KR101661349B1 - Composition with Antioxidation Function Containing ACQ - Google Patents
Composition with Antioxidation Function Containing ACQ Download PDFInfo
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- KR101661349B1 KR101661349B1 KR1020150174903A KR20150174903A KR101661349B1 KR 101661349 B1 KR101661349 B1 KR 101661349B1 KR 1020150174903 A KR1020150174903 A KR 1020150174903A KR 20150174903 A KR20150174903 A KR 20150174903A KR 101661349 B1 KR101661349 B1 KR 101661349B1
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- 230000003064 anti-oxidating effect Effects 0.000 title 1
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 39
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 25
- 239000004480 active ingredient Substances 0.000 claims description 2
- 235000013376 functional food Nutrition 0.000 claims description 2
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- 229960003180 glutathione Drugs 0.000 abstract description 24
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- 108090000765 processed proteins & peptides Proteins 0.000 description 9
- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 7
- 238000002835 absorbance Methods 0.000 description 5
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- 238000012360 testing method Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- -1 for example Substances 0.000 description 3
- 235000013402 health food Nutrition 0.000 description 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000000975 bioactive effect Effects 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
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- 229910052760 oxygen Inorganic materials 0.000 description 2
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- 238000010532 solid phase synthesis reaction Methods 0.000 description 2
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- 238000001308 synthesis method Methods 0.000 description 2
- 230000006820 DNA synthesis Effects 0.000 description 1
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- 206010061218 Inflammation Diseases 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 108010067902 Peptide Library Proteins 0.000 description 1
- 230000002292 Radical scavenging effect Effects 0.000 description 1
- 102000019197 Superoxide Dismutase Human genes 0.000 description 1
- 108010012715 Superoxide dismutase Proteins 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
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- 239000006071 cream Substances 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
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- 210000005095 gastrointestinal system Anatomy 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000028993 immune response Effects 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
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- 230000005764 inhibitory process Effects 0.000 description 1
- 230000003859 lipid peroxidation Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
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- 239000011259 mixed solution Substances 0.000 description 1
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- 210000000653 nervous system Anatomy 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 238000001243 protein synthesis Methods 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 210000000130 stem cell Anatomy 0.000 description 1
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- 239000011573 trace mineral Substances 0.000 description 1
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Classifications
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- A23L1/3053—
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/06—Tripeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
- A23V2200/318—Foods, ingredients or supplements having a functional effect on health having an effect on skin health and hair or coat
Abstract
본 발명은 트리펩타이드인 ACQ(Alanine-Cysteine-Glutamine)를 포함하는 항산화 조성물에 관한 기술로서, ACQ는 대표적인 항산화 트리펩타이드인 GSH(Glutathione)보다 항산화 효과가 우수하다.The present invention relates to an antioxidant composition containing tripeptide ACQ (Alanine-Cysteine-Glutamine). ACQ is superior to GSH (Glutathione), which is a typical antioxidant tripeptide.
Description
본 발명은 트리펩타이드로서 ACQ(Alanine-Cysteine-Glutamine)를 포함하는 항산화 조성물에 관한 것으로, 특히, 본 발명의 항산화 조성물은 항산화 기능성 식품 제형으로 사용 가능하다.
The present invention relates to an antioxidative composition comprising ACQ (Alanine-Cysteine-Glutamine) as a tripeptide. In particular, the antioxidant composition of the present invention can be used as an antioxidant-functional food formulation.
본 발명은 활성산소를 제거하는 항산화 조성물에 관한 기술로서, 특히, 특정한 트리펩타이드를 포함하는 항산화 조성물에 관한 기술이다.
TECHNICAL FIELD The present invention relates to an antioxidant composition for removing active oxygen, and particularly relates to an antioxidant composition containing a specific tripeptide.
활성산소들은 화학적인 반응성이 뛰어나며 이들에 의해 유도되는 자유 라디칼은 생체 내의 각종 반응에 영향을 미치고 노화 등을 야기한다. 생물체는 자유 라디칼들에 의해 일어나는 유해성에 항상 노출되어 있으며, 세포의 연령증가에 따라 유해성이 점진적으로 축적되어 다양한 질병들을 일으킨다.
Active oxygen is chemically reactive and the free radicals that are induced by these radicals affect various reactions in the body and cause aging. Organisms are always exposed to the hazards posed by free radicals, and as the age of the cells increases, the harmful effects accumulate gradually causing a variety of diseases.
정상적인 조건에서 항산화 보호 시스템은 효소(superoxide dismutase, glutathione peroxidase 등) 반응과 비효소(vitamin, trace elements, coenzymes and cofactors 등) 반응의 경로로 활성산소를 제거한다.
Under normal conditions, the antioxidant protection system removes reactive oxygen species through the pathway of enzymes (superoxide dismutase, glutathione peroxidase, etc.) and non-enzymes (such as vitamins, trace elements, coenzymes and cofactors).
자연적으로 섭취되는 항산화 성분 가운데 대표적인 예로 음식물 중의 생물활성 펩타이드(bioactive peptide)가 있다. 음식물 분해에 의해 만들어지는 생물활성 펩타이드들은 항산화 효능, 라디칼소거(radical scavenging), 지질 과산화(lipid peroxidation)의 억제 등 다양한 효과가 있다.
A representative example of antioxidant components naturally ingested is bioactive peptides in foods. Bioactive peptides produced by degradation of food have various effects such as antioxidant activity, radical scavenging and inhibition of lipid peroxidation.
통상 항산화 효과를 갖는 것으로 알려진 펩타이드는 대개 5-16개의 아미노산으로 이루어진 펩타이드들이다. 한편, 상기와 같은 긴 펩타이드와는 달리 작은 크기의 펩타이드는 안전하고 저렴할 뿐만 아니라, 활성이 높고, 인체에 용이하게 흡수되는 건강소재로 알려져 있다. 또한, 짧은 길이의 펩타이드 항산화제는 효소 항산화제와 비교하여 구조가 단순하고 다양한 조건에서 안정하고 위험한 면역반응을 일으키지 않는 것으로 알려져 있다.
Peptides generally known to have antioxidant effects are usually peptides consisting of 5 to 16 amino acids. On the other hand, unlike the long peptide as described above, the peptide having a small size is not only safe and inexpensive, but also has high activity and is known as a health material which is easily absorbed by the human body. In addition, short-chain peptide antioxidants are known to have a stable and dangerous immune response under simple and varied conditions compared with enzyme antioxidants.
이러한 짧은 길이의 펩타이드로서 항산화 효능이 있는 대표적인 예는 글루타치온(glutathione, GSH)이다. 글루타치온은 현재 모든 항산화제를 대표하고 있는 물질로, 1888년 De Rey Pailhade에 의해 발견되었으며, 그 구조는 글루타메이트, 시스테인 및 글리신으로 이루어지는 트리펩타이드이다. 글루타치온은 생체 내에서 DNA 합성과 복구(DNA synthesis and repair), 단백질 합성(protein synthesis), 프로스타글란딘 합성(prostaglandin synthesis), 아미노산 수송(amino acid transport), 효소 활성화(enzyme activation) 등 다양한 작용에 관여하기 때문에 면역계(immune system), 신경계(nervous system), 위장계(gastrointestinal system), 폐 등 다양한 기관에 영향을 미친다. 따라서 글루타치온 결핍은 노화를 포함하여 수많은 질환과 연관되어 있다. 이와 같이 단지 3개의 아미노산으로 구성된 글루타치온은 인체 내에서 매우 중요한 역할을 하는 것으로 알려져 있지만 기타 짧은 펩타이드의 항산화 효과에 대해서는 거의 알려진 바가 없다.
A typical example of such a short-length peptide having antioxidant activity is glutathione (GSH). Glutathione is present in all antioxidants, and was discovered by De Rey Pailhade in 1888, and its structure is a tripeptide consisting of glutamate, cysteine and glycine. Glutathione is involved in a variety of actions in vivo such as DNA synthesis and repair, protein synthesis, prostaglandin synthesis, amino acid transport, and enzyme activation. It affects a variety of organs, including the immune system, the nervous system, the gastrointestinal system, and the lungs. Therefore, glutathione deficiency is associated with a number of diseases, including aging. Although glutathione, which is composed of only three amino acids, is known to play a very important role in the human body, little is known about the antioxidant effect of other short peptides.
본 발명의 목적은 글루타치온과 같이 3개의 아미노산으로 이루어진 트리펩타이드 중에서 글루타치온 이상의 항산화 효과가 있는 트리펩타이드를 이용한 항산화 기능성 식품 조성물을 제공하는 데 있다.
It is an object of the present invention to provide an antioxidant functional food composition using a tripeptide having an antioxidative effect above glutathione among tripeptides consisting of three amino acids such as glutathione.
또한, 본 발명의 목적은 상기 항산화 조성물을 포함하는 다양한 제형의 제품을 제공하는 데 있다.
It is also an object of the present invention to provide a product of various formulations comprising said antioxidant composition.
본 발명은 ACQ(Alanine-Cysteine-Glutamine)를 유효성분으로 포함하는 항산화 기능성 식품 조성물을 제공한다.
The present invention provides an antioxidant-functional food composition containing ACQ (Alanine-Cysteine-Glutamine) as an active ingredient.
삭제delete
본 발명의 ACQ를 포함하는 항산화 조성물은 종래 항산화 효과가 우수하다고 알려진 GSH(글루타치온)에 비하여 항산화 효과가 우수하다. 또한, 트리펩타이드의 특성상 인체에 흡수가 잘 되고, 가격이 저렴하며, 구조가 간단하기 때문에 화학적으로 안정적인 장점이 있다.
The antioxidant composition containing ACQ of the present invention is superior in antioxidative effect to GSH (glutathione), which is known to have excellent antioxidative effect. In addition, it is chemically stable because it is easily absorbed by the human body due to the nature of the tripeptide, its price is low, and its structure is simple.
본 발명자들은 짧은 펩타이드 라이브러리를 이용하여 항산화 효능을 조사한 결과 ACQ(Alanine-Cysteine-Glutamine)의 항산화 효과를 확인하여 본 발명을 완성하게 되었다. 본 발명의 항산화 조성물은 화장품, 의약품 또는 식품 형태로 적용 가능하다. ACQ는 대표적인 항산화 트리펩타이드인 글루타치온(GSH)보다 항산화 효능이 우수할 뿐 아니라, 가혹조건에서의 안정성이 더 우수하다.
The present inventors investigated the antioxidative activity using a short peptide library and found the antioxidative effect of ACQ (Alanine-Cysteine-Glutamine) to complete the present invention. The antioxidant composition of the present invention is applicable in the form of a cosmetic, a medicine or a food. ACQ is superior to antioxidant tripeptide, glutathione (GSH), in its antioxidant efficacy and stability in harsh conditions.
ACQ의 합성은 통상적인 트리펩타이드의 합성 방법, 예를 들어, 고체상 합성법, 액체상 합성법, 고체상 합성법과 액체상 합성법을 혼합하는 방법 등의 다양한 방법으로 ACQ를 합성할 수 있기 때문에 ACQ의 합성 방법에 대하여는 별도로 설명하지 않기로 한다.
ACQ can be synthesized by a variety of methods such as a conventional method for synthesizing a tripeptide, for example, a solid phase synthesis method, a liquid phase synthesis method, a solid phase synthesis method and a liquid phase synthesis method. Therefore, I will not explain.
이하에서는 본 발명의 ACQ를 포함하는 조성물의 효과에 대하여 실험예를 통해 상세히 설명한다.
Hereinafter, the effect of the composition containing ACQ of the present invention will be described in detail with reference to experimental examples.
실험예Experimental Example
1 : 항산화 작용 시험( 1: Antioxidant activity test (
DPPHDPPH
제거 시험) Removal test)
1,1-디페닐-2-피크릴 하이드라질라디칼 (DPPH, 1,1-diphenyl-2-picrylhydrazyl radical)은 비교적 안정한 자유 라디칼(free radical)로서, 517 nm 파장에서 강한 흡광(자홍색) 봉이 있는데, GSH와 같은 자유라디칼 제거제가 있을 때 노란색으로의 탈색 정도는 일정한 비율관계가 있어, 항산화제 스크리닝 방법으로 널리 사용되고 있다.
The 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) is a relatively stable free radical and has a strong light-absorbing (magenta) rod at a wavelength of 517 nm , And GSH, the degree of decolorization to yellow has a constant ratio, and thus it is widely used as an antioxidant screening method.
본 발명의 시료인 ACQ와 대조군으로서 GSH를 대상으로 항산화능을 측정하였다. 실험방법은 시료(ACQ 또는 GSH) 5 μl를 80 ㎕ 0.15 mM DPPH 용액과 115 ㎕의 70% 에탄올에 혼합하여 DPPH의 마지막 농도가 0.06 mM이 되도록 하였다. 강하게 흔들고 어둠 속에 10분간 방치한 후, 517 nm에서 흡광도를 측정하여 계산한 결과(=흡광도 감소율)를 하기에 나타내었다. 최종 혼합 용액에서의 ACQ와 GSH의 농도는 0.5 ㎎/ml와 1 mg/ml로 하여 DPPH 제거 시험을 하였으며, 흡광도 감소율은 하기의 표 1과 같으며, 흡광도 감소율이 높은 것이 항산화 효능이 높은 것을 의미한다.
The antioxidant activity of ACQ, a sample of the present invention, and GSH as a control group were measured. 5 μl of sample (ACQ or GSH) was mixed with 80 μl of 0.15 mM DPPH solution and 115 μl of 70% ethanol so that the final concentration of DPPH was 0.06 mM. After shaking vigorously for 10 minutes in darkness, the absorbance at 517 nm (= absorbance reduction rate) was calculated as follows. The concentration of ACQ and GSH in the final mixed solution was 0.5 mg / ml and 1 mg / ml, and the DPPH elimination test was performed. The absorbance reduction rate was as shown in Table 1 below. do.
실험결과 트리펩타이드인 ACQ는 GSH에 비하여 0.5 mg/ml 농도에서 흡광도 감소율차가 28%, 1 mg/ml 농도에서는 흡광도 감소율차가 14%였다. 즉, 종래 항산화 효과가 매우 우수하다고 알려진 GSH보다 본 발명의 ACQ의 항산화 효과가 매우 우수함을 확인할 수 있었다.
As a result, the tripeptide ACQ showed a difference in absorbance reduction ratio of 28% at a concentration of 0.5 mg / ml and a difference in absorbance reduction ratio of 14% at a concentration of 1 mg / ml. In other words, it was confirmed that the antioxidative effect of ACQ of the present invention was superior to that of GSH, which is known to have excellent antioxidative effect.
실험예Experimental Example 2 : 잔존 항산화 효능 2: Residual antioxidant efficacy
다음 단계의 실험으로 ACQ가 GSH에 비하여 가혹조건에서 안정성이 우수한지를 확인하는 실험을 하였다. 강제 산화를 위하여 과산화수소 10% 용액과 트리펩타이드 용액을 혼합하여 45℃에서 2시간 반응시킨 후, 실험예 1과 같은 DPPH 검사를 시행하여 잔존하는 항산화능을 확인하였다. 잔존 항산화 효능의 측정 결과는 하기의 표 2와 같다.
In the next step of the experiment, we conducted an experiment to confirm whether ACQ is superior to GSH in severe conditions. For forced oxidation, 10% hydrogen peroxide solution and tripeptide solution were mixed and allowed to react at 45 ° C for 2 hours, and DPPH test as in Experimental Example 1 was performed to confirm the remaining antioxidative ability. The results of measurement of residual antioxidant efficacy are shown in Table 2 below.
상기 표 2의 결과와 같이, 과산화수소를 이용한 가혹한 산화 조건에서도 ACQ는 GSH보다 우수한 항산화능을 보여줌을 각 농도별로 확인할 수 있었다.
As shown in Table 2, ACQ showed superior antioxidative activity to GSH even under the severe oxidation condition using hydrogen peroxide.
상기 실험예 1 및 실험예2의 결과로부터, 종래 알려진 항산화제인 GSH보다 본 발명의 ACQ 트리펩타이드가 더 우수한 항산화 효능을 갖는 것을 확인할 수 있었다.
From the results of Experimental Example 1 and Experimental Example 2, it was confirmed that the ACQ tripeptide of the present invention had better antioxidant activity than GSH which is a known antioxidant.
한편, 본 발명의 ACQ를 포함하는 조성물은 의약, 화장품 또는 기능성 건강 식품으로 제조될 수 있다.
Meanwhile, the composition containing ACQ of the present invention can be produced as medicines, cosmetics or functional health foods.
화장품으로 제조되는 경우, 다양한 화장품 제형, 예를 들어, 화장품의 예로는 스킨, 로션, 크림, 파운데이션, 에센스, 젤, 팩, 폼 클렌징, 비누, 피부 연고 등으로 제조할 수 있으며, 의약품으로 제조하는 경우 통상의 부형제 또는 담체를 더 추가하여 제조될 수 있으며, 기능성 건강 식품인 경우 기타 영향 성분과 함께 혼합하여 제조될 수 있다.
Examples of the various cosmetic formulations, for example, cosmetics, when they are made of cosmetics, can be prepared by skin, lotion, cream, foundation, essence, gel, pack, foam cleansing, soap, skin ointment, May be prepared by further adding conventional excipients or carriers, and in the case of functional health food, may be prepared by mixing together with other influencing ingredients.
또한, 제조하고자 하는 제형에 따라 추가로 또는 필요에 의해 유분, 물, 계면활성제, 보습제, 저급알콜, 점증제, 킬레이트제, 색소, 방부제, 향료 등을 선택하여 적정량 첨가할 수도 있다.
Depending on the formulation to be prepared, an appropriate amount of oil, water, a surfactant, a moisturizer, a lower alcohol, a thickening agent, a chelating agent, a coloring agent, an antiseptic,
본 발명의 항산화 조성물과 같은 항산화 소재들이 활성산소종 제거는 물론 항염, 피부 색소 조절, 노화 지연, 줄기세포 유지 등의 다양한 효과가 있음은 이미 주지의 사실이므로, 본 발명의 항산화 조성물 역시 당연히 상기 나열된 효과를 가지며, 따라서 본 발명의 항산화 조성물은 상기 다양한 용도의 의약, 약학 또는 건강 식품 조성물로 적용 가능하다.Since antioxidant materials such as the antioxidant composition of the present invention have various effects such as anti-inflammation, skin pigment control, delayed aging, and maintenance of stem cells as well as removal of reactive oxygen species, the antioxidant composition of the present invention is also naturally And thus the antioxidant composition of the present invention is applicable to pharmaceutical, pharmaceutical or health food compositions of various uses as described above.
Claims (2)
An antioxidant functional food composition comprising ACQ (Alanine-Cysteine-Glutamine) as an active ingredient.
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