KR20200011627A - The composition for inhibting dissolution codycepin - Google Patents
The composition for inhibting dissolution codycepin Download PDFInfo
- Publication number
- KR20200011627A KR20200011627A KR1020180086028A KR20180086028A KR20200011627A KR 20200011627 A KR20200011627 A KR 20200011627A KR 1020180086028 A KR1020180086028 A KR 1020180086028A KR 20180086028 A KR20180086028 A KR 20180086028A KR 20200011627 A KR20200011627 A KR 20200011627A
- Authority
- KR
- South Korea
- Prior art keywords
- cordycepin
- composition
- cyclodextrin
- naringin
- cordyceps
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 61
- 238000004090 dissolution Methods 0.000 title 1
- OFEZSBMBBKLLBJ-UHFFFAOYSA-N cordycepine Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(CO)CC1O OFEZSBMBBKLLBJ-UHFFFAOYSA-N 0.000 claims abstract description 145
- OFEZSBMBBKLLBJ-BAJZRUMYSA-N cordycepin Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)C[C@H]1O OFEZSBMBBKLLBJ-BAJZRUMYSA-N 0.000 claims abstract description 144
- KQLDDLUWUFBQHP-UHFFFAOYSA-N Cordycepin Natural products C1=NC=2C(N)=NC=NC=2N1C1OCC(CO)C1O KQLDDLUWUFBQHP-UHFFFAOYSA-N 0.000 claims abstract description 143
- DFPMSGMNTNDNHN-ZPHOTFPESA-N naringin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](OC=2C=C3O[C@@H](CC(=O)C3=C(O)C=2)C=2C=CC(O)=CC=2)O[C@H](CO)[C@@H](O)[C@@H]1O DFPMSGMNTNDNHN-ZPHOTFPESA-N 0.000 claims abstract description 41
- 239000001606 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one Substances 0.000 claims abstract description 40
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- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/38—Other non-alcoholic beverages
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L31/00—Edible extracts or preparations of fungi; Preparation or treatment thereof
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- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
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- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
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- 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
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Abstract
Description
본 발명은 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀이 생체내에서 분해되는 것을 억제하는 방법을 제공하는 것이다.The present invention is to provide a method for inhibiting the breakdown of cordycepin or cordycepin contained in Millipris cordyceps in vivo.
또한, 본 발명은 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀이 생체내에서 분해되는 것을 억제하는 성분을 포함하는 조성물을 제공하는 것이다.In addition, the present invention is to provide a composition comprising a component that inhibits the breakdown of cordycepin or cordycepin contained in millipris cordyceps in vivo.
또한, 본 발명은 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀과 코디세핀이 생체내에서 분해되는 것을 억제하는 성분에 더하여 이들을 포집하는 성분을 포함함으로써 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀과 생체내에서 분해되는 것을 억제하는 성분이 생체내에서 분해되는 것을 더욱 억제하는 조성물을 제공하는 것이다.In addition, the present invention includes a cordycepin or militia cordyceps, including cordycepin and cordycepin in addition to a component that inhibits the degradation in vivo to collect the components of the cordycepin or millitaris cordyceps It is to provide a composition that further inhibits the breakdown in vivo with the pin and the components that inhibit degradation in vivo.
또한, 본 발명에서는 본 발명은 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀과 코디세핀이 생체내에서 분해되는 것을 억제하는 성분 및 이들을 포집하는 성분을 포함함으로써, 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀과 생체내에서 분해되는 것을 억제하는 성분의 분해를 억제하여 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀과 코디세핀이 생체내에서 분해되는 것을 억제하는 성분의 효능 지속시간이 증대되는 기능성 음료 조성물, 기능성 식품 조성물 및 약학 조성물을 제공하는 것이다.Further, in the present invention, the present invention comprises a component that inhibits the breakdown of cordycepin and cordycepin contained in cordycepin or millitaris cordyceps in vivo, and a component for capturing them, thereby to cordycepin or millitaris cordyceps Increasing the efficacy duration of cordycepin and components that inhibit degradation in vivo by inhibiting the breakdown of cordycepin and cordycepin contained in cordycepin or militaris cordyceps in vivo To provide a functional beverage composition, a functional food composition and a pharmaceutical composition.
동충하초는 겨울에는 곤충의 몸속에 들어가 월동을 하면서 양분을 흡수하며 살다가 여름에는 죽은 곤충의 몸에서 버섯으로 자라나는 동충하초속의 버섯균주로 분류학적으로 볼 때 자낭균문(Ascomycota), 핵균강(Pyrenomycetes), 육자균목(Clavicipitaceae), 동충하초속(Codyceps)에 속하며 한국을 비롯한 중국, 일본 등 전 세계적으로 100속 300여종이 알려져 있다. 그 중에서 밀리타리스 동충하초는 주로 나비목(Lepidoptera)의 유충 또는 번데기를 기주로 하여, 주황색의 곤봉형자좌를 형성하는 곤충기생균(Entomopathogenic fungi)의 일종이며, 자낭각은 반돌출형이며 원통형의 자낭안에 실모양의 자낭포자들이 존재한다.Cordyceps sinensis is a fungus that enters the body of insects in winter, absorbs nutrients while wintering, and grows into mushrooms in the body of dead insects in summer, and is classified as Ascomycota, Pyrenomycetes, It belongs to Clavicipitaceae, Cordyceps, and 100 genera and 300 species are known all over the world, including Korea, China and Japan. Among them, the Militaris cordyceps is a kind of Entomopathogenic fungi, mainly orange larvae or pupae, which form orange clubs. There are shaped follicles.
동충하초에 대한 효능과 관련해서는 생리활성물질인 코디세핀(cordycepin)이 유효 성분으로 알려져 있다.In relation to the efficacy on Cordyceps sinensis, the bioactive substance cordycepin is known as an active ingredient.
하기 화학식 1로 표시되는 코디세핀은 3-deoxyadenosine 계통의 천연화합물로서 분자량은 251.2 이며, 1950년 커닝햄(Cunningham) 등에 의해 처음 그 효과가 밝혀진 이후 약리활성 기능에 대한 많은 연구가 이루어져 mRNA의 합성을 저해함으로써 항세균, 항진균, 항바이러스 효과, 혈소판응집 억제 효과 및 면역증강을 통한 항암 효과 등이 잘 알려져 있다.Cordycepin, represented by the following formula (1), is a 3-deoxyadenosine-based natural compound with a molecular weight of 251.2 and has been studied for its pharmacological activity since it was first discovered in 1950 by Cunningham et al. By doing so, antibacterial, antifungal, antiviral effects, platelet aggregation inhibitory effects and anticancer effects through immune enhancement are well known.
[화학식 1][Formula 1]
특히, 밀리타리스 동충하초의 자실체에는 코디세핀이 상대적으로 많이 함유되어 있어서 폐를 보호하고 신장을 튼튼히 하는 것으로 알려져 있으며, 결핵, 황달 등의 치료와 강장제로서의 효과도 널리 인정되고 있을 뿐 아니라 주로 병후의 신체조절, 보약 등에 사용되는 고가의 한방약재로 이용되고 있다. 특히 최근에는 항바이러스 및 면역기능 강화성분이 알려지고 있으며, 폐결핵, 만성기침, 천식, 빈혈, 남성의 성기능장애, 고혈압에도 효과를 나타내고 있다. 또한, 국내에서는 밀리타리스 동충하초에서 항암성분인 에르고스테롤 페록사이드(ergosterol peroxide)가 규명된 바 있어 스트레스 해소에도 효과가 큰 것으로도 알려져 있으므로 앞으로 이용분야는 더욱 넓어질 것으로 생각된다.In particular, the fruiting body of Militaris cordyceps is relatively high in cordycepin, which is known to protect the lungs and strengthen the kidneys, and is widely recognized for its effects as a tonic and treatment for tuberculosis and jaundice. It is used as an expensive herbal medicine used for body control and medicine. In particular, antiviral and immune enhancing components have been known in recent years, and has been shown to be effective in pulmonary tuberculosis, chronic cough, asthma, anemia, male sexual dysfunction, hypertension. In addition, since the anti-cancer component ergosterol peroxide in Militaris cordyceps was identified in Korea, it is also known to be effective in relieving stress, and thus it is considered that the field of application will be further expanded.
아데노신 디아미나제(adenosine deaminase; ADA, EC 3.5.4.4)는 식물, 세균, 포유동물 및 특히 사람의 몸속에서는 뇌, 심장, 소장 및 대장 등에서 흔하게 발견되는데 ADA는 하기 반응식 1에 표시된 것과 같이 아데노신 또는 코디세핀을 가수분해하여 이노신으로 대사시키는 효소작용을 담당한다.Adenosine deaminase (ADA, EC 3.5.4.4) is commonly found in plants, bacteria, mammals, and especially in the human body, in the brain, heart, small intestine, and large intestine, where ADA is either adenosine or It is responsible for the enzymatic action of hydrolyzing cordycepin to metabolize it to inosine.
[반응식 1]
ADA는 적혈구뿐 아니라 림프구와 백혈구에도 존재하여 면역기능을 나타내는데도 중요한 역할을 담당하므로 ADA가 결핍되면 면역기능이 약화되어 질병의 침입에 취약하게 된다.ADA is present not only in red blood cells but also in lymphocytes and white blood cells, and plays an important role in showing immune function. Therefore, ADA deficiency weakens immune function and makes it vulnerable to disease invasion.
한편, 코디세핀(3'-deoxyadenosine)은 아데노신(2'-deoxyadenosine)의 유도체로 그 구조가 유사하기 때문에 ADA에 의해 쉽게 대사될 수 있으므로, ADA를 저해하여 코디세핀의 반감기를 늘릴 수 있다면 코피세핀이 몸 속에서 작용을 나타내는데 충분한 시간을 확보할 수 있을 것이다.On the other hand, cordycepin (3'-deoxyadenosine) is a derivative of adenosine (2'-deoxyadenosine), because its structure is similar and can be easily metabolized by ADA, so if the half-life of cordycepin can be increased by inhibiting ADA You will have plenty of time to work in this body.
이러한 이유로 그간 많은 연구자들에 의해 ADA 억제제들이 개발되어 deoxycoformycin(pentostatin), erythro-9-(2-hydroxy- 3-nonyl)adenine (EHNA) 등이 보고되었으나 그 효과가 너무 강해 ADA의 작용을 완전히 차단함으로써 혈뇨, 백혈구감소증, 혈소판감소증, 빈혈 등 다양한 부작용을 나타내는 것이어서 백혈병 등의 질환에만 이용되는 등 제한이 있는 실정이므로, 독성이 약한 천연물 ADA 억제제의 개발이 추진되고 있다.For this reason, many researchers have developed ADA inhibitors and reported deoxycoformycin (pentostatin) and erythro-9- (2-hydroxy-3-nonyl) adenine (EHNA), but their effects are so strong that they completely block the action of ADA. As a result of various limitations such as hematuria, leukopenia, thrombocytopenia, anemia, and the like, it is used only for diseases such as leukemia. Therefore, development of a weak toxic natural product ADA inhibitor is being promoted.
한편, 사이클로덱스트린(CD; cyclodextrin)을 더욱 포함하는 것을 특징으로 하는 코디세핀 및 나린진 분해억제용 조성물에 관한 것이고, 상기 조성물은 사이클로덱스트린으로서 α-사이클로덱스트린, β-사이클로덱스트린, γ-사이클로덱스트린, 하이드록시프로필-α-사이클로덱스트린, 하이드록시프로필-β-사이클로덱스트린, 하이드록시프로필-γ-사이클로덱스트린 등 중에서 선택되는 하나 이상인 것이다.On the other hand, the present invention relates to a composition for inhibiting cordycepin and naringin degradation, further comprising cyclodextrin (CD; cyclodextrin), wherein the composition is a cyclodextrin, α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, At least one selected from hydroxypropyl-α-cyclodextrin, hydroxypropyl-β-cyclodextrin, hydroxypropyl-γ-cyclodextrin, and the like.
일 측면에서, 본 명세서는 코디세핀 및 나린진 분해억제용 조성물을 화학적으로 안정화시키고 용해도 및 생체 이용률을 높이기 위해 사이클로덱스트린으로 포집한 나노 입자 크기의 푸코잔틴 미세분말을 제조하는 방법을 제공하는 것을 목적으로 한다.In one aspect, the present specification is to provide a method for producing a nano-particle sized fucoxanthin micropowder collected with cyclodextrin to chemically stabilize the composition of the cordycepin and naringin degradation inhibitory and to increase the solubility and bioavailability do.
사이클로덱스트린은 D-글루코피라노스가 α-1,4-글루코시드 결합에 의해 원형으로 결합된 환상물질로서, 흰색의 결정 또는 결정성 가루로 냄새가 없고 약간의 단맛이 난다. 연결된 D-글루코스의 중합도에 따라 α-CD(6개), β-CD(7개), γ-CD(8개) 등이 존재하고 9-10개의 것도 알려져 있다. 사이클로덱스트린은 환상형의 도넛 구조로 이루어져 내부는 소수성, 외부는 친수성을 갖는 독특한 특성을 가지고 있고, 이러한 특성으로 인해 포접 기능을 가지며 각종 유성 물질의 유화 및 균질화를 통해 안정한 유화액을 만들어 준다.Cyclodextrins are cyclic substances in which D-glucopyranose is circularly bound by α-1,4-glucoside bonds, which are white crystals or crystalline powder, odorless and slightly sweet. Depending on the degree of polymerization of linked D-glucose, α-CD (6), β-CD (7), γ-CD (8) and the like are present and 9-10 are also known. Cyclodextrin is composed of a circular donut structure and has a unique characteristic of having hydrophobicity inside and hydrophilicity outside, and having a clathrate function and making a stable emulsion through emulsification and homogenization of various oily substances.
예시적인 일 구현예에서, 상기 사이클로덱스트린은 β-사이클로덱스트린 또는 하이드록시프로필-β-사이클로덱스트린인 것이 코디세핀 및 나린진 분해억제용 조성물의 포집 효율 면에서 바람직할 수 있다.In an exemplary embodiment, the cyclodextrin may be preferably β-cyclodextrin or hydroxypropyl-β-cyclodextrin in view of the collection efficiency of cordycepin and naringin degradation inhibitory composition.
밀리타리스 동충하초의 주요 유효성분인 코디세핀은 사람 또는 동물의 생체 내에서 adenosine deaminase(ADA)에 의해 수초 내지 수분 내에 이노신으로 분해됨으로써 다양한 약리기능을 제대로 발휘하지 못하게 되는 단점을 갖는 것이다.Cordycepin, a major active ingredient of Militaris cordyceps, is decomposed into inosine within a few seconds to several minutes by adenosine deaminase (ADA) in a human or animal body, thereby failing to properly perform various pharmacological functions.
본 발명은 이러한 단점을 해결하고자 하는 것으로서, 코디세핀이 사람 또는 동물의 생체 내에서 ADA에 의해 이노신으로 분해됨으로써 다양한 약리기능을 제대로 발휘하지 못하게 되는 단점을 개선하기 위한 것이다.The present invention is intended to solve this drawback, and to improve the drawback that the cordycepin is not properly exerted in various pharmacological functions by the degradation of inosine by ADA in vivo in humans or animals.
본 발명은, 밀리타리스 동충하초의 주요 유효성분인 코디세핀이 사람 또는 동물의 생체 내에서 adenosine deaminase(ADA)에 의해 수초 내지 수분 내에 이노신으로 분해됨으로써 다양한 약리기능을 제대로 발휘하지 못하게 되는 단점을 개선하기 위한 것으로서, 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀(이하 ‘밀리타리스 동충하초 코디세핀’ 이라 한다)에 독성이 약한 천연물 ADA 억제제를 첨가하여 생체내에서 코디세핀의 분해를 억제하는 방법을 제공하는 것이다.The present invention, the main active ingredient of Militaris Cordyceps sinensis is to improve the disadvantage that in the human or animal by adenosine deaminase (ADA) to inosine within a few seconds to several minutes to properly exert various pharmacological functions Method for inhibiting cordycepin in vivo by adding a weakly toxic natural product ADA inhibitor to cordycepin or cordycepin (hereinafter, referred to as 'militaris cordyceps cordycepin') included in cordycepin or militaris cordyceps. To provide.
또한, 본 발명은 코디세핀과 코디세핀의 분해를 억제하는 독성이 약한 천연물 ADA 억제제를 포함하는 조성물을 제공하는 것이며, 또한 본 발명은 밀리타리스 동충하초 코디세핀과 그것의 분해를 억제하는 독성이 약한 천연물 ADA 억제제를 포함하는 조성물을 제공하는 것이다.The present invention also provides a composition comprising a natural ADA inhibitor having a weak toxicity that inhibits the breakdown of cordycepin and cordycepin, and the present invention also has a mild toxicity that inhibits the degradation of Militaris Cordyceps sinensis cordycepin. It is to provide a composition comprising a natural product ADA inhibitor.
또한, 본 발명은 독성이 약한 천연물 ADA 억제제를 첨가함으로써 코디세핀 또는 밀리타리스 동충하초 코디세핀의 분해를 억제하여 산업적으로는 밀리타리스 동충하초의 효능 지속시간이 증대되는 기능성 음료 조성물, 기능성 식품 조성물 및 약학 조성물을 제공하는 것이다.In addition, the present invention suppresses the decomposition of cordycepin or millitaris cordyceps cordycepin by adding a natural ADA inhibitor, a weak toxicity, industrially, functional beverage composition, functional food composition and the efficacy duration of millitaris cordyceps It is to provide a pharmaceutical composition.
본 발명자는 코디세핀 또는 밀리타리스 동충하초 코디세핀의 분해를 억제하는 독성이 약한 천연물 ADA 억제제를 탐색하고 실험한 결과, 1차적으로 naringin, kaempferol, quercetin, myricetin, naringenin 등을 후보 물질로 선택하게 되었으며, 실험결과 최종적으로 이들 후보 물질 중에서 나린진(naringin)이 코디세핀 또는 밀리타리스 동충하초 코디세핀의 분해를 억제하는 효과가 가장 좋은 것이라는 중요한 사실을 확인하고, 그 농도를 밝혀냄으로써 본 발명을 완성하게 된 것이다.The present inventors have searched and tested a weakly toxic natural product ADA inhibitor that inhibits the degradation of cordycepin or millitaris cordyceps cordycepin, and as a result, the naringin, kaempferol, quercetin, myricetin, naringenin, and the like were selected as candidates. As a result of the experiment, finally confirming the important fact that naringin is the best effect of inhibiting the decomposition of cordycepin or millitaris cordyceps cordycepin among these candidates, and revealed the concentration to complete the present invention will be.
하기 화학식 2로 표시되는 나린진은 naringenin-7-rhamnoglucoside로 분자식은 C27H32O14: 분자량은 580.54 이며, 고미성 무색결정 flavonon의 glucoside이다. 나린진은 citrus fruits에 속하는 천연물로 orange, lemon, lime, grafe fruit, citrus aurantium, citrus grandis, citrus junos, citrus unshiu marcor, citrus konokuni tanaka 등에서 추출할 수 있다.Naringin represented by the following Chemical Formula 2 is naringenin-7-rhamnoglucoside, and the molecular formula is C 27 H 32 O 14 : molecular weight is 580.54, which is the glucoside of the highly crystalline colorless crystal flavonon. Naringin is a natural product belonging to citrus fruits and can be extracted from orange, lemon, lime, grafe fruit, citrus aurantium, citrus grandis, citrus junos, citrus unshiu marcor, citrus konokuni tanaka, etc.
나린진은 항산화효과, 항염증효과, 항암효과, 항알러지효과, 항당뇨효과가 있는 것으로 알려져 왔으며 최근에는 혈관형성의 억제효과도 있는 것으로 알려지고 있다.Naringin has been known to have antioxidant, anti-inflammatory, anti-cancer, anti-allergic, and anti-diabetic effects. Recently, naringin has been known to have an inhibitory effect on angiogenesis.
[화학식 2][Formula 2]
본 발명자는, 나린진이 분자량이 큰 물질로서 ADA의 활성부위 및 ADA 단백질 표면과 수소결합을 할 수 있어 강력한 ADA 억제제로 작용하여 ADA에 의한 코디세핀 또는 밀리타리스 동충하초 코디세핀의 분해작용을 억제할 수 있으므로 코디세핀 또는 밀리타리스 동충하초 코디세핀과 병용시 독성이 없이 고농도로 장시간 효과를 나타낼 수 있는 것을 발명한 것이다.The inventors of the present invention found that naringin is capable of hydrogen bonding with the active site of ADA and the surface of ADA protein as a substance having a high molecular weight, and thus acts as a powerful ADA inhibitor, thereby inhibiting the decomposition of cordycepin or millitaris cordyceps sinensis cordycepin by ADA. Since it can be used in combination with cordycepin or millitaris cordyceps cordycepin, it is invented that can exhibit long-term effects at high concentration without toxicity.
본 발명에서는 코디세핀 또는 밀리타리스 동충하초 코디세핀에 나린진을 첨가하여 생체내에서 코디세핀의 분해를 억제하는 방법을 제공한다.The present invention provides a method of inhibiting the breakdown of cordycepin in vivo by adding naringin to cordycepin or millitaris cordyceps sinensis cordycepin.
또한, 본 발명에서는 코디세핀과 코디세핀의 분해를 억제하는 나린진을 포함하는 조성물을 제공하며, 밀리타리스 동충하초 코디세핀과 그것의 분해를 억제하는 나린진을 포함하는 조성물을 제공한다.In another aspect, the present invention provides a composition comprising nadiazine to inhibit the breakdown of cordycepin and cordycepin, and provides a composition comprising Militaris Cordyceps sinensis cordycepin and naringin inhibiting its degradation.
또한, 본 발명에서는 코디세핀 또는 밀리타리스 동충하초에 포함된 코디세핀과 코디세핀이 생체내에서 분해되는 것을 억제하는 성분인 나린진 및 이들을 포집하는 사이클로덱스트린을 포함하는 조성물을 제공한다.In another aspect, the present invention provides a composition comprising nadirzin, which is a component that inhibits the breakdown of cordycepin and cordycepin contained in cordycepin or militaris cordyceps in vivo, and a cyclodextrin that traps them.
본 발명에 따르면, a) 코디세핀 또는 밀리타리스 동충하초 코디세핀의 몰농도(M)와 b) 나린진의 몰농도(M)의 비율, 즉 a : b가 1 : 2 이상인 경우에 1 : 1 이하에서 보다 코디세핀의 분해가 10배 이상 억제됨으로써 잔류 코디세핀의 농도가 10배 이상 증가되는 효과를 나타내어 임계적 의의를 갖는 것으로 나타났으며, 바람직하게는 1 : 2 내지 16, 더욱 바람직하게는 1 : 4 내지 16, 가장 바람직하게는 1 : 8 내지 16인 것으로 나타났다.According to the present invention, a) the ratio of the molarity (M) of cordycepin or millicari cordyceps cordycepin to b) the molarity (M) of naringin, ie, 1: 1 or less when a: b is 1: 2 or more Degradation of cordycepin was inhibited by 10 times or more than in the concentration of residual cordycepin was shown to have an effect of 10 times or more, and it has been shown to have a critical significance, preferably 1: 2 to 16, more preferably 1 : 4-16, most preferably 1: 8-16.
또한, 본 발명에서는 나린진을 첨가함으로써 코디세핀 또는 밀리타리스 동충하초 코디세핀의 분해를 억제하여 밀리타리스 동충하초의 효능 지속시간이 증대되는 기능성 음료 조성물, 기능성 식품 조성물 및 약학 조성물을 제공한다.In addition, the present invention provides a functional beverage composition, a functional food composition, and a pharmaceutical composition which inhibit the decomposition of cordycepin or millitaris cordyceps herbaceous cordycepin by adding naringin, thereby increasing the efficacy duration of millitaris cordyceps.
나린진은 하귤, 당유자, 감귤, 오렌지, 레몬, 자몽 또는 유자 등 감귤류로부터 추출하거나 공지된 합성방법에 의해 제조할 수 있는데, 나린진은 특히 자몽, 당유자, 유자 등에 많이 함유되어 있다.Naringin can be extracted from citrus fruits such as mandarin orange, sugary citron, tangerine, orange, lemon, grapefruit or citron, or can be prepared by known synthetic methods. Naringin is particularly contained in grapefruit, sugary citron and citron.
코디세핀 또는 밀리타리스 동충하초 코디세핀에 코디세핀의 분해 억제제로서 나린진을 첨가하고, 이들을 포집하는 사이클로덱스트린을 첨가하며, 약제학적으로 허용되는 담체와 혼합하여 약학조성물을 제조할 수 있다. 이 약학조성물은 통상적으로 사용되는 부형제, 붕해제, 감미제, 활택제, 향미제 등을 추가로 포함할 수 있으며, 통상적인 방법에 의해 정제, 캅셀제, 산제, 과립제, 현탁제, 유화제, 시럽제, 액제 또는 비경구투여용 제제와 같은 단위 투여형 또는 수회 투여형 약제학적 제제로 제형화될 수 있다.The pharmaceutical composition may be prepared by adding naringin as a decomposition inhibitor of cordycepin to cordycepin or millitaris cordyceps cordycepin, adding cyclodextrins that collect them, and mixing with a pharmaceutically acceptable carrier. The pharmaceutical composition may further include excipients, disintegrants, sweeteners, lubricants, flavoring agents and the like that are commonly used, tablets, capsules, powders, granules, suspensions, emulsifiers, syrups, solutions by conventional methods Or in dosage unit forms or as multi-dose pharmaceutical preparations such as parenteral preparations.
코디세핀 또는 밀리타리스 동충하초 코디세핀에 나린진을 유효성분으로 첨가하고 포집제로 사이클로덱스트린을 첨가하는 코디세핀 분해억제용 조성물은 목적하는 바에 따라 비경구 투여하거나 경구 투여할 수 있다. 나린진이 하루에 체중 1 kg당 0.5 mg 내지 100 mg, 바람직하게는 2 내지 20 mg의 양으로 투여되도록 1 내지 수회에 나누어 투여할 수 있다. 특정 환자에 대한 투여 용량수준은 환자의 체중, 연령, 성별, 건강상태, 식이, 투여시간, 투여방법, 배설율, 질환의 중증도 등에 따라 변화될 수 있다.Cordycepin disintegration inhibiting composition which adds naringin to cordycepin or militaris cordycepin cordycepin as an active ingredient and cyclodextrin as a collecting agent may be parenterally or orally administered as desired. Naringin may be administered in one to several portions so that naringin is administered in an amount of 0.5 mg to 100 mg, preferably 2 to 20 mg per kg of body weight per day. Dosage levels for a particular patient may vary depending on the patient's weight, age, sex, health condition, diet, time of administration, method of administration, rate of excretion, severity of the disease, and the like.
코디세핀 또는 밀리타리스 동충하초 코디세핀에 나린진을 유효성분으로 첨가하고 포집제로 사이클로덱스트린을 첨가하는 코디세핀 분해억제용 조성물은 동일한 목적으로 식품 또는 음료에 첨가될 수 있다. 건강기능식품 개발을 위하여 나린진을 첨가할 수 있는 식품으로는 예를 들어 각종 식품류, 육류, 음료수, 초코렛, 스넥류, 과자류, 피자, 라면, 기타 면류, 껌류, 아이스크림류, 알콜성 음료류, 비타민 복합제, 건강보조식품류 등이 있다.Cordycepin or disintegration inhibiting composition of cordycepin, which is added to narcazine as an active ingredient and cyclodextrin as a collecting agent, may be added to food or beverage for the same purpose. Foods to which naringin can be added for the development of health functional foods include, for example, various foods, meats, beverages, chocolates, snacks, confections, pizzas, ramen, other noodles, gums, ice creams, alcoholic beverages, vitamin complexes, Dietary supplements;
본 발명에 따른 조성물을 사용한 건강기능식품은 건강음료, 기능성보조식품, 차, 과자류 또는 의약품 등과 같이 다양한 형태로 제공될 수 있다.Health functional food using the composition according to the present invention may be provided in various forms, such as health drinks, functional supplements, tea, confectionary or pharmaceuticals.
본 발명에 따른 조성물이 식품조성물로 사용되기 위하여 식품 제조시에 통상적으로 첨가되는 성분을 포함할 수 있다. 예를 들어 단백질, 지방, 영양소, 조미제 및 향미제를 포함할 수 있다. 향미제로서는 천연향미제(타우마틴, 스테비아추출물) 및 합성 향미제(사카린, 아스파탐 등)를 사용할 수 있다.The composition according to the present invention may include components that are commonly added during food preparation for use as a food composition. For example proteins, fats, nutrients, seasonings and flavoring agents. As the flavoring agent, natural flavoring agents (tautin, stevia extract) and synthetic flavoring agents (saccharin, aspartame, etc.) can be used.
본 발명에 따른 조성물을 사용하여 환, 과립, 음료, 타블렛, 캡술 등의 제형을 제조할 수 있으며, 이 경우 각 제형을 제조하기 위하여 첨가제가 추가될 수 있다.Formulations such as pills, granules, beverages, tablets, capsules and the like can be prepared using the compositions according to the invention, in which case additives can be added to prepare each formulation.
본 발명이 약학적 조성물로 사용되기 위하여는 약제학적 분야에서 공지의 방법에 의해 제조될 수 있으며, 그 자체 또는 약학적으로 허용되는 담체, 부형제, 희석제 등과 혼합하여 분말, 과립, 정제, 캡술제 또는 주사제 등의 제형으로 제조되어 사용될 수 있다. 또한 이들은 경구 또는 비경구로 투여될 수 있다.In order to use the present invention as a pharmaceutical composition, it may be prepared by a method known in the pharmaceutical art, and may be mixed with itself or a pharmaceutically acceptable carrier, excipient, diluent, etc., to powder, granule, tablet, capsulant or It may be prepared and used in the form of an injection. They can also be administered orally or parenterally.
각각 통상의 방법에 따라 산제, 과립제, 정제, 캡술제, 현탁액, 에멀젼, 시럽, 에어로졸 등의 경구형 제형, 외용제, 좌제 및 멸균 주사용액의 형태로 제형화되어 사용할 수 있으며, 본 발명의 조성물에 포함될 수 있는 담체, 부형제 및 희석제로는 락토즈, 텍스트로즈, 수크로즈, 솔비톨, 만니톨, 전분, 아카시아고무, 알지네이트, 젤라틴, 칼슘포스페이트, 칼슘 실케이트, 셀룰로즈, 메틸셀룰로즈, 미정질 셀룰로즈, 폴리비닐피롤리돈, 물, 메틸히드, 록시벤조에이트, 프로필하이드록시벤조에이트, 탈크, 마그네슘 스테아레이트 및 광물유를 들 수 있다.Each can be formulated and used in the form of powders, granules, tablets, capsulants, suspensions, emulsions, syrups, aerosols, oral formulations, external preparations, suppositories, and sterile injectable solutions according to conventional methods. Carriers, excipients and diluents that may be included include lactose, textose, sucrose, sorbitol, mannitol, starch, acacia rubber, alginate, gelatin, calcium phosphate, calcium silicate, cellulose, methylcellulose, microcrystalline cellulose, polyvinyl Pyrrolidone, water, methyl hydride, oxybenzoate, propyl hydroxybenzoate, talc, magnesium stearate and mineral oil.
제제화할 경우에는 보통 사용하는 충진제, 증량제, 결합제, 습윤제, 붕해제, 계면활성제 등의 희석제 또는 부형제를 사용하여 조제될 수 있다.When formulated, it may be prepared using diluents or excipients such as fillers, extenders, binders, wetting agents, disintegrating agents, surfactants, etc. which are commonly used.
경구투여를 위한 고형제제에는 정제, 환제, 산제, 과립제, 캡술제 등이 포함되며, 이러한 고형제제는 상기 조성물에 적어도 하나 이상의 부형제 예를 들면, 전분, 칼슘카보네이트, 수크로즈 또는 락토즈, 젤라틴 등을 섞어 조제된다. 또한 단순한 부형제 이외에 마그네슘 스테레이트 탈크같은 윤활제들도 사용될 수 있다.Solid preparations for oral administration include tablets, pills, powders, granules, capsulants, and the like, and such solid preparations include at least one excipient such as starch, calcium carbonate, sucrose or lactose, gelatin, and the like. Are mixed to prepare. In addition to simple excipients, lubricants such as magnesium sterate talc may also be used.
경구를 위한 액상제제로는 현탁제, 내용액제, 유제, 시럽제 등이 해당되는데 흔히 사용되는 단순희석제인 물, 리퀴드파라핀 이외에 여러 가지 부형제 예를들면, 습윤제, 감미제, 방향제, 보존제 등이 포함될 수 있다.Oral liquid preparations include suspending agents, liquid solutions, emulsions, and syrups, and various excipients, such as water and liquid paraffin, which are commonly used simple diluents, may include, for example, wetting agents, sweeteners, fragrances, and preservatives. .
비경구투여를 위한 제제에는 멸균된 수용액, 비수성용제, 현탁제, 유제, 동결건조제제, 좌제가 포함된다. 비수성용제, 현탁제로는 프로필렌 글리콜, 폴리에틸렌글리콜, 올리브 오일같은 식물성 기름, 에틸올레이트와 같은 주사가능한 에스테르 등이 사용될 수 있다.Formulations for parenteral administration include sterile aqueous solutions, non-aqueous solvents, suspensions, emulsions, lyophilized preparations, suppositories. As the non-aqueous solvent and suspending agent, propylene glycol, polyethylene glycol, vegetable oil such as olive oil, injectable ester such as ethyl oleate and the like can be used.
좌제의 기제로는 위텝솔(witepsol), 마크로골, 트윈(tween)61, 카카오지, 라우린지, 글리세로젤라틴 등이 사용될 수 있다.As the base of the suppository, witepsol, macrogol, tween 61, cacao butter, laurin butter, glycerogelatin and the like can be used.
본 발명에 따른 조성물의 유효 투여량은 체내에서 활성성분의 흡수도, 물활성화율 및 배설속도, 환자의 연령, 성별 및 상태, 치료할 질병의 중증정도 등에 따라 적절히 선택될 수 있다.The effective dosage of the composition according to the present invention may be appropriately selected depending on the absorption of the active ingredient in the body, the rate of water activation and excretion, the age, sex and condition of the patient, the severity of the disease to be treated and the like.
본 발명에 따른 조성물은 가축용 사료에 사용될 수 있으며, 각 경우에 가축사료에서 허용되는 첨가제 또는 추가제를 사용하여 제조될 수 있다.The composition according to the invention can be used in livestock feed and in each case can be prepared using additives or additives that are acceptable in livestock feed.
본 발명에 따른 조성물을 화장료의 유효성분으로 이용하기 위하여는 화장료 조성물에 포함되는 성분은 홍삼박 추출물 이외에 화장료 조성물에 통상적으로 사용되는 성분들을 포함한다. 예컨대 항산화제, 안정화제, 용해화제, 비타민, 안료 및 향료와 같은 통상적인 보조제 그리고 담체를 포함할 수 있다.In order to use the composition according to the present invention as an active ingredient of a cosmetic composition, the components included in the cosmetic composition include components commonly used in cosmetic compositions in addition to the red ginseng extract. And conventional auxiliaries such as antioxidants, stabilizers, solubilizers, vitamins, pigments and flavorings and carriers.
본 발명에 다른 화장료는 당업계에서 통상적으로 제조되는 어떠한 제형으로도 제조될 수 있다. 예를 들어 용액, 현탁액, 유탁액, 페이스트, 겔, 크림, 로션, 파우더, 비누, 계면활성제함유 클린싱 오일, 분말 파운데이션, 유탁액 파운데이션, 왁스 파운데이션 및 스프레이 등으로 제형화될 수 있으나 이에 한정되는 것은 아니다.Cosmetics according to the present invention may be prepared in any formulations conventionally made in the art. For example, they may be formulated as solutions, suspensions, emulsions, pastes, gels, creams, lotions, powders, soaps, surfactant-containing cleansing oils, powder foundations, emulsion foundations, wax foundations and sprays, but are not limited thereto. no.
보다 상세하게는 유연 화장수, 영양화장수, 영양크림, 마사지크림, 에센스, 아이크림, 클렌징크림, 클렌징폼, 클렌징워터, 팩, 스프레이 또는 파우더의 제형으로 제조될 수 있다.More specifically, it may be prepared in the form of a flexible lotion, nourishing cream, nourishing cream, massage cream, essence, eye cream, cleansing cream, cleansing foam, cleansing water, pack, spray or powder.
본 발명의 제형이 용액 또는 유탁액인 경우에는 담체성분으로서 용매, 용해화제 또는 유탁화제가 이용되고, 예컨대 물, 에탄올, 이소프로판올, 에틸 카보네이트, 에틸 아세테이트, 벤질 알코올, 벤질 벤조에이트, 프로필렌글리콜, 1,3-부틸글리콜 오일, 글리세롤 지바족 에스테르, 폴리에틸렌 글리콜 또는 소르비탄의 지방산 에스테르가 사용될 수 있다.When the formulation of the present invention is a solution or emulsion, a solvent, solubilizing agent or emulsifying agent is used as the carrier component, such as water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1 Fatty acid esters of, 3-butylglycol oil, glycerol chiba esters, polyethylene glycols or sorbitan may be used.
본 발명의 제형이 계면활성제 함유 클렌징인 경우에는 담체 성분으로서 지방족 알코올 설페이트, 지방족 알코올 에테르 설페이트, 설로숙신산 모노에스테르, 이세티오네이트, 이미다졸리늄 유도체, 메틸타우레이트, 사르코시네이트, 지방산 아미드 에테르 설페이트, 알킬아미도베타인, 지방족 알코올, 지방산 글리세리드, 지방산 디에탄올아미드, 식물성 유, 라놀린 유도체 또는 에톡실화 글리세롤 지방산 에스테르 등이 이용될 수 있다.When the formulation of the present invention is a surfactant-containing cleansing, the carrier component is aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide ether. Sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives or ethoxylated glycerol fatty acid esters and the like can be used.
본 발명의 제형이 파우더 도는 스프레이인 경우에는 담체 성분으로서 락토스, 탈크, 실리카, 알루미늄 히드록시드, 칼슘 실리케이트 또는 폴리아미드 파우더가 이용될 수 있고, 특히 스프레이인 경우에는 추가적으로 클로로 플루오로히드로카본, 프로판 부탄 또는 디메틸 에테르와 같은 추진체를 포함할 수 있다.When the formulation of the present invention is a powder or spray, lactose, talc, silica, aluminum hydroxide, calcium silicate or polyamide powder may be used, in particular, in the case of spray, additionally chlorofluorohydrocarbon, propane Propellants such as butane or dimethyl ether.
본 발명의 제형이 페이스트, 크림 또는 겔인 경우에는 담체 성분으로서 동물성유, 식물성유, 왁스, 파라핀, 전분, 트라칸트, 셀룰로오스 유도체, 폴리에틸렌 글리콜, 실리콘, 벤토나이트, 실리카, 탈크 또는 산화아연 등이 이용될 수 있다.When the formulation of the present invention is a paste, cream or gel, animal oils, vegetable oils, waxes, paraffins, starches, trachants, cellulose derivatives, polyethylene glycols, silicones, bentonites, silicas, talc or zinc oxide may be used as carrier components. Can be.
본 발명에 따른 조성물을 유효성분으로 함유하는 화장료는 수용성 비타민, 지용성비타민, 스핑고지질, 고분자다당, 고분자펩티드로 이뤄진 군에서 선택된 조성물을 포함할 수 있다.Cosmetics containing the composition according to the present invention as an active ingredient may include a composition selected from the group consisting of water-soluble vitamins, fat-soluble vitamins, sphingolipids, polymer polysaccharides, polymer peptides.
수용성 비타민으로서는 화장료에 배합 가능한 것은 어떠한 것이라도 가능하지만 바람직하게는 비타민 B1, 비타민 B2, 비타민 B6, 피리독신, 염산피리독신, 비타미니 B12, 판토텐산, 니코틴산, 니코틴산아미드, 엽산, 비타민 C, 비타민 H 등을 들 수 있으며, 그들의 염(티아민염산염, 아스코르빈산나트륨염 등)이나 유도체 (아스코르빈산-2-인산나트륨염, 아스코르빈산-2-인산마그네슘염 등)도 본 발명에서 사용할 수 있는 수용성 비타민에 포함될 수 있다. 수용성 비타민은 미생물 변환법, 미생물의 배양물로부터의 정제법, 효소법 도는 화학합성법 등의 통상적인 방법에 의해 수득할 수 있다.As the water-soluble vitamin, any compound that can be formulated in cosmetics can be used, but preferably vitamin B1, vitamin B2, vitamin B6, pyridoxine, pyridoxine, vitamini B12, pantothenic acid, nicotinic acid, nicotinic acid amide, folic acid, vitamin C, vitamin H and the like. And salts thereof (thiamine hydrochloride, sodium ascorbate salt, etc.) and derivatives (ascorbic acid-2-sodium phosphate salt, ascorbic acid-2-magnesium phosphate salt, etc.) can also be used in the present invention. Can be included. The water-soluble vitamin can be obtained by conventional methods such as microbial transformation, purification of microorganism culture, enzyme or chemical synthesis.
지용성 비타민으로서는 화장료에 배합가능한 것이라면 어떠한 것도 가능하지만 바람직하게는 비타민 A, 카로틴, 비타민 D2, 비타민 D3, 비타민 E(DL-알파토코페롤, D-알파 토코페롤) 등을 들 수 있으며, 그들의 유도체 (팔미틴산아스코르빈, 스테아르산아스코르빈, 디팔미틴산아스코르빈, 아세트산 DL-알파토코페롤, 니코틴산, DL-알파토코페롤, 비타민 E, DL=판토테닐알코올, 판토테닐에틸에테르 등)도 본 발명에서 사용되는 지용성 비타민에 포함된다. 지용성 비타민은 미생물변환법, 미생물의 배양물로 부터 정제, 효소 또는 화학합성법 등의 통상의 방법에 의해 수득할 수 있다.Any fat-soluble vitamin can be used as long as it is formulated in cosmetics, but preferably vitamin A, carotene, vitamin D2, vitamin D3, vitamin E (DL-alphatocopherol, D-alpha tocopherol) and the like and derivatives thereof (palmitinic acid) Corbin, ascorbate stearate, ascorbine dipalmitate, acetic acid DL-alphatocopherol, nicotinic acid, DL-alphatocopherol, vitamin E, DL = pantotenyl alcohol, pantotenylethyl ether, etc.) are also used in the present invention. Included in vitamins. Fat-soluble vitamins can be obtained by conventional methods such as microbial transformation, microbial culture, purification, enzyme or chemical synthesis.
본 발명의 화장료에는 상기 필수성분과 더불어 필요에 따라 통상 화장료에 배합되는 다른 성분을 배합할 수 있다. 이외에 첨가해도 되는 배합성분으로서는 유지성분, 보습제, 에몰리엔트제, 계면활성제, 유기 및 무기안료, 유기분체, 자외선 흡수제, 방부제, 살균제, 산화방지제, 식물추출물, pH 조정제, 알콜, 색소, 향료, 혈행촉진제, 냉감제, 제한제, 정제수 등을 들 수 있다.The cosmetic of the present invention may be blended with the above essential ingredients, if necessary, with other ingredients normally formulated into cosmetics. Other ingredients that may be added include fats and oils, moisturizers, emollients, surfactants, organic and inorganic pigments, organic powders, ultraviolet absorbers, preservatives, fungicides, antioxidants, plant extracts, pH adjusters, alcohols, pigments, flavorings, Blood circulation promoting agents, cooling agents, limiting agents, purified water and the like.
또한 이외에 첨가해도 되는 배합성분은 위에 한정되는 것은 아니며 상기성분은 모두 본 발명의 목적 및 효과를 손상시키지 않는 범위 내에서 배합이 가능하다.Moreover, the compounding component which may be added other than it is not limited above, All the said components can be mix | blended within the range which does not impair the objective and effect of this invention.
이하 본 발명을 다음과 같은 실시예 및 실험예에 의하여 더욱 상세하게 설명하고자 한다. 단, 다음의 실시예는 본 발명을 예시하기 위한 것일 뿐, 본 발명의 범위가 이것들만으로 한정되는 것은 아니다.Hereinafter, the present invention will be described in more detail with reference to the following Examples and Experimental Examples. However, the following Examples are only for illustrating the present invention, but the scope of the present invention is not limited to these.
본 발명에 따른 코디세핀 또는 밀리타리스 동충하초 코디세핀에 나린진을 첨가하고 포집제로 사이클로덱스트린을 첨가하여 생체내에서 코디세핀과 나린진의 분해를 억제하는 방법 및 그 조성물은, 코디세핀 또는 밀리타리스 동충하초 코디세핀의 분해를 억제할 뿐 아니라, 나린진의 분해 또한 억제함으로써 코디세핀 또는 밀리타리스 동충하초 코디세핀의 효능 지속시간이 크게 증대되는 효과를 나타내는 것이다.Cordycepin or millitaris cordyceps according to the present invention is a method and composition for inhibiting the breakdown of cordycepin and naringin in vivo by adding naringin to cordycepin and adding cyclodextrin as a collecting agent, cordycepin or millitaris cordyceps In addition to inhibiting the breakdown of cordycepin, it also inhibits the breakdown of naringin, thereby showing an effect of greatly increasing the efficacy duration of cordycepin or militaris cordyceps cordycepin.
도 1은 표준품 코디세핀과 밀리타리스 동충하초 코디세핀의 검량선 그래프이다.
도 2는 코디세핀 50 μM에 대한 나린진의 농도별 분해억제 결과를 나타내는 그래프이다.1 is a calibration curve of standard cordycepin and millitaris cordyceps cordycepin.
2 is a graph showing the results of inhibition of degradation by concentration of naringin against 50 μM cordycepin.
이하, 본 발명을 더욱 상세히 설명한다.Hereinafter, the present invention will be described in more detail.
본 명세서 및 청구범위에 사용된 용어나 단어는 통상적이거나 사전적인 의미로 한정해서 해석되어서는 안 되며 발명자가 그 자신의 발명을 가장 최선의 방법으로 설명하기 위해 용어의 개념을 적절하게 정의할 수 있다는 원칙에 입각하여 본 발명의 기술적 사상에 부합하는 의미와 개념으로 해석되어야만 한다.The terms or words used in this specification and claims are not to be construed as limiting in their usual or dictionary meanings, and that the inventor may properly define the concept of terms in order to best describe his or her invention. Based on the principle, it should be interpreted as meaning and concept corresponding to the technical idea of the present invention.
따라서 본 명세서에 기재된 실험예 및 도면에 기술된 사항은 본 발명의 가장 바람직한 일예에 불과할 뿐이고 본 발명의 기술적 사상을 모두 대변하는 것은 아니므로, 본 출원 시점에 있어서 이들을 대체할 수 있는 다양한 균등물과 변형 예들이 있을 수 있음을 이해하여야 한다.Therefore, the matters described in the experimental examples and drawings described herein are only the most preferred examples of the present invention and do not represent all of the technical idea of the present invention, and various equivalents that may be substituted for them at the time of the present application and It should be understood that there may be variations.
이하 본 발명을 더욱 상세히 설명한다.Hereinafter, the present invention will be described in more detail.
실시예Example
Vacutainer(BD)를 이용하여 흰쥐의 심장으로부터 혈액을 5 ~ 10 ml 채취한 다음 6 ml의 혈액과 6 ml의 stop solution(200 μM의 dipyridamole과 10 μM의 theophylline 혼합물)을 실온에서 30분간 반응시켰다. 그 후 혈액과 stop solution이 섞인 혼합액을 나린진(25, 50, 100, 200, 400, 800 μM)과 각각 50 μl씩 섞어 37℃ waterbath에서 5분간 반응시켰다. 나린진은 1 mg/ml의 농도로 2% 에탄올에 녹인 후 2% 에탄올을 이용하여 다시 희석한 후 실험에 사용하였다. 그 후 4℃가 유지되는 냉장원심분리기를 이용해서 3,000g의 속도로 10분간 원심분리하여 혈장성분인 상층액만을 회수하였다. 혈장 300 μl와 cordycepin(sigma) 또는 동충하초분말 희석액 300 μl를 섞어 microcentrifuge에서 원심분리 한 다음 37 ℃ waterbath에서 다시 2분간 반응시키고 얼음에서 반응을 중지시켰다. 그 후 acetonitril(ACN) 1200μl와 반응이 끝난 sample 600μl를 섞은 다음 -70℃에서 30분간 반응시켜 단백질을 침전시켰다. 단백질 침전이 끝난 sample은 다시 ice에서 녹인 후 3,000 g에서 30분간 원심분리한 다음 상층액만 0.2μm 필터로 거른 후 Waters 사의 UPLC로 측정하였다.5-10 ml of blood was collected from the heart of rats using Vacutainer (BD), and 6 ml of blood and 6 ml of stop solution (200 μM dipyridamole and 10 μM theophylline mixture) were reacted at room temperature for 30 minutes. Thereafter, the mixed solution of blood and stop solution was mixed with naringin (25, 50, 100, 200, 400, 800 μM) and 50 μl each, and reacted for 5 minutes in a 37 ° C. water bath. Naringin was dissolved in 2% ethanol at a concentration of 1 mg / ml and diluted again using 2% ethanol and used in the experiment. After that, using a refrigerated centrifuge maintained at 4 ℃ centrifuged for 10 minutes at a rate of 3,000g to recover only the supernatant as a plasma component. 300 μl of plasma and 300 μl of cordycepin (sigma) or Cordyceps diluent were mixed and centrifuged in a microcentrifuge. Then, the reaction was stopped for 2 minutes in a 37 ° C. waterbath and stopped on ice. Thereafter, 1200μl of acetonitril (ACN) and 600μl of the finished sample were mixed, followed by reaction at -70 ° C for 30 minutes to precipitate proteins. The protein precipitated sample was dissolved in ice again, centrifuged at 3,000 g for 30 minutes, and the supernatant was filtered with a 0.2 μm filter and measured by Waters UPLC.
1-1 : 실험동물1-1: Experimental Animal
상기 실시예에서 사용된 실험동물은 체중 250~300 g의 수컷 흰쥐(SD rat, 코아텍, korea)를 실온 25 ±2℃, 습도 50 ±10%, 낮과 밤의 주기가 각각 12시간씩 유지되는 환경에서 사료와 물은 자유롭게 섭취할 수 있도록 조절되는 환경에서 사육하였다.Experimental animals used in the above examples were maintained in male rats (SD rat, Kotech, Korea) weighing 250-300 g at room temperature of 25 ± 2 ° C,
1-2 : 시약 및 재료1-2: Reagents and Materials
상기 실시예에서 사용된 시약 및 재료는 아래와 같다.Reagents and materials used in the above examples are as follows.
가. 반응정지액(stop solution)end. Stop solution
Dipyridamole(sigma)은 40 mM의 농도가 되도록 Ethyl Alcohol(Duksan, GR grade)에 녹였다. Theophyline(sigma)은 2 mM의 농도가 되도록 0.9% NaCl 수용액에 녹였다. 그 후 Dipyridamole과 Therophyline이 각각 400 μM, 20 μM이 되도록 0.9% NaCl 수용액에 희석하였다. 이렇게 두 용액을 섞은 것을 반응정지액(stop solution)으로 사용하였다.Dipyridamole (sigma) was dissolved in Ethyl Alcohol (Duksan, GR grade) to a concentration of 40 mM. Theophyline (sigma) was dissolved in 0.9% NaCl aqueous solution to a concentration of 2 mM. Then, Dipyridamole and Therophyline were diluted in 0.9% aqueous NaCl solution to 400 μM and 20 μM, respectively. The mixture of the two solutions was used as a stop solution.
나. Naringin 용액I. Naringin solution
Naringin(sigma)은 1 mM의 농도가 되도록 0.9% NaCl 수용액에서 녹이고 70℃ water bath에서 30분간 중탕하여 녹였다. 용액의 온도가 내려가면 결정이 생기기 때문에 사용하기 전 70℃ water bath에서 중탕하여 다시 녹인 후 37℃까지 온도를 낮추며 희석하였다.Naringin (sigma) was dissolved in 0.9% NaCl aqueous solution to a concentration of 1 mM and dissolved in a water bath for 70 minutes in a 70 ℃ water bath. Because the crystals form when the temperature of the solution decreases, the mixture is dissolved by boiling in a 70 ℃ water bath before use, and then diluted by lowering the temperature to 37 ℃.
다. 표준품 Cordycepin 용액All. Standard Cordycepin Solution
표준품 Cordycepin(sigma사에서 구입한 코디세핀을 밀리타리스 동충하초 코디세핀과 구별하기 위하여 표준품 코디세핀으로 표시하였다)은 10 mg/ml가 되도록 1M NH4OH(sigma)에 녹여 stock을 만들고 필요에 따라 0.9% NaCl 수용액에 희석하여 사용하였다.The standard Cordycepin (coded cepin, purchased from sigma) was labeled with the standard cordycepin to distinguish it from Militaris cordyceps cordycepin), dissolved in 1M NH 4 OH (sigma) to make 10 mg / ml, and made stock as needed. Dilute to 0.9% NaCl aqueous solution and use.
라. 밀리타리스 동충하초 코디세핀 용액la. Militaris Cordyceps Cordycepin Solution
실험에 사용된 밀리타리스 동충하초 코디세핀 용액은 10 mg/ml의 농도가 되도록 증류수(DW)에 희석한 후 80℃의 waterbath에서 20분간 중탕한 후 30초간 vortexing하여 섞고 완전히 녹지 않은 것들은 0.4 μm필터(Millipore)를 이용해서 필터한 후 사용 하였다. cordyepin함량은 Waters의 UPLC장비를 이용하여 분석하였고 분석에 사용한 컬럼은 UPLC BEH column 18 컬럼을 사용하였다. 분석시 사용된 이동상은 0.5 mM acetic acid(Junsei)와 Acetonitrile(Duksan)을 사용하였다. UPLC 분석시 동충하초 추출물은 같은 방식으로 샘플을 제작하고 측정한 평균값을 밀리타리스 동충하초 추출물에 포함된 cordycepin양으로 계산하여 사용하였다.Millitaris Cordyceps sinensis cordycepin solution used in the experiment was diluted in distilled water (DW) to a concentration of 10 mg / ml, then bathed in a water bath at 80 ° C. for 20 minutes, mixed by vortexing for 30 seconds, and completely dissolved in 0.4 μm filter. It was used after filtering with (Millipore). Cordyepin content was analyzed using UPLC equipment from Waters, and UPLC BEH column 18 column was used for the analysis. The mobile phase used was 0.5 mM acetic acid (Junsei) and Acetonitrile (Duksan). In the UPLC analysis, Cordyceps sinensis extract was prepared in the same manner, and the average value measured was used as the amount of cordycepin included in the Militaris cordyceps extract.
마. 사이클로덱스트린hemp. Cyclodextrin
사이클로덱스트린은 α-사이클로덱스트린, β-사이클로덱스트린, γ-사이클로덱스트린, 하이드록시프로필-α-사이클로덱스트린, 하이드록시프로필-β-사이클로덱스트린, 하이드록시프로필-γ-사이클로덱스트린 중에서 선택되는 하나 이상인 것을 사용하였는데, 시그마사에서 구입하여 사용하였다.Cyclodextrin is at least one selected from α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, hydroxypropyl-α-cyclodextrin, hydroxypropyl-β-cyclodextrin, hydroxypropyl-γ-cyclodextrin It was used, purchased from Sigma.
실험예 1 : 코디세핀과 밀리타리스 동충하초 코디세핀의 검량선 측정Experimental Example 1: Calibration curve measurement of cordycepin and millitaris cordyceps sinensis cordycepin
혈중에서 코디세핀은 수초 ~ 수분 내에 분해되어 이노신으로 대사된다. 따라서 코디세핀의 정확한 농도측정이 필수적이므로 Waters사의 UPLC를 이용하여 표준품 코디세핀의 농도를 측정하였고, 이에 더하여 밀리타리스 동충하초 코디세핀의 농도를 측정하였다. 실험결과는 아래 표 1 및 도 1에서 보는 것처럼 25 ~ 200 μg/ml의 농도범위에서 0.999의 상관계수를 나타내는 것을 확인할 수 있었다.In the blood, cordycepin is broken down in seconds to minutes and metabolized to inosine. Therefore, since the accurate concentration measurement of cordycepin is essential, the concentration of standard cordycepin was measured using UPLC of Waters, and in addition, the concentration of millitaris cordyceps sinensis cordycepin was measured. Experimental results were confirmed to show a correlation coefficient of 0.999 in the concentration range of 25 ~ 200 μg / ml as shown in Table 1 and Figure 1 below.
실험예 2 : 코디세핀의 분해를 억제하는 나린진 농도 측정Experimental Example 2 Measurement of Naringin Concentration to Inhibit Decomposition of Cordycepin
코디세핀의 분해를 효과적으로 억제할 수 있는 나린진의 농도를 측정하기 위하여, 밀리타리스 동충하초 코디세핀의 농도가 50 μM일 때 나린진의 농도를 25 μM에서 800 μM까지 농도별로 처리한 후 잔류 코디세핀의 농도를 측정하였다.In order to measure the concentration of naringin that can effectively inhibit the breakdown of cordycepin, the concentration of naringin was treated from 25 μM to 800 μM when the concentration of millitaris cordyceps sinensis cordycepin was 50 μM. The concentration was measured.
표 2 및 도 2에 나타나 있는 것과 같이, 나린진의 농도가 밀리타리스 동충하초 코디세핀의 농도의 1배에 해당하는 50 μM 이하일 때는 코디세핀의 분해를 억제하지 못함으로써 무처리구와 비슷한 0.18 μg/ml 이하인 매우 낮은 농도로 측정되었다.As shown in Table 2 and FIG. 2, when the concentration of naringin is 50 μM or less, which is 1 times the concentration of millitaris cordyceps sinensis cordycepin, it is 0.18 μg / ml or less, which is similar to an untreated group, by not inhibiting the decomposition of cordycepin. It was measured at very low concentrations.
나린진의 농도가 밀리타리스 동충하초 코디세핀의 농도에 2배에 해당하는 100 μM 이후부터 코디세핀의 분해가 급격히 억제되기 시작함으로써 측정되는 잔류 코디세핀의 평균농도가 1.81 μg/ml 이상인 매우 높은 농도로 측정되었다.The concentration of residual cordycepin is measured at a very high concentration of 1.81 μg / ml or more, since the degradation of cordycepin is rapidly suppressed after 100 μM, the concentration of naringin is twice that of millitaris cordyceps cordycepin. Was measured.
즉, 나린진의 농도가 100 μM인 경우에는 나린진의 농도가 50 μM일 때의 잔류 코디세핀 농도인 0.18에 비하여 10배(1000%) 이상인 1.81 μg/ml로 급격히 증가되었다.That is, when the concentration of naringazine was 100 μM, the concentration increased rapidly to 1.81 μg / ml, which is 10 times (1000%) or more, compared to 0.18, which is the residual cordycepin concentration when the concentration of naringazine is 50 μM.
또한, 밀리타리스 동충하초 코디세핀 농도의 4배에 해당하는 200 μM이상부터는 코디세핀의 분해가 더욱 크게 억제되어 측정되는 잔류 코디세핀의 농도가 더욱 급격히 증가되는 것을 확인할 수 있었다.In addition, from 200 μM or more corresponding to four times the concentration of millitaris cordyceps cordycepin, the decomposition of cordycepin was further suppressed, and thus the concentration of residual cordycepin measured was increased more rapidly.
또한, 밀리타리스 동충하초 코디세핀 농도의 8배에 해당하는 400 μM이상부터는 코디세핀의 분해가 더욱 더 크게 억제되어 측정되는 잔류 코디세핀의 농도가 더욱 더 급격히 증가되는 것을 확인할 수 있었다.In addition, from 400 μM or more corresponding to 8 times the concentration of millitaris cordyceps cordycepin, the decomposition of cordycepin was further suppressed, and thus the concentration of residual cordycepin measured was increased more rapidly.
한편, 표준품 코디세핀의 경우에도 나린진의 농도별 분해억제에 있어서 밀리타리스 동충하초 코디세핀과 동일한 경향을 보였으나, 분해가 억제되는 정도는 다소 떨어짐으써 잔류 코디세핀의 농도는 다소 낮아지는 결과를 나타냈다.On the other hand, the standard cordycepin showed the same tendency as that of Militaris cordyceps, but the inhibition of degradation was slightly lowered, so that the concentration of residual cordycepin was slightly lowered. .
Claims (6)
b) 나린진;
을 포함하는 코디세핀 분해억제용 조성물로서,
a) 코디세핀 또는 밀리타리스 동충하초 코디세핀 : b) 나린진의 비율이 1 : 2 내지 16인 코디세핀 분해억제용 조성물에 있어서,
사이클로덱스트린을 더욱 포함하는 것을 특징으로 하는 코디세핀 분해억제용 조성물.
a) cordycepin or millitaris cordyceps cordycepin; And
b) naringin;
As a composition for inhibiting decomposition of cordycepin comprising:
a) cordycepin or millitaris cordyceps cordycepin: b) a composition for inhibiting cordycepin degradation, wherein the ratio of naringin is 1: 2 to 16,
A composition for inhibiting cordycepin degradation, further comprising cyclodextrin.
The composition for inhibiting cordycepin degradation according to claim 1, wherein the ratio of a) cordycepin or millitaris cordyceps cordycepin: b) naringin is 1: 4 to 16.
The method of claim 2, wherein a) cordycepin or millitaris cordyceps cordycepin: b) nasal gin ratio of 1: 8 to 16, the composition for inhibiting cordycepin degradation.
The method of claim 1, wherein the cyclodextrin is α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, hydroxypropyl-α-cyclodextrin, hydroxypropyl-β-cyclodextrin, hydroxypropyl-γ-cyclo Cordycepin degradation inhibitory composition, characterized in that at least one selected from dextrin.
Functional food composition comprising a composition for inhibiting cordycepin degradation of any one of claims 1 to 4.
Functional beverage composition comprising a composition for inhibiting cordycepin degradation of any one of claims 1 to 4.
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