METHOD FOR PRODUCING LAMIACEAE PLANT HOT-WATER EXTRACT

Abstract

Provided is a method capable of industrially advantageously producing a Lamiaceae plant extract containing rosmarinic acid at a high concentration. A method for producing a hot-water extract of a Lamiaceae plant including the following steps (A) and (B): (A) subjecting a Lamiaceae plant to a blanching treatment at 85 C. or higher, then drying; and (B) extracting a dried product obtained in the step (A) with hot water.

Claims

1. A method for producing a hot-water extract of a Lamiaceae plant, the method comprising: (A) subjecting a Lamiaceae plant to a blanching treatment at 85 C. or higher, then drying; and (B) extracting a dried product obtained in (A) with hot water.

2. The method for producing a hot-water extract of a Lamiaceae plant according to claim 1, wherein the blanching treatment is a steam blanching treatment or a boil blanching treatment.

3. The method for producing a hot-water extract of a Lamiaceae plant according to claim 1, wherein the blanching treatment is performed in the presence of common salt or an organic acid.

4. The method for producing a hot-water extract of a Lamiaceae plant according to claim 3, wherein the organic acid is one or more selected from the group consisting of hydroxycarboxylic acids and ascorbic acids.

5. The method for producing a hot-water extract of a Lamiaceae plant according to claim 3, wherein the organic acid is citric acid, L-ascorbic acid, or a combination thereof.

6. The method for producing a hot-water extract of a Lamiaceae plant according to claim 1, wherein a temperature of the hot water used for the extracting is from 40 to 100 C.

7. The method for producing a hot-water extract of a Lamiaceae plant according to claim 1, wherein the Lamiaceae plant is one or more selected from the group consisting of plants of genus Perilla of family Lamiaceae, plants of genus Salvia of family Lamiaceae, and plants of genus Mentha of family Lamiaceae.

8. The method for producing a hot-water extract of a Lamiaceae plant according to claim 1, wherein the Lamiaceae plant is one or more selected from the group consisting of red perilla, green perilla, rosemary, and spearmint.

9. The method for producing a hot-water extract of a Lamiaceae plant according to claim 1, wherein the hot-water extract of a Lamiaceae plant is an extract having a mass ratio of a content of rosmarinic acid to a content of luteolin being 1,100 or more.

10. A hot-water extract of a Lamiaceae plant, having a mass ratio of a content of rosmarinic acid to a content of luteolin being 1,100 or more.

11. A method for producing a dried product of a Lamiaceae plant, the method comprising: subjecting a Lamiaceae plant to a blanching treatment in the presence of an organic acid, then drying.

12. The method for producing a dried product of a Lamiaceae plant according to claim 11, wherein the organic acid is one or more selected from the group consisting of hydroxycarboxylic acids and ascorbic acids.

13. The method for producing a dried product of a Lamiaceae plant according to claim 11, wherein the organic acid is citric acid, L-ascorbic acid, or a combination thereof.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0016] The method of Patent Literature 2, however, has problems in terms of industrial productivity, such as the low purity of rosmarinic acid in the obtained extract itself and the required purification process to achieve high purity. Furthermore, Patent Literatures 2 and 3 use hydrous organic solvents for extraction, which require a removal process for the solvents after extraction, making the work processes complicated.

[0017] Thus, the present invention relates to a provision of a method capable of industrially advantageously producing a Lamiaceae plant extract containing rosmarinic acid at a high concentration.

[0018] The present inventors found that rosmarinic acid can be recovered from a Lamiaceae plant in a high yield by subjecting a Lamiaceae plant to a blanching treatment, then drying, and extracting the obtained dried product with hot water, and that a Lamiaceae plant extract containing rosmarinic acid at a high concentration can be obtained without a purification step.

[0019] The present inventors also found that the concentration of rosmarinic acid in the dried product after drying can be increased by subjecting a Lamiaceae plant to a blanching treatment in the presence of an organic acid, and further found that rosmarinic acid can be recovered in a high yield by extracting the dried product with hot water, so that a Lamiaceae plant extract containing rosmarinic acid at a high concentration can be obtained without a purification step.

[0020] According to the present invention, a Lamiaceae plant hot-water extract and a dried product of a Lamiaceae plant, which contain rosmarinic acid at high concentrations, can be obtained in a high yield.

[Method for Producing Lamiaceae Plant Hot-Water Extract]

[0021] The method for producing a Lamiaceae plant hot-water extract of the present invention includes a step (A) of subjecting a Lamiaceae plant to a blanching treatment at 85 C. or higher, then drying; and a step (B) of extracting a dried product obtained in the step (A) with hot water.

[Step (A)]

[0022] The step (A) of the present invention is a step of subjecting a Lamiaceae plant to a blanching treatment at 85 C. or higher, then drying.

(Lamiaceae Plant)

[0023] The Lamiaceae plant in the present invention is not particularly limited as long as it is a plant classified as a family of Lamiaceae, and examples thereof include perilla (shiso), perilla sesame (egoma), rosemary, lavender, salvia, sage, mint, peppermint, spearmint, lemon balm, basil, and thyme. One or more Lamiaceae plants can be used. Among them, plants of genus Perilla such as red perilla (aka-shiso) and green perilla (ao-shiso), plants of genus Salvia such as rosemary, and plants of genus Mentha such as peppermint and spearmint are preferred, and red perilla, green perilla, rosemary, and spearmint are more preferred, from the viewpoint of the extraction rate of rosmarinic acid. One or more of them can be used.

[0024] Used parts of the Lamiaceae plant are not particularly limited, and examples thereof include a whole body, a leaf, a stem, a bud, a flower, a branch, a root, a seed, and the like, and a mixture thereof. Among them, the leaf is preferred from the viewpoint of rosmarinic acid extraction rate.

[0025] The Lamiaceae plant used may be fresh, salted, or the like, but from the viewpoint of production cost, a fresh plant is preferably used.

(Blanching Treatment)

[0026] The blanching treatment is a processing method of heating a fruit or a vegetable and cooling it for a short time. The blanching treatment is performed for the purpose of preventing quality deterioration during processing and storage, and the like by heat-inactivating enzymes and sterilizing microorganisms. Examples of the blanching treatment include a steam blanching treatment, a boil blanching treatment, and a microwave irradiation treatment. These treatments can be used singly or in combination.

[0027] The steam blanching treatment may include bringing a Lamiaceae plant into contact with, for example, water vapor, and heating.

[0028] The temperature of the water vapor 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 for polyphenol oxidase. The upper limit of the temperature is not particularly limited, but is preferably 100 C. or lower.

[0029] The boil blanching treatment may include immersing a Lamiaceae plant in, for example, hot boiled water, and heating.

[0030] The temperature of the hot boiled 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 for polyphenol oxidase. The upper limit of the temperature is not particularly limited, but is preferably 100 C. or lower.

[0031] The microwave irradiation treatment may include irradiating a Lamiaceae plant with microwave, for example, at a frequency of 2, 450 MHZ.

[0032] In this step, the steam blanching treatment and boil blanching treatment are preferred, and boil blanching treatment is more preferred, from the viewpoint of heat inactivation for polyphenol oxidase and production cost.

[0033] In this step, it is also preferable to perform the blanching treatment in the presence of common salt. The blanching treatment in the presence of common salt can increase the concentration of rosmarinic acid in the dried product of a Lamiaceae plant provided to a next step.

[0034] The common salt may be present at the time of the blanching treatment. For example, in the case of a steam blanching treatment, the Lamiaceae plant may be mixed with common salt, and then the mixture may be brought into contact with water vapor, and heated.

[0035] In the case of a boil blanching treatment, the mixing order of the Lamiaceae plant, common salt, and hot boiled water is not particularly limited, and they can be mixed in any order. The Lamiaceae plant and common salt may be mixed and then immersed in hot boiled water, or the Lamiaceae plant may be immersed in hot boiled water that has been mixed with common salt.

[0036] When performing the boil blanching treatment in the presence of common salt, a concentration of common salt in the hot boiled water is preferably 0.1 mass % or more and 30 mass % or less, more preferably 1 mass % or more and 15 mass % or less, and further preferably 5 mass % or more and 10 mass % or less from the viewpoint of suppressing rosmarinic acid elution.

[0037] In this step, it is also preferable to perform the blanching treatment in the presence of an organic acid. The blanching treatment in the presence of an organic acid can increase the concentration of rosmarinic acid in the dried product of a Lamiaceae plant provided to a next step.

[0038] The organic acid used in the present invention is not particularly limited, but preferably one or more selected from the group consisting of hydroxycarboxylic acids, dicarboxylic acids, and ascorbic acids.

[0039] Examples of the hydroxycarboxylic acids include lactic acid, citric acid, isocitric acid, malic acid, tartaric acid, gluconic acid, and quinic acid.

[0040] Examples of the dicarboxylic acids include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, and maleic acid.

[0041] Examples of the ascorbic acids include L-ascorbic acid and erythorbic acid, which are stereoisomers.

[0042] Among them, the organic acid is preferably a hydroxycarboxylic acid or an ascorbic acid, more preferably citric acid or L-ascorbic acid from the viewpoint of increasing the concentration of rosmarinic acid in the dried product.

[0043] The organic acid may be present at the time of the blanching treatment. For example, in the case of a steam blanching treatment, the Lamiaceae plant may be mixed with an organic acid, and then the mixture may be brought into contact with water vapor, and heated.

[0044] In the case of a boil blanching treatment, the mixing order of the Lamiaceae plant, an organic acid, and hot boiled water is not particularly limited, and they can be mixed in any order. The Lamiaceae plant and an organic acid may be mixed and then immersed in hot boiled water, or the Lamiaceae plant may be immersed in hot boiled water that has been mixed with an organic acid.

[0045] When performing the boil blanching treatment in the presence of an organic acid, a concentration of the organic acid in the hot boiled water is preferably 0.1 mass % or more and 30 mass % or less, more preferably 0.5 mass % or more and 15 mass % or less, and even more preferably 1 mass % or more and 10 mass % or less from the viewpoint of suppressing rosmarinic acid elution.

[0046] The time of the blanching treatment can be appropriately set depending on the type and used part of the Lamiaceae plant, but preferably 15 seconds or more and 15 minutes or less, more preferably 30 seconds or more and 10 minutes or less, further preferably 60 seconds or more and 5 minutes or less from the viewpoint of heat inactivation for polyphenol oxidase and suppression of rosmarinic acid elution. After the blanching treatment, the Lamiaceae plant may be air-cooled or water-cooled, or subjected to draining of water before drying.

(Drying)

[0047] As the method for drying, known methods such as spray drying, hot air drying, lyophilization, or vacuum (decompression) drying can be employed. Among them, hot air drying is preferred from the viewpoint of production cost.

[0048] The drying temperature is preferably 50 C. or higher from the viewpoint of drying rate and growth inhibition of microorganisms.

[0049] The drying time can be adjusted as appropriate, but preferably 3 hours or more and 12 hours or less from the viewpoint of moisture removal.

[Step (B)]

[0050] The step (B) of the present invention is a step of extracting the dried product obtained in the step (A) with hot water.

(Extraction Means)

[0051] In the extracting, any means such as immersion, decoction, leaching, reflux extraction, ultrasonic extraction, and the like can be used. The extraction may be performed once or repeated plural times (e.g., twice, or three times).

[0052] The temperature of hot water used for the extracting is preferably 40 C. or higher, more preferably 70 C. or higher, and further preferably 90 C. or higher from the viewpoint of the extraction rate of rosmarinic acid and the growth inhibition of microorganisms. The upper limit of the temperature of hot water is not particularly limited, but is preferably 100 C. or lower.

[0053] Examples of the type of water include tap water, distilled water, ion exchange water, and purified water.

[0054] During the extraction of the dried product, pH adjustment by adding an agent is not required. When pH adjustment is performed, the pH is 5 or more and less than 9 (20 C.), more preferably 6 or more and less than 8.

[0055] In the step (A), when the boil blanching treatment is performed in the presence of an organic acid, pH at the time of extraction (20 C.) is preferably 4 or less from the viewpoint of suppressing rosmarinic acid elution.

[0056] The extraction time is preferably 30 minutes or more, more preferably 1 hour or more from the viewpoint of the extraction rate of rosmarinic acid.

[0057] The bath ratio of hot water, that is, the mass ratio of hot water/dried product of Lamiaceae plant is preferably 10 or more and less than 1,000, more preferably 30 or more and less than 300 from the viewpoint of reducing the extraction solvent.

[0058] After extraction, the dried product of the Lamiaceae plant may be separated from the Lamiaceae plant hot-water extract by known solid-liquid separation means such as filtration, centrifugation, or membrane treatment.

[0059] In the present invention, the solid yield is preferably 10% or more, more preferably 12% or more.

[0060] In step (A), when the boil blanching treatment is performed in the presence of an organic acid, the solid yield is preferably 16% or more, more preferably 18% or more.

[Method for Producing Dried Product of Lamiaceae Plant]

[0061] The method for producing a dried product of a Lamiaceae plant of the present invention includes a step (A) of subjecting a Lamiaceae plant to a blanching treatment in the presence of an organic acid, then drying.

[Step (A)]

[0062] The step (A) of the present invention is a step of subjecting a Lamiaceae plant to a blanching treatment in the presence of an organic acid, then drying.

[0063] The specific compositions of the Lamiaceae plant, organic acid, blanching treatment, and drying are as described above.

[0064] The dried product of the Lamiaceae plant obtained by the step (A) can be used as is. The dried product of the Lamiaceae plant can also be subjected to the above-described step (B) to produce a hot-water extract of the Lamiaceae plant.

[0065] In the dried product of the Lamiaceae plant of the present invention, a content of rosmarinic acid is preferably 1 mass; or more, more preferably 2 mass or more, and further preferably 3 mass % or more.

[Lamiaceae Plant Hot-Water Extract]

[0066] The obtained Lamiaceae plant hot-water extract of the present invention may be used as is, or may be concentrated or dried.

[0067] Examples of concentration method include a normal pressure concentration method in which the solvent is evaporated at normal pressure, a decompression 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.

[0068] Examples of drying method include known methods as described above. Among them, from the viewpoint of cost reduction and productivity improvement, the spray drying method and the lyophilization method are preferred.

[0069] Examples of form of the Lamiaceae plant hot-water extract include a liquid, a slurry, a semi-solid, and a solid.

[0070] The content of rosmarinic acid in the solids in the Lamiaceae plant hot-water extract of the present invention is preferably 4 mass % or more, more preferably 5 mass % or more, and further preferably 10 mass % or more. The term solid(s) as used herein refers to a residue obtained by concentrating a sample under reduced pressure with a rotary evaporator, followed by addition of water, lyophilization, and removal of volatiles.

[0071] The amount of luteolin in the Lamiaceae plant hot-water extract of the present invention is reduced by undergoing the above steps (A) and (B). Furthermore, the amount of luteolin-O-7-diglucuronide is increased in the Lamiaceae plant hot-water extract, such as the red perilla hot-water extract. Luteolin-O-7-diglucuronide and luteolin are components contained in the Lamiaceae plant. Luteolin-O-7-diglucuronide has been found to have health functions such as antioxidation-radical scavenging, antioxidation-active oxygen scavenging, binding inhibition against the central nervous system inhibitory receptors (Hennebelle, T. et al. Phytother. Res. 2008, 22. 256-258), amelioration of eye fatigue (WO 2020/017674), NO scavenging activity (Fraisse, D. et al. Molecules 2018, 23 (7), 1574), and amelioration of isoproterenol-induced myocardial injury and fibrosis in mice (Ning, B. et al. Acta Pharmacologica Sinica 2017, 38, 331-341). The Lamiaceae plant hot-water extract of the present invention can thus be expected to have high functional expressions of rosmarinic acid and luteolin-O-7-diglucuronide.

[0072] The content of luteolin-O-7-diglucuronide in the solids is preferably 2 mass % or more in the Lamiaceae plant hot-water extract, such as the red perilla hot-water extract, of the present invention.

[0073] The mass ratio of a content of rosmarinic acid to a content of luteolin-O-7-diglucuronide [content of rosmarinic acid in solid/content of luteolin-O-7-diglucuronide in solid] in the Lamiaceae plant hot-water extract, such as the red perilla hot-water extract, is preferably from 0.9 to 12, more preferably from 4 to 8.

[0074] When the amount of luteolin is high, turbidity can be observed in an aqueous solution of the Lamiaceae plant hot-water extract containing high concentrations of rosmarinic acid. However, the amount of luteolin is small in the Lamiaceae plant hot-water extract of the present invention, thus the aqueous solution of the Lamiaceae plant hot-water extract of the present invention is highly transparent.

[0075] The content of luteolin in solids in the Lamiaceae plant hot-water extract of the present invention is preferably 100 ppm or less.

[0076] The mass ratio of a content of rosmarinic acid to a content of luteolin [content of rosmarinic acid in solid/content of luteolin in solid] in the Lamiaceae plant hot-water extract is preferably 1, 100 or more, more preferably 2,500 or more, and further preferably 5,000 or more.

[0077] The Lamiaceae plant hot-water extract of the present invention can be used in various food and beverages, pharmaceuticals, quasi-drugs, cosmetics, and the like.

[0078] Regarding the above-described embodiments, the following aspects are further disclosed in the present invention.

[0079] <1> A method for producing a hot-water extract of a Lamiaceae plant, the method comprising the following steps (A) and (B): [0080] (A) subjecting a Lamiaceae plant to a blanching treatment at 85 C. or higher, then drying; and [0081] (B) extracting a dried product obtained in the step (A) with hot water.

[0082] <2> The production method according to <1>, wherein the Lamiaceae plant is preferably a plant of genus Perilla of family Lamiaceae, more preferably red perilla.

[0083] <3> The production method according to <1> or <2>, wherein the blanching treatment is preferably a steam blanching treatment or a boil blanching treatment, more preferably a boil blanching treatment.

[0084] <4> The production method according to <3>, wherein a temperature of water vapor or a temperature of hot boiled water is preferably 85 C. or higher, more preferably 87 C. or higher, further preferably 90 C. or higher, and preferably 100 C. or lower.

[0085] <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.

[0086] <6> The production method according to <5>, wherein a concentration of common salt in hot boiled water when performing the boil blanching treatment is preferably 0.1 mass % or more and 30 mass % or less, more preferably 1 mass % or more and 15 mass % or less, further preferably 5 mass % or more and 10 mass % or less.

[0087] <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.

[0088] <8> The production method according to <7>, wherein the organic acid is preferably one or more selected from the group consisting of hydroxycarboxylic acids, dicarboxylic acids and ascorbic acids, more preferably one or more selected from the group consisting of hydroxycarboxylic acids and ascorbic acids, and further preferably citric acid, L-ascorbic acid or a combination thereof.

[0089] <9> The production method according to <7> or <8>, wherein a concentration of the organic acid in hot boiled water when performing the boil blanching treatment is preferably 0.1 mass % or more and 30 mass % or less, more preferably 0.5 mass % or more and 15 mass % or less, further preferably 1 mass& or more and 10 mass % or less.

[0090] <10> The production method according to any one of <1> to <9>, wherein a time of the blanching treatment is preferably 15 seconds or more and 15 minutes or less, more preferably 30 seconds or more and 10 minutes or less, further preferably 60 seconds or more and 5 minutes or less.

[0091] <11> The production method according to any one of <1> to <10>, wherein a method for the drying is preferably spray drying, hot air drying, lyophilization, or vacuum (decompression) drying, more preferably hot air drying.

[0092] <12> The production method according to any one of <1> to <11>, wherein a temperature of the hot water used for the extracting 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.

[0093] <13> The production method according to any one of <1> to <12>, wherein a bath ratio of the hot water is preferably 10 or more and less than 1,000, more preferably 30 or more and less than 300.

[0094] <14> A Lamiaceae plant hot-water extract, having a mass ratio of a content of rosmarinic acid to a content of luteolin being 1,100 or more.

[0095] <15> The Lamiaceae plant hot-water extract according to <14>, wherein the mass ratio of a content of rosmarinic acid to a content of luteolin is preferably 2,500 or more, more preferably 5,000 or more.

[0096] <16> A method for producing a dried product of a Lamiaceae plant, the method comprising a step (A) of subjecting a Lamiaceae plant to a blanching treatment in the presence of an organic acid, then drying.

[0097] <17> The production method according to <16>, wherein the organic acid is preferably one or more selected from the group consisting of hydroxycarboxylic acids, dicarboxylic acids, and ascorbic acids, more preferably one or more selected from the group consisting of hydroxycarboxylic acids and ascorbic acids, and further preferably citric acid, L-ascorbic acid or a combination thereof.

EXAMPLES

[Quantification of Rosmarinic Acid and Luteolin-O-7-Diglucuronide, LC-UV]

[0098] The contents of rosmarinic acid and luteolin-O-7-diglucuronide were quantified under the following conditions. [0099] HPLC: Agilent 1260 Infinity [0100] Column: CAPCELL CORE C18 (2.1 mml100 mm 2.7 m) Product number 51105 (OSAKA SODA CO., LTD.) [0101] Eluent: A 0.1 vol % aqueous formic acid solution, B acetonitrile [0102] Flow rate: 0.7 mL/min [0103] Temperature: 40 C. [0104] Detection wavelength: rosmarinic acid 320 nm, luteolin-O-7-diglucuronide 350 nm [0105] Inject: solid content 1.00 mg/mL, 5.0 L

Calibration Curve

Rosmarinic Acid

[0106] A calibration curve of rosmarinic acid was generated with 8 points between 1,000 to 10 g/mL prepared using a commercially available reagent (Carbosynth Limited, 98.2% purity) diluted with 50 vol % aqueous ethanol solution.

Luteolin-O-7-Diglucuronide

[0107] A calibration curve of luteolin-O-7-diglucuronide was generated with 8 points between 1,000 to 10 g/mL prepared using a commercially available reagent (Sigma-Aldrich Co. LLC, 98.2% purity) diluted with 50 vol % aqueous ethanol solution.

Quantification Sample

[0108] Powder: 10.0 mg of an extract powder was dissolved in 10.0 mL of ion exchange water to afford a 1.00 mg/mL solution, which was analyzed by HPLC-UV.

[0109] Extract solution: An extraction solution of dried leaves of a Lamiaceae plant was diluted 10-fold with ion exchange water and analyzed by HPLC-UV.

TABLE-US-00001 TABLE 1 Elution conditions time (min) 0-0.6 2.0-4.4 5.4-9 9.1-11 11.1-15 Eluent vol % A 94 82 75 3 94 Eluent vol % B 6 18 25 97 6

[Quantification of Luteolin, LC-MS/MS]

[0110] The content of luteolin was measured under the following conditions. [0111] HPLC: Sciex ExionLC (AB Sciex Pte. Ltd.) [0112] MS/MS: TRIPLE QUAD 4500 (AB Sciex Pte. Ltd.) [0113] Column: Capcell Core C18 (2.1 mm50 mm, 2.7 m) Product number 51103 (OSAKA SODA CO., LTD.) [0114] Eluent: A 0.1 vol % aqueous formic acid solution, B acetonitrile [0115] Flow rate: 0.7 mL/min [0116] Temperature: 40 C. [0117] Inject: 50 vol % aqueous ethanol solution

Calibration Curve:

[0118] A calibration curve thereof was generated with 12 points between 1,000 to 0.25 g/mL prepared using a commercially available reagent luteolin (Fujifilm Wako Pure Chemical Corporation, 95% purity) diluted with 50% aqueous ethanol solution.

TABLE-US-00002 TABLE 2 Elution conditions time (min) 0 4.0 4.5 4.51 5.0 Eluent vol % A 80 30 30 80 80 Eluent vol % B 20 70 70 20 20 MS/MS detection conditions Q1 Q3 DP(V) CE(V) CXP(V) Luteolin 286.784 153.000 121 45 8

[Red Perilla Hot-Water Extract]

Examples 1-10

[0119] 100 g of red perilla fresh leaves (katamen-shiso grown in China) were subjected to a boil blanching treatment (90 C., 1 minute) with 2 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 13.5 g of boiled dried leaves.

[0120] Then, under the conditions shown in Table 3, the boiled dried leaves were extracted with hot water, filtered with a 0.45 m PES filter, and then lyophilized to afford an extract powder of red perilla hot-water extract.

[0121] The rosmarinic acid content (mass %), luteolin-7-O-diglucuronide content (mass %), and luteolin content (mass ppm) in the obtained red perilla extract powder were quantified.

[0122] The treatment conditions and results are shown in Table 3. In Table 3, rosmarinic acid was abbreviated as RA, luteolin-7-O-diglucuronide was abbreviated as L7DG, and luteolin was abbreviated as Lut.

[0123] The solid recovery rate was calculated by the following equation (1).

[00001]$\begin{array}{cc}\mathrm{Solid}\mathrm{recovery}\mathrm{rate}\left(\%\right)=\mathrm{weight}\mathrm{of}\mathrm{extract}\mathrm{powder}/\mathrm{weight}\mathrm{of}\mathrm{extraction}\mathrm{raw}\mathrm{material}\mathrm{dried}\mathrm{leaves}100\left(\%\right)& \left(1\right)\end{array}$

TABLE-US-00003 TABLE 3 Hot-water extract yield RA Hot-water extraction recovered Boiling conditions conditions amount Component Raw Temper- Temper- Bath Solid mg/1 g Composition amount ratio material ature Time ature Time ratio yield processed RA L7DG Lut RA/ RA/ Example leaves C. min C. min fold % leaves mass % mass % mass ppm L7DG Lut Exam- Katamen- 90 1 90 360 50 15.2 19.6 12.9 2.2 1.5 6.0 86313 ple 1 shiso Exam- grown 90 180 14.8 21.9 14.8 2.6 4.1 5.8 36000 ple 2 in China Exam- 90 60 14.3 23.2 16.3 2.3 4.4 7.1 36987 ple 3 Exam- 90 20 14.1 24.5 17.4 2.6 2.7 6.6 64293 ple 4 Exam- 70 90 14.6 22.3 15.3 2.5 <0.1 6.1 >1530732 ple 5 Exam- 50 180 14.8 21.8 14.8 2.6 <0.1 5.6 >1478070 ple 6 Exam- 50 60 14.5 24.6 17.0 2.7 <0.1 6.3 >1699497 ple 7 Exam- 90 60 33 17.4 27.1 15.6 3.8 0.6 6.4 250867 ple 8 Exam- 90 15 min*3 Total 17.3 28.2 16.3 3.9 0.9 6.5 186967 ple 9 times 50 Exam- 90 15 min*6 Total 19.4 33.2 17.1 4.1 1.4 7.2 121155 ple 10 times 100

Examples 11-16, Comparative Examples 1-4

[0124] 100 g of red perilla fresh leaves (chirimen-aka-shiso grown in Hiroshima prefecture) were subjected to a boil blanching treatment with 2 L of hot boiled water under the conditions shown in Table 4, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 13.5 g of boiled dried leaves.

[0125] Then, the boiled dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford an extract powder of red perilla hot-water extract.

[0126] The rosmarinic acid content (mass %), luteolin-7-O-diglucuronide content (mass %), and luteolin content (mass ppm) in the obtained red perilla extract powder were quantified.

[0127] The treatment conditions and results are shown in Table 4.

TABLE-US-00004 TABLE 4 Hot-water extract yield Hot-water extraction RA Boiling conditions conditions recovered Component Raw Temper- Temper- Bath Solid amount Composition amount ratio material ature Time ature Time ratio yield mg/1 g RA L7DG Lut RA/ RA/ Example leaves C. min C. min fold % leaves mass % mass % mass ppm L7DG Lut Exam- Chirimen- 90 0.5 90 60 50 11.4 15.2 13.3 5.9 20.9 2.2 6342 ple 11 aka-shiso Exam- grown in 90 1 12.0 18.1 15.1 5.7 13.4 2.7 11294 ple 12 Hiroshima Exam- prefecture 90 5 9.8 14.9 15.2 4.8 11.4 3.2 13306 ple 13 Exam- 90 10 9.8 14.3 14.6 5.5 20.4 2.7 7159 ple 14 Exam- 90 15 5.2 6.0 11.5 4.6 16.7 2.5 6869 ple 15 Exam- 85 1 14.3 6.1 4.3 4.6 14.0 0.9 3044 ple 16 Comparative 80 1 13.5 0.5 0.4 2.9 6.1 0.1 627 Example 1 Comparative 75 1 15.7 0.3 0.2 1.0 2.2 0.2 1046 Example 2 Comparative 70 1 14.3 0.4 0.3 1.1 4.4 0.3 698 Example 3 Comparative 60 1 18.1 0.4 0.3 3.4 18.6 0.1 140 Example 4

Example 17

[0128] 100 g of red perilla fresh leaves (chirimen-aka-shiso grown in Hiroshima prefecture) were subjected to a boil blanching treatment (90 C., 1 minute) with 2 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 8.8 g of boiled dried leaves.

[0129] Then, 600 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 86.4 mg of an extract powder of red perilla hot-water extract (solid yield of 14.4%). The rosmarinic acid content in the obtained red perilla extract powder was 4.7 mass %.

Examples 18-20 (Boil in Aqueous Common Salt Solution)

[0130] 100 g of chirimen-aka-shiso fresh leaves grown in Hiroshima prefecture as in Example 17 were subjected to a boil blanching treatment (90 C., 1 minute) with 2 L of 5 mass %, 1 mass %, or 0.1 mass % aqueous common salt solution, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 10.3 g of boiled dried leaves.

[0131] Then, 600 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford an extract powder of red perilla hot-water extract. The rosmarinic acid content (mass %) in the obtained red perilla extract powder was quantified.

[0132] The treatment conditions and results are shown in Table 5.

TABLE-US-00005 TABLE 5 Hot-water extract yield Hot-water extraction RA Boil blanching conditions conditions recovered Raw Temper- Temper- Bath Solid amount Composition material Boiling ature Time ature Time ratio yield mg/1 g RA leaves water C. min C. min fold % leaves mass % Exam- Chirimen- Tap water 90 1 90 60 50 14.4 6.8 4.7 ple 17 aka-shiso Exam- grown in 5 mass % 24.4 33.9 13.9 ple 18 Hiroshima aqueous prefecture common salt solution Exam- 1 mass % 23.4 25.3 10.8 ple 19 aqueous common salt solution Exam- 0.1 mass % 20.7 24.0 11.6 ple 20 aqueous common salt solution

Example 21 (Steam Branching)

[0133] 50.4 g of red perilla fresh leaves (katamen-aka-shiso grown in Kumamoto prefecture) were subjected to a steam treatment (98 C., 3 minutes) with boiling water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 6.4 g of steamed dried leaves.

[0134] Then, 300 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 55.2 mg of an extract powder of red perilla hot-water extract (solid yield of 18.4%). The rosmarinic acid content in the obtained red perilla extract powder was 8.7 mass %.

Example 22 (Mixing with Common Salt)

[0135] 50.2 g of katamen-aka-shiso fresh leaves grown in Kumamoto prefecture as in Example 21 were mixed with 50.0 g of common salt, and immersed for 10 minutes. The mixture was subjected to a boil blanching treatment (90 C., 1 minute) with 1 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 7.2 g of boiled dried leaves.

[0136] Then, 300 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 105 mg of an extract powder of red perilla hot-water extract (solid yield of 35.0%). The rosmarinic acid content in the obtained red perilla extract powder was 5.3 mass %.

Example 23

[0137] 50.4 g of katamen-aka-shiso fresh leaves grown in Kumamoto prefecture as in Example 21 were subjected to a boil blanching treatment (90 C., 1 minute) with 1 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford 6.1 g of boiled dried leaves.

[0138] Then, 300 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 43.5 mg of an extract powder of red perilla hot-water extract (solid yield of 14.5%). The rosmarinic acid content in the obtained red perilla extract powder was 2.5 mass %.

[0139] The treatment conditions and results are shown in Table 6.

TABLE-US-00006 TABLE 6 Hot-water Hot-water extraction extract yield Blanching conditions conditions RA recovered Raw Temper- Temper- Bath Solid amount Composition material Treatment ature Time ature Time ratio yield mg/1 g RA leaves method C. min C. min fold % leaves mass % Exam- Katamen-aka- Steaming 98 3 90 60 50 18.4 16.0 8.7 ple 21 shiso grown Exam- in Kumamoto Mixing with 90 1 35.0 18.5 5.3 ple 22 prefecture common salt, then boiling with tap water Exam- Boiling with 90 1 14.5 3.6 2.5 ple 23 tap water

Example 24 and Reference Examples 1 and 2

[0140] By the method of Example 3, 300 mg of boiled dried leaves of katamen-aka-shiso grown in China were extracted with 15 mL of hot water, 50 vol % hydrous ethanol, 80 vol % hydrous ethanol (90 C., 60 min, bath ratio of 50-fold), and an extract powder of the extract was prepared by ethanol removal by decompression concentration and lyophilization. The rosmarinic acid content in the extract solution and extract powder was quantified using HPLC-UV, and the rosmarinic acid recovered amount was quantified for each extraction solvent.

[0141] As a result, in the hot water extraction, the solid yield was 11.2%, the rosmarinic acid content was 17.8 mass %, and RA was 20.0 mg/l g dried leaves (Example 24). In the extraction with 50 vol % hydrous ethanol, the solid yield was 12.2%, the rosmarinic acid content was 18.2 mass %, and RA was 22.2 mg/l g dried leaves (Reference Example 1). In the extraction with 80 vol % hydrous ethanol, the solid yield was 11.9%, the rosmarinic acid content was 17.7 masse, and RA was 21.0 mg/l g dried leaves (Reference Example 2). In other words, the hot water extraction on the boil-blanched dried leaves gave an extract powder having about the same rosmarinic acid purity in about the same yield as the ethanol extraction.

Examples 25-30

[0142] 100 g of chirimen-aka-shiso fresh leaves grown in Hiroshima prefecture were subjected to a boil blanching treatment (90 C., 1 minute) with 2 L of 5.0 mass %, 1.0 mass %, or 0.1 mass % aqueous solution of citric acid or ascorbic acid, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford organic acid-added boiled dried leaves.

[0143] The rosmarinic acid (RA) content in the dried leaves was measured by HPLC-UV quantification.

[0144] 300 mg of the organic acid-added boiled dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford a red perilla hot-water extract powder.

[0145] The rosmarinic acid content in the hot-water extract powder was measured by HPLC-UV quantification.

[0146] The solid recovery rate was calculated by the following equation (1).

[0147] Solid recovery rate (%)=weight of extract powder/weight of extraction raw material dried leaves 100 (%)

Comparative Example 5

[0148] 100 g of chirimen-aka-shiso fresh leaves grown in Hiroshima prefecture were subjected to a boil blanching treatment (90 C., 1 minute) with 2 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford boiled dried leaves.

[0149] The RA content in the dried leaves was measured by HPLC-UV quantification.

[0150] Boiled dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold) as in Example 1, filtered with a 0.45 m PES filter, and then lyophilized to afford a red perilla hot-water extract powder.

[0151] The rosmarinic acid content in the hot-water extract powder was measured by HPLC-UV quantification.

[0152] The treatment conditions and results are shown in Table 7.

TABLE-US-00007 TABLE 7 Hot-water Boiling and drying conditions extract Dry RA Boiling weight RA recovered water ratio content amount Hot-water extract Component Raw mass % (ratio in dried Solid mg/1 g composition amount ratio material Organic Adding aqueous to fresh leaves yield dried RA L7DG Lut RA/ RA/ leaves acid method solution leaves) mass % % leaves % % ppm L7DG Lut Exam- Chirimen- Citric Boil 5.0 0.093 4.4 22.4 33.6 15.0 3.8 63.9 3.9 2347 ple 25 aka-shiso acid treatment Exam- grown in with 1.0 0.087 4.0 19.8 29.9 15.1 5.7 39.5 2.6 3818 ple 26 Hiroshima aqueous Exam- prefecture solution 0.1 0.088 3.7 18.1 27.5 15.2 5.8 19.4 2.6 7844 ple 27 Exam- Ascorbic Boil 5.0 0.093 4.9 22.5 35.3 15.7 4.8 98.2 3.2 1598 ple 28 acid treatment Exam- with 1.0 0.091 4.6 20.8 34.7 16.7 5.8 37.9 2.9 4405 ple 29 aqueous Exam- solution 0.1 0.088 3.6 20.2 27.7 13.7 5.4 17.7 2.5 7758 ple 30 Compar- None Boil 0.088 2.3 15.9 16.1 10.1 4.7 10.0 2.2 10100 ative treatment Exam- ple 5

Examples 31-33

[0153] 50 g of katamen-aka-shiso fresh leaves grown in Kumamoto prefecture were mixed with 50 g, 10 g, and 1.0 g of citric acid each, and immersed for 10 minutes, then subjected to a boil blanching treatment (90 C., 1 minute, final concentration of citric acid of 5 mass, 1 mass %, or 0.1 mass %) with 1 L of hot boiled water, and then cooled with water of room temperature and subjected to hot air drying (60 C., 12 hours) to afford organic acid-added boiled dried leaves.

[0154] The RA content in the dried leaves was measured by HPLC-UV quantification.

[0155] 300 mg of the organic acid-added boiled dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford a red perilla hot-water extract powder.

[0156] The rosmarinic acid content in the hot-water extract powder was measured by HPLC-UV quantification.

Comparative Example 6

[0157] 50 g of katamen-aka-shiso fresh leaves grown in Kumamoto prefecture were subjected to a boil blanching treatment (90 C., 1 minute) with 1 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (60 C., 12 hours) to afford boiled dried leaves.

[0158] The RA content in the dried leaves was measured by HPLC-UV quantification.

[0159] The boiled dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold) as in Example 31, filtered with a 0.45 m PES filter, and then lyophilized to afford a red perilla hot-water extract powder.

[0160] The rosmarinic acid content in the hot-water extract powder was measured by HPLC-UV quantification.

[0161] The treatment conditions and results are shown in Table 8.

TABLE-US-00008 TABLE 8 Hot-water extract Boiling and drying conditions RA Boiling recovered water Dry weight RA content amount Hot-water Raw mass % ratio (ratio in dried Solid mg/1 g extract material Organic Adding aqueous to fresh leaves yield dried composition leaves acid method solution leaves) mass % % leaves RA % Exam- Katamen-aka- Citric Mixing fresh 5.0 0.130 1.2 22.8 10.0 4.4 ple 31 shiso grown leaves with Exam- in Kumamoto acid citric acid 1.0 0.109 1.6 16.5 10.4 6.3 ple 32 prefecture in advance Exam- and, then boil 0.1 0.116 1.3 17.4 15.9 9.1 ple 33 treatment with hot boiling water Comparative None Boil 5.0 0.122 0.8 14.5 3.6 2.5 Example 6 treatment

[Hot-Water Extracts of Green Perilla, Spearmint, and Rosemary]

Example 34

[0162] 50.5 g of green perilla fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 6.5 g of boiled dried leaves.

[0163] Then, 291 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 29 mg of an extract powder of green perilla hot-water extract (solid yield of 10.1%). The rosmarinic acid content in the obtained green perilla extract powder was 25.3 mass %.

Example 35

[0164] 50.4 g of green perilla fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of 5% aqueous common salt solution, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 7.4 g of boiled dried leaves.

[0165] Then, 297 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 59 mg of an extract powder of green perilla hot-water extract (solid yield of 19.8%). The rosmarinic acid content in the obtained green perilla extract powder was 20.8 mass %.

Example 36

[0166] 50.1 g of green perilla fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of 5% aqueous citric acid solution, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 7.0 g of boiled dried leaves.

[0167] Then, 279 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 37 mg of an extract powder of green perilla hot-water extract (solid yield of 13.2%). The rosmarinic acid content in the obtained green perilla extract powder was 27.8 mass %.

Comparative Example 7

[0168] 50.6 g of green perilla fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (75 C., 1 minute) with 1 L of hot water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 7.0 g of boiled dried leaves.

[0169] Then, 307 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 46 mg of an extract powder of green perilla hot-water extract (solid yield of 15.1%). The rosmarinic acid content in the obtained green perilla extract powder was 5.2 mass %.

Comparative Example 8

[0170] 50.0 g of green perilla fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (60 C., 1 minute) with 1 L of hot water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 7.0 g of boiled dried leaves.

[0171] Then, 296 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 43 mg of an extract powder of green perilla hot-water extract (solid yield of 14.5%). The rosmarinic acid content in the obtained green perilla extract powder was 0.4 mass %.

Example 37

[0172] 59.6 g of spearmint fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 6.4 g of boiled dried leaves.

[0173] Then, 287 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 41 mg of an extract powder of spearmint hot-water extract (solid yield of 14.4%). The rosmarinic acid content in the obtained spearmint extract powder was 4.0 mass %.

Example 38

[0174] 52.1 g of spearmint fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of 5% aqueous common salt solution, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 8.8 g of boiled dried leaves.

[0175] Then, 281 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 87 mg of an extract powder of spearmint hot-water extract (solid yield of 30.8%). The rosmarinic acid content in the obtained spearmint extract powder was 5.3 mass %.

Example 39

[0176] 58.6 g of spearmint fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of 5% aqueous citric acid solution, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 6.9 g of boiled dried leaves.

[0177] Then, 272 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 68 mg of an extract powder of spearmint hot-water extract (solid yield of 25.1%). The rosmarinic acid content in the obtained spearmint extract powder was 5.1 mass %.

Comparative Example 9

[0178] 56.7 g of spearmint fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (75 C., 1 minute) with 1 L of hot water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 6.4 g of boiled dried leaves.

[0179] Then, 289 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 56 mg of an extract powder of spearmint hot-water extract (solid yield of 19.5%). The rosmarinic acid content in the obtained spearmint extract powder was 1.7 mass %.

Comparative Example 10

[0180] 59.4 g of spearmint fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (60 C., 1 minute) with 1 L of hot water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 8.8 g of boiled dried leaves.

[0181] Then, 293 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 68 mg of an extract powder of spearmint hot-water extract (solid yield of 23.1%). The rosmarinic acid content in the obtained spearmint extract powder was 0.7 mass %.

Example 40

[0182] 56.5 g of rosemary fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of hot boiled water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 14.6 g of boiled dried leaves.

[0183] Then, 290 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 48 mg of an extract powder of rosemary hot-water extract (solid yield of 16.6%). The rosmarinic acid content in the obtained rosemary extract powder was 3.7 mass %.

Example 41

[0184] 54.5 g of rosemary fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (95 C., 1 minute) with 1 L of 5% aqueous citric acid solution, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 15.7 g of boiled dried leaves.

[0185] Then, 269 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 58 mg of an extract powder of rosemary hot-water extract (solid yield of 21.5%). The rosmarinic acid content in the obtained rosemary extract powder was 3.5 mass %.

Comparative Example 11

[0186] 50.4 g of rosemary fresh leaves (grown in Wakayama prefecture) were subjected to a boil blanching treatment (60 C., 1 minute) with 1 L of hot water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 13.7 g of boiled dried leaves.

[0187] Then, 303 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 44 mg of an extract powder of rosemary hot-water extract (solid yield of 14.7%). The rosmarinic acid content in the obtained rosemary extract powder was 0.2 mass %.

[0188] The treatment conditions and results are shown in Table 9.

TABLE-US-00009 TABLE 9 Hot-water extract yield Boiling Hot-water RA conditions extraction conditions recovered Composition Component Raw Temper- Temper- Bath Solid amount Lut amount ratio material Boiling ature Time ature Time ratio yield mg/1 g RA L7DG mass RA/ RA/ Example leaves water C. min C. min fold % leaves mass % mass % ppm L7DG Lut Exam- Green Water 90 1 90 60 50 10.1 25.5 25.3 0.6 0 24.7 ple 34 perilla Exam- leaves 5 mass % 90 1 90 60 50 19.8 41.2 20.8 1.0 3 20.4 66221 ple 35 grown in aqueous Wakayama common salt prefecture solution Exam- 5 mass % 90 1 90 60 50 13.2 36.7 27.8 0.6 37 28.8 4836 ple 36 aqueous citric acid solution Compar- Water 75 1 90 60 50 15.1 7.5 5.2 0 458 83 ative Exam- ple 7 Compar- Water 60 1 90 60 50 14.5 0.6 0.4 0.1 303 0.8 2 ative Exam- ple 8 Exam- Spearmint Water 90 1 90 60 50 14.4 5.7 4.0 0 28 1270 ple 37 leaves Exam- grown in 5 mass % 90 1 90 60 50 30.8 16.2 5.3 0 0 ple 38 Wakayama aqueous prefecture common salt solution Exam- 5 mass % 90 1 90 60 50 25.1 12.8 5.1 0 7 7439 ple 39 aqueous citric acid solution Compar- Water 75 1 90 60 50 19.5 3.3 1.7 0 25 706 ative Exam- ple 9 Compar- Water 60 1 90 60 50 23.1 1.7 0.7 0 20 389 ative Exam- ple 10 Exam- Rosemary Water 90 1 90 60 50 16.6 0.6 3.7 0 37 1818 ple 40 leaves Exam- grown in 5 mass % 90 1 90 60 50 21.5 0.7 3.5 0 49 1412 ple 41 Wakayama aqueous prefecture citric acid solution Compar- Water 60 1 90 60 50 14.7 0.3 0.2 0.4 0 10.4 ative Exam- ple 11

Example 42

[0189] 57.1 g of green perilla fresh leaves (grown in Wakayama prefecture) were subjected to a steam treatment (98 C., 3 minutes) with boiling water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 8.0 g of steamed dried leaves.

[0190] Then, 283 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 39 mg of an extract powder of green perilla hot-water extract (solid yield of 13.9%). The rosmarinic acid content in the obtained green perilla extract powder was 15.2 mass %.

Example 43

[0191] 49.2 g of spearmint fresh leaves (grown in Wakayama prefecture) were subjected to a steam treatment (98 C., 3 minutes) with boiling water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 7.8 g of steamed dried leaves.

[0192] Then, 276 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 81 mg of an extract powder of green perilla hot-water extract (solid yield of 29.3%). The rosmarinic acid content in the obtained green perilla extract powder was 7.4 mass %.

Example 44

[0193] 53.7 g of rosemary fresh leaves (grown in Wakayama prefecture) were subjected to a steam treatment (98 C., 3 minutes) with boiling water, then cooled with water of room temperature, and further subjected to hot air drying (65 C., 21 hours) to afford 14.8 g of steamed dried leaves.

[0194] Then, 289 mg of the dried leaves were extracted with hot water (90 C., 60 min, bath ratio of 50-fold), filtered with a 0.45 m PES filter, and then lyophilized to afford 56 mg of an extract powder of green perilla hot-water extract (solid yield of 19.4%). The rosmarinic acid content in the obtained green perilla extract powder was 7.1 mass %.

[0195] The treatment conditions and results are shown in Table 10.

TABLE-US-00010 TABLE 10 Hot-water extraction Hot-water Blanching conditions conditions extract yield Raw Temper- Temper- Bath Solid RA recovered Composition material Treatment ature Time ature Time ratio yield amount mg/ RA leaves method C. min C. min fold % 1 g leaves mass % Example 42 Green perilla Steaming 90 3 90 60 50 13.9 21.1 15.2 leaves grown in Wakayama prefecture Example 43 Spearmint Steaming 90 3 90 60 50 29.3 21.8 7.4 leaves grown in Wakayama prefecture Example 44 Rosemary Steaming 90 3 90 60 50 19.4 13.9 7.1 leaves grown in Wakayama prefecture