.7%) was obtained. The rosmarinic acid content in the obtained rosemary extract powder was 0.2% by mass. Table 9 shows the treatment conditions and results.
• Example 42 57.1 g of fresh green perilla leaves (produced in Wakayama Prefecture) were steam-treated with boiling water (98°C, 3 minutes), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). 8.0 g of dried leaves were obtained. Next, 283 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 39 mg of green perilla hot water extract powder (solid content). A yield of 13.9%) was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 15.2% by mass.
• Example 43 49.2 g of fresh spearmint leaves (produced in Wakayama Prefecture) were steam-treated with boiling water (98°C, 3 minutes), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). 7.8 g of leaves were obtained. Next, 276 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 81 mg of green perilla hot water extract powder (solid content). A yield of 29.3% was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 7.4% by mass.
• Example 44 53.7 g of fresh rosemary leaves (produced in Wakayama Prefecture) were steam-treated with boiling water (98°C, 3 minutes), cooled with room temperature water, and then dried with hot air (65°C, 21 hours). 14.8 g of dried leaves were obtained. Next, 289 mg of dried leaves were extracted with hot water (90°C, 60 minutes, bath ratio 50 times), filtered through a 0.45 ⁇ m PES filter, and then freeze-dried to obtain 56 mg of green perilla hot water extract powder (solid content). A yield of 19.4%) was obtained. The rosmarinic acid content in the obtained green perilla extract powder was 7.1% by mass. The treatment conditions and results are shown in Table 10.

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