JP2006232747A - Ameliorant for wrinkle and skin cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a skin cosmetic excellent in ameliorating effect to wrinkles appearing from photo-aging. <P>SOLUTION: The ameliorant for wrinkles and the skin cosmetic comprise Friedelin as an active component. The skin cosmetic can be used as a pharmaceutical, a quasi drug, a bathing-agent, etc., and in dosage form can be used as lotions, emulsions, creams, packs, etc., and useful as skin care cosmetics. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  It is an object of the present invention to provide a wrinkle improving agent which is excellent in the effect of improving wrinkles generated at an exposed site with aging and has high safety. Moreover, it is providing the skin cosmetics containing the said wrinkle improving agent.

  Organs of all living organisms including humans are born and grow, then gradually decline with age, eventually stop functioning, and die when a certain part of the function is stopped. A state in which the function gradually declines is called aging. The skin is directly affected by the surrounding environment, and since it has an important function to maintain the environment inside the living body, it is unlikely that everything will stop functioning, but aging such as wrinkles, spots, dullness, tarmi, etc. This is an organ in which signs are easily manifested, and is particularly prominent in exposed areas exposed to sunlight.

  As skin aging progresses, defense against stimuli such as oxidative stress is weakened, causing the internal environment of the skin to be disturbed and further aging. In particular, since the exposed part is always exposed to strong oxidative stress such as ultraviolet rays, the progress of aging is remarkable. Such skin changes are called photoaging. In such skin, the epidermis is thickened, and the collagen, which is the major component in the dermis, decreases, causing wrinkles deeper and larger on the skin surface. This is also unfavorable for cosmetic purposes.

  In the United States, retinoic acid is used as a prescription drug as a substance that has an improvement effect on wrinkles caused by the progress of photoaging, but it has not been approved in Japan because of its side effects and safety issues. (Refer nonpatent literature 1). Therefore, a wrinkle improving substance having high safety and sufficient effect is desired.

  Friedelin is a component contained in Yokuinin (scientific name: Coix lachryma-jobi L. ma-yuen Stapf) and is a common substance.

  Regarding the effectiveness of Friedelin, there is already knowledge about reference to anti-inflammatory agents (Patent Document 1) and anti-ulcer agents (Patent Document 2). In addition, it is described that it has an effect of preventing skin aging in the presence of retinoid (see Patent Document 3), but the wrinkle improving effect of Friedelin itself is not known.

JP-A-9-151198 JP-A-9-208598 JP 2000-86489 A Yoshio Hamada, Gen Fukuse, “Vitamin A and its derivatives as an anti-wrinkle material”, “Fragrance Journal”, Fragrance Journal, published April 15, 1998, Vol. 26, No. 4, pp. 75-77

  An object of the present invention is to provide a wrinkle improving agent and a skin cosmetic that are excellent in the effect of improving wrinkles that are noticeably manifested by aging, and that are highly safe.

In light of the above circumstances, the present inventors have conducted extensive research, and as a result, Friderin, which is a pentacyclic triterpene having an oleanane skeleton, has excellent safety, and skin cosmetics containing the same have improved safety. The present invention was completed by confirming that it was excellent and had a wrinkle improving effect.

  That is, the present invention resides in a wrinkle improving agent containing Friedelin as an active ingredient and a skin cosmetic for wrinkle improvement characterized by containing Friedelin.

  INDUSTRIAL APPLICATION This invention can provide the skin cosmetics which are excellent in the improvement effect of the wrinkles which generate | occur | produce especially in an exposure site | part with age, and have the wrinkle improvement effect which keeps skin in a dermatological and cosmetically healthy state.

Friedelin used in the present invention is a kind of pentacyclic triterpene and has an oleanane skeleton, and is represented by the following structural formula.

  The blending amount of freederin in the present invention is preferably 0.001 to 10.0% by mass (hereinafter simply referred to as “%”) based on the total amount showing the wrinkle improving effect. If the amount is less than the lower limit, the intended effect of the present invention is not sufficient. On the other hand, even if the upper limit is exceeded, the effect commensurate with the increase is not preferred.

  Skin cosmetics characterized by containing Friedelin of the present invention can be applied to pharmaceuticals, quasi-drugs, bathing agents, etc. as external preparations in addition to general cosmetics. Lotions, emulsions, creams, packs and the like can be used. In addition to the above, a coloring matter, a fragrance, a preservative, a surfactant, a pigment, an antioxidant and the like can be appropriately blended with the wrinkle improving agent of the present invention as long as the object of the present invention is achieved.

  Hereinafter, the present invention will be described in detail based on examples and comparative examples.

<Freederin safety test example>
Safety (sensitization) was evaluated by a maximization test.

The hair was shaved on 4 × 6 cm ² skin on the scapula of a Hartley guinea pig (female) weighing 350-400 g, and three intradermal injections in one row were performed in two rows according to the following sequence.
1. Freund Complete Adjuband (hereinafter abbreviated as FCA solution) is injected intradermally into each of the two left and right locations at 0.05 mL.
2. 0.05 mL of the olive oil solution containing 5% of freederin according to the present invention is injected intradermally at two locations on the left and right.
3. The same amount of sterilized water is added to the FCA solution containing 10% of freederin of the present invention, and 0.05 mL of the emulsified solution is injected intradermally in two places on the left and right.
One week after these operations, the same part was shaved, and 10% sodium lauryl sulfate-containing petrolatum was applied to cause mild inflammation. 24 hours after application, 0.2 mL of 10% freedelin-containing olive oil solution of the present invention was applied to the gauze at the same site, followed by occlusion for 48 hours. On the 21st day after the intradermal injection, the ventral part was shaved, and the olive oil solution containing 5% of freederin of the present invention was occluded for 24 hours. The determination was made with the naked eye according to the evaluation criteria shown below after 24 hours and 48 hours.

Symptom evaluation ――――――――――――――――――――――――
・ No visual change 0
・ Mild or sparse erythema 1
・ Medium erythema 2
・ Intense erythema and edema 3

  As a result, it was confirmed that Friedelin had an evaluation score of 0 after 24 hours and 72 hours and had no sensitization.

  From the results of this test, it can be seen that Friedelin shows high safety.

<Examples of Friedelin wrinkle improvement test>
The wrinkle-improving effect when a sample containing only the base or Friedelin was applied to photoaged skin was examined by the following test method.

1. Experimental animals One group of 10 hairless mice aged 10 weeks at the start of the test was used.

・ Measurement of wrinkle improvement effect 2-1. Photoaging conditions and measurement method Photoaging was induced by irradiating UVA and UVB once a day, 5 times a week for 8 weeks. Irradiation dose UVA is increased every ^{20J / cm 2, 25J / cm} 2, 30J / cm 2, UVB and ^{20mJ / cm 2, 30mJ / cm} 2, 40mJ / cm 2 and week, maximum amount after 3 weeks Was irradiated.
The wrinkle improvement effect was evaluated by the wrinkle score and the amount of dermal collagen. The wrinkle score was scored according to the method of Bissett et al. (Photochem Photobiol 46: 367-378, 1987). That is, the size and depth of the wrinkles are comprehensively evaluated with the naked eye, the highest point is 3 points, “large and deep wrinkles can be confirmed” is 3, “wrinkles can be confirmed” is 2, and “wrinkles cannot be confirmed” "Is 1 and" Normal texture is observed "is 0.

2-2. Sample and Experimental Method A sample was prepared by blending 1% of freederin with a 50% aqueous ethanol solution (base) (Example 1). A sample containing only the base was used as Comparative Example 1.
First, 0.1 mL of these samples were applied to the back skin of a hairless mouse (diameter: about 2.5 cm) once a day at a frequency of 5 times a week from 5 weeks after the start of UV irradiation to 4 weeks after the end of irradiation. Until applied. And after completion | finish of application | coating, the wrinkle score was scored and the base application group was compared as a control | contrast.

(Wrinkle score evaluation result)
Group Wrinkle score value
Example 1 Friedelin Formulation Sample Application Group 2.35 ± 0.11
Comparative Example 1 Base Sample Application Group 2.65 ± 0.11
(Values are mean ± standard error)

  Example 1 showed significantly lower wrinkle score values compared to Comparative Example 1, indicating that Friedelin is effective against wrinkles induced by photoaging.

Example 2 and Comparative Example 2
A skin lotion having the following composition was prepared according to the following preparation method, and the wrinkle improvement effect was evaluated by using the sample as a sample by the following operation.
Apply skin lotion of Example or Comparative Example to healthy subjects (women, 42-56 years old) who have wrinkles on the corners of the eyes of each 5 people, and regarding the condition of the skin (wrinkles) of the corners of the eyes by the following method A questionnaire survey was conducted.
Each sample was washed twice a day after face washing in the morning and after bathing in the evening for 2 months (60 days), about wrinkles on the corners of the eyes (each sample was about 4 cm ² , 2 x 2 cm centered on the corners of the eyes). 0.2mL each was applied. Next, at the end of the final application, they were asked to answer a questionnaire regarding the condition of the skin on the left and right eye corners (wrinkles).

Composition of skin lotion Raw material Component Blending amount (%)
A component
Olive oil 10.0
Isopropyl myristate 1.0
Monolauric acid
Polyoxyethylene (20) sorbitan 0.5
Propylene glycol 1.0
Glycerin 2.0
B component
Methylparaben 0.1
Ethanol 7.0
Purified water Total amount of C component is 100
Freedelin 1.0 (Example 2)
Or 0 (Comparative Example 2)

Preparation Method After adding component C freedelin to component B and dissolving it uniformly, component A is added, mixed, stirred and dispersed, and then filled into a container. In use, the contents are uniformly shaken and dispersed.

  Based on the questionnaire results, the number of respondents who answered that the skin lotion of Example 2 is more effective than Comparative Example 2 for each item related to the skin (wrinkle) state is shown below.

Item Number of people
Wrinkles are less noticeable 5
The skin became soft 3
The skin was firm 4
Shining on the skin 4
My skin became moist 4

From this test result, it can be seen that the skin lotion of Example 2 clearly improved the wrinkles as compared with Comparative Example 2, and further improved the softness and skin firmness deteriorated by photoaging. . In addition, skin abnormalities such as irritation and itching due to the skin lotion of the present invention were not observed.

Example 3
Prepare a skin cream of the following composition according to the preparation method described below, and ask 20 healthy people (women, 45-56 years old) who have been worried about wrinkles in the corner of the eye in a preliminary questionnaire to use for more than a week. went.

Composition Raw material Component Blending amount (%)
A component
Honey wax 2.0
Stearic acid 5.0
Stearyl alcohol 5.0
Reduced lanolin 2.0
Squalene 20.0
Monostearate sorbitan 3.0
Monostearate
Polyoxyethylene (20) sorbitan 3.0
Propylene glycol 5.0
B component
Methylparaben 0.2
Purified water Total amount of C component is 100
Friedelin 1.0

Preparation Method Freederin of component C was added to component B, and each of components A and B was heated and dissolved at 80 ° C., then mixed and stirred, and then cooled to 30 ° C. to prepare each skin cream.

  A questionnaire survey was conducted using the skin cream of Example 3. The results are shown below. In addition, the result showed the number of people who answered that they thought that after the use compared with before the use in the questionnaire survey of the following items regarding the state of wrinkles.

Item Number of people
Wrinkles are less noticeable 15
Wrinkle size decreased 16
Number of wrinkles decreased 8
Increased wrinkles 0

  From this test result, the skin cream of Example 3 is almost all people who feel that wrinkles are less noticeable than before use, and the factor is to reduce the size of wrinkles rather than the number of wrinkles. It can be seen that wrinkles due to photoaging were improved. In addition, skin abnormalities such as irritation and itching with the skin cream of the present invention were not observed.

  Skin cosmetics can be pharmaceuticals, quasi-drugs, bath preparations, etc., and can be formulated into lotions, milks, creams, packs, etc. Very useful in terms of beauty.

Claims (2)

An anti-wrinkle agent containing freederin as an active ingredient. A skin cosmetic for improving wrinkles containing Friedelin.