JPH06312912A - Cosmetic - Google Patents

Abstract

PURPOSE:To provide a cosmetic and a whitening agent having a whitening effect. CONSTITUTION:There is provided a cosmetic and a whitening agent respectively characteristically containing homonataloin. Homonataloin is an anthraquinone- based glycoside and obtained by extracting a kind of aloe, e.g. Aloe nyeriensis Christian or Aloe andongensis Bak. The extracted material is purified according to, e.g. the silica gel chromatography method, the preparative liquid chromatography method or recrystallization method and the resultant crystal (purified product) or coarsely purified product can be used therefor. The cosmetic can be served in the forms of a foundation, a make-up cosmetic, a bath liquid, a soap, etc. As the dosage form of the whitening agent, powder, pill, tablet, external preparation, injection, suppository, etc., can be adopted.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to cosmetics and whitening agents containing homonataroin.

[0002]

2. Description of the Related Art It is known that homonataroin is contained in some aloe varieties. There is no application example of homonataroin to cosmetics, and there is no application example to whitening agents, etc., since melanin production inhibitory action is not known.

[0003]

Therefore, when the effectiveness of homonataloin was examined, it showed an excellent melanin production inhibitory effect, and a cosmetic and whitening agent characterized by containing homonataroin had an excellent whitening effect. Furthermore, the present invention was completed because it was stable over time when formulated.

[0004]

The present invention is a cosmetic and whitening agent containing homonataroin. The homonataroin referred to in the present invention has the general formula (Formula 1)
It is an anthraquinone type glycoside represented by, and some aloe, such as Aloe nyeriennsis Christian, Aloe and
It is reported to be included in ongensis Bak., Aloe jacksonii Reynolds, etc. Homonataloin can be isolated and purified from the juice or juice obtained from the above-ground parts of these aloe (Z. Naturforsch. 46c, 17).
7-182, 1991).

[Chemical 1]

For example, after squeezing the above-ground portion of Aloe andongensis Bak., A juice is obtained by a treatment such as centrifugation. continue,
After concentrating to dryness and fractionating with a silica gel column, a homonataloin fraction can be obtained by preparative liquid chromatography, and homonataroin can be obtained by recrystallization. Homonataloin according to the present invention does not necessarily have to be completely purified, and may be a crudely purified product. Also, for homonataroin,
Although there are optical isomers A and B, either of them can be used in the present invention.

Homonataloin is contained in the cosmetic or whitening agent of the present invention in an amount of 0.00001 to 10% by weight, preferably 0.0
It can be blended from 001 to 1.0% by weight. At a concentration of 0.00001% or less, a sufficient effect cannot be obtained, and at a concentration of 10% by weight or more, the effect is not enhanced and it is uneconomical. In the cosmetics and whitening agents of the present invention, oils and fats, waxes, hydrocarbons, fatty acids, alcohols, esters, and surface active agents used in cosmetics and pharmaceuticals, etc., within the range that does not impair the effect of homonataroin. Raw materials such as agents can be blended. As the cosmetic of the present invention, basic cosmetics such as creams, lotions, emulsions and packs, makeup cosmetics such as foundations and lipsticks, bath agents, and soaps can be used. The dosage form of the whitening agent of the present invention is a powder, a pill, a tablet, an injection, a suppository, an external preparation, etc., and is manufactured according to a usual formulation technique. The daily dose is 20 mg to 500 mg, preferably 50 mg to 200 mg, which can be administered in 2 to 3 divided doses.

[0007]

EXAMPLES Next, examples will be given to explain the present invention in detail, but the present invention is not limited thereto. The parts of the compounding amounts shown in the examples are parts by weight. Homonataloin was purified by the following method. Aloe andongensis Ba
After squeezing the above-ground portion (19 kg) of k., continuous centrifugation was performed at 10,000 rpm. Then, after adding twice the amount of ethanol to the supernatant, the precipitate was removed by centrifugation. The obtained juice was concentrated to dryness, and then subjected to silica gel column chromatography, and the fraction containing homonataloin was separated with chloroform /
Elution with methanol (10: 1). The resulting crudely purified fraction is subjected to preparative liquid chromatography (solvent: 50% aqueous methanol solution, flow rate: 30 ml / min, detection: 250 nm) to obtain a homonataloin fraction, which is further dissolved in methanol and recrystallized to give homonataroin (homonataroin). A0.67
g, B0.57 g) could be obtained. The obtained homonataroin was identified by measuring the Mass spectrum, NMR spectrum and melting point and comparing with literature values. Example-1 Lotion Formulation amount 1. Ethanol 5.0 parts 2. Methyl P-oxybenzoate 0.1 3. Polyoxyethylene (40) hydrogenated castor oil 0.1 4. Fragrance suitable amount 5. Purified water 10.0 6. Homonataloin 0.1 7.1, 3-Butylene glycol 3.0 8. Glycerin 2.0 9. Xanthan gum 0.02 10. Purified water 74.5 Manufacturing method: Components 1 to 5 and components 6 to 10 are uniformly dissolved, mixed, and filtered to obtain a product.

Comparative Example-1 Conventional Lotion A conventional lotion was prepared by replacing homonataroin with purified water in Example-1.

Example-2 Cream Formulation Amount 1. Liquid paraffin 6.5 parts 2. Vaseline 10.0 3. Stearic acid 4.0 4. Cetyl alcohol 3.0 5. Stearyl alcohol 1.0 6. Polyoxyethylene (25) monostearate 3.0 7. Sorbitan monostearate 2.5 8.1,3-Butylene glycol 5.0 9. Potassium hydroxide 0.1 10. Homonataloin 1.0 11. Methyl P-oxybenzoate 0.2 12. Purified water 64.5 13. Perfume suitable amount Production method: Oil phase components 1 to 7 and After heating and dissolving the water phase components 8 to 12 at 70 to 75 ° C, respectively, the water phase components 1 to 7
Add 8 to 12 to emulsify, add component 13 during cooling, mix, and cool to 30 ° C to obtain a product.

Example-3 Emulsion formulation Formulation amount 1. Liquid paraffin 8.0 parts 2. Squalane 2.0 3. Stearyl alcohol 2.0 4. Sorbitan monooleate 2.5 5. Glycerin monostearate 2.3 6. Polyoxyethylene (10) sorbitan monooleate 0.8 7. Glycerin 6.0 8. Homonataroin 0.01 9. Methyl P-oxybenzoate 0.2 10. Purified water 77.0 11. Perfume suitable amount Production method: Oil phase components 1 to 6 and aqueous phase components 7 to 10 at 70 to 75 ° C, respectively. After heating and dissolving, the water phase components are added to the oil phase components 1 to 6.
Add 7 to 10 to emulsify, add component 11 while cooling, mix, and cool to 30 ° C to obtain a product.

Comparative Example-2 Conventional Emulsion In Example-3, the conventional emulsion was obtained by substituting purified water for homonataroin.

Example-4 Pack Formulation Amount 1. Polyvinyl alcohol 12.0 parts 2. Ethyl alcohol 5.0 3.1,3-butylene glycol 8.0 4. Methyl P-oxybenzoate 0.2 5. Polyoxyethylene (40) hydrogenated castor oil 0.5 6. Homonataloin 1.0 7. Citric acid 0.1 8. Sodium citrate 0.3 9. Perfume 0.1 10. Purified water 73.8 Manufacturing method: Dissolve each component uniformly to obtain a product.

Example-5 Foundation Formulation Amount 1. Stearic acid 2.4 parts 2. Polyoxyethylene (20) sorbitan monostearate 1.0 3. Polyoxyethylene (20) cetyl ether 2.0 4. Cetyl alcohol 1.0 5. Liquid lanolin 2.0 6. Liquid paraffin 3.0 7. Isopropyl myristate 6.5 8. Butyl P-hydroxybenzoate 0.1 9. Purified water 58.2 10. Homonataloin 0.005 11. Sodium carboxymethylcellulose 0.1 12. Bentonite 0.5 13. Propylene glycol 4.0 14. Triethanolamine 1.1 15. Methyl P-oxybenzoate 0.2 16. Titanium oxide 8.0 17. Talc 4.0 18. Coloring pigment 5.0 19. Fragrance Suitable amount Production method: Components 10 to 13 and 15 are heated to 70 ° C. and swelled well. Ingredients 9 and 14 are dissolved in this to obtain an aqueous phase. Ingredients 1 to 8 are dissolved by heating and kept at 80 ° C to form an oil phase. Ingredients 16-18, which have been thoroughly mixed and passed through a grinder, are added to the aqueous phase, and the mixture is stirred with a homomixer and kept at 75 ° C. The oil phase is added to this aqueous phase while stirring and cooled, and component 19 is added at 45 ° C, and the product is cooled with stirring.

Example-6 Formulation of bath agent 1. Sodium sulfate 43.0 parts 2. Sodium hydrogencarbonate 50.0 3. Homonataloin 5.0 4. Yellow (202) (1) Appropriate amount 5. Perfume proper amount Manufacturing method: Mix each component well And make it a product.

Example-7 Ointment Formulation Compounding amount 1. Purified lanolin 5.0 parts 2. Salix beeswax 5.0 3. Homonataloin 0.1 4. White petrolatum 89.9 Manufacturing method: Mix the components well to obtain a product.

Comparative Example-3 Conventional Ointment In Example-7, the conventional ointment was prepared by replacing homonataroin with white petrolatum.

[0018]

EFFECTS OF THE INVENTION The homonataroin of the present invention has an excellent melanin production inhibitory action, and the cosmetics and whitening agents containing homonataroin showed an excellent whitening effect. Next, in order to explain the effect of the present invention in detail, an experimental example will be given. Experimental Example-1 Melanin production suppression test Using homonataroin A and B, a melanin production suppression test using B16 mouse melanoma was performed. Melanoma in logarithmic phase 2.5 × 10 on φ60 mm dish
⁴ cells seeded, homonataroin final concentration 4.6, 11.6,
The mixture was added to 28.8 μM and cultured at 37 ° C. under 5% CO ₂ . L-lactic acid 13.8, 2 as a positive control
The addition of 7.5 mM was also performed at the same time. After 5 days of culturing, the cells were washed with a phosphate buffer (pH 7.4), 0.1N NaOH containing 10% dimethylsulfoxide was added for exfoliation and dissolution, and the amount of protein and the amount of melanin were measured using this as a sample.
The protein amount was quantified by the Lowry method, and the melanin amount was quantified by the measured value of OD ₄₇₅ , and the average value of 3 dishes was shown. As a result, homonataroins A and B showed excellent melanin production inhibitory action at low concentrations (Table 1).

[0019]

[Table 1] Table 1 Melanin production inhibition test ─────────────────────────────── Test substance Action concentration Protein amount Melanin amount Inhibition Rate (μM) (μg / ml) (μg / ml) (%) ──────────────────────────────── Control- 678 38.3-Homonataloin A 4.6 642 36.2 5.5 11.6 590 30.8 19.6 28.8 636 20.5 46.5 Homonataloin B 4.6 703 34.4 10.2 11.6 622 32.1 16.2 28.8 589 25.3 33.9 L-lactic acid 13.8mM 590 19.2 49.9 27.5mM 540 11.4 70.2 ─────── ─────────────────────────

Experimental Example-2 Usage Test Using the lotion of Example-1, the emulsion of Example-3, the conventional lotion of Comparative Example-1 and the conventional emulsion of Comparative Example-2,
Each of 30 women (30 to 45 years old) was subjected to a usage test for one month. After use, the whitening effect was evaluated by a questionnaire survey on improvement of skin stains, freckles, transparency and dullness. As a result, the cosmetics characterized by containing homonataroin showed an excellent whitening effect (Table 2, Table 3, Table 4, Table 5).

[0021]

[Table 2] Table 2 Whitening effect of the lotion of the present invention (number of questionnaire results) ─────────────────────────────── ── Lotion of the present invention (Example-1) Evaluation ─────────────────────── Very good Good Normal ──────── ──────────────────────── Skin stains, freckles 20 7 3 Transparent skin 20 8 2 Dull skin 19 6 5 ───── ────────────────────────────

[0022]

[Table 3] Table 3 Whitening effect of conventional lotion (number of questionnaire results) ─────────────────────────────── ─ Conventional lotion (Comparative example-1) Evaluation ─────────────────────── Very good Good Normal ─────────── ────────────────────── Skin spots and freckles 1 8 21 Transparency of the skin 2 9 19 Dullness of the skin 2 9 19 ─────── ───────────────────────── Margins below

[0023]

[Table 4] Table 4 Whitening effect of the emulsion of the present invention (number of questionnaire results) ──────────────────────────────── -Emulsion of the present invention (Example-3) Evaluation ─────────────────────── Very good Good Normal ─────────── ────────────────────── Skin stains and freckles 19 8 3 Transparent skin 16 11 3 Dull skin 22 5 3 ─────── ─────────────────────────

[0024]

[Table 5] Table 5 Whitening effect of conventional emulsions (number of questionnaire results) ───────────────────────────────── Conventional emulsion (Comparative Example-2) Evaluation ─────────────────────── Very good Good Normal ───────────── ──────────────────── Skin spots, freckles 2 10 20 Transparency of the skin 4 8 18 Dullness of the skin 3 9 18 ───────── ───────────────────────

Test Example-3 Clinical Example Example-7 was performed on four patients with pigmentation after sunburn inflammation.
The ointment shown in 1 was applied to the affected area once a day and observed for up to 3 months. At the same time, the conventional ointment of Comparative Example-3 was tested in the same manner. Judgment of effect:-: unchanged, +: thinned, ++: almost disappeared, ++
+: Completely disappeared into 4 levels. No side effects were observed in any of the cases. As a result, as shown in Table 6,
With the ointment of Example-7, the effect was recognized in 3 out of 4 cases. On the other hand, no effect was observed with the ointment of Comparative Example-3 (Table 7).

[0026]

[Table 6] Table 6 Whitening effect of the ointment of the present invention ───────────────────────────────── Ointment of the present invention Agents (Example-7) Subject Gender Age Skin findings ──────────────────────────────── A Male 31 + + Effective B Male 24 + + Effective C Female 32 + + + Effective D Female 29-No effect ──────────────────────────────────

[0027]

[Table 7] Table 7 Whitening effect of conventional ointment ──────────────────────────────── Conventional ointment ( Comparative Example-3) Subject Gender Age Skin findings ───────────────────────────────── E man 35 − No effect F man 25-No effect G Female 29-No effect H Female 25-No effect ─────────────────────────────────

The cream of Example-2, the pack of Example-4, the foundation of Example-5 and the bath agent of Example-6 were subjected to the use test in the same manner as in Experimental Example-2. Showed the effect. As shown above,
Homonataroin shows excellent melanin production inhibitory action,
Further, the cosmetics and whitening agents containing the homonataroin of the present invention showed an excellent whitening effect.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁵ Identification code Office reference number FI technical display location // C07D 309/10 9360-4C

Claims (2)

[Claims] 1. A cosmetic comprising homonataroin. 2. A whitening agent containing homonataroin.