KR20030080296A - Composition containing saponin fraction and derivatives isolated from ginseng radix for preventing and treating allergy-mediated disease - Google Patents
Composition containing saponin fraction and derivatives isolated from ginseng radix for preventing and treating allergy-mediated disease Download PDFInfo
- Publication number
- KR20030080296A KR20030080296A KR1020020018854A KR20020018854A KR20030080296A KR 20030080296 A KR20030080296 A KR 20030080296A KR 1020020018854 A KR1020020018854 A KR 1020020018854A KR 20020018854 A KR20020018854 A KR 20020018854A KR 20030080296 A KR20030080296 A KR 20030080296A
- Authority
- KR
- South Korea
- Prior art keywords
- saponin
- ginsenoside
- ginseng
- ginsenosides
- saponin fraction
- Prior art date
Links
- 229930182490 saponin Natural products 0.000 title claims abstract description 75
- 150000007949 saponins Chemical class 0.000 title claims abstract description 74
- 239000001397 quillaja saponaria molina bark Substances 0.000 title claims abstract description 72
- 235000003140 Panax quinquefolius Nutrition 0.000 title claims abstract description 71
- 235000008434 ginseng Nutrition 0.000 title claims abstract description 71
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 title claims abstract description 69
- 239000000203 mixture Substances 0.000 title claims abstract description 40
- 208000026935 allergic disease Diseases 0.000 title claims abstract description 25
- 241000208340 Araliaceae Species 0.000 title claims abstract 11
- 201000010099 disease Diseases 0.000 title abstract description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title abstract description 13
- 206010020751 Hypersensitivity Diseases 0.000 title abstract description 12
- 230000007815 allergy Effects 0.000 title abstract description 11
- 230000001404 mediated effect Effects 0.000 title description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000011282 treatment Methods 0.000 claims abstract description 24
- CKUVNOCSBYYHIS-UHFFFAOYSA-N (20R)-ginsenoside Rg3 Natural products CC(C)=CCCC(C)(O)C1CCC(C2(CCC3C4(C)C)C)(C)C1C(O)CC2C3(C)CCC4OC1OC(CO)C(O)C(O)C1O CKUVNOCSBYYHIS-UHFFFAOYSA-N 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 14
- FHICGHSMIPIAPL-HDYAAECPSA-N [2-[3-[6-[3-[(5R,6aS,6bR,12aR)-10-[6-[2-[2-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]ethoxy]ethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbonyl]peroxypropyl]-5-[[5-[8-[3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]octoxy]-3,4-dihydroxy-6-methyloxan-2-yl]methoxy]-3,4-dihydroxyoxan-2-yl]propoxymethyl]-5-hydroxy-3-[(6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-6-methyloxan-4-yl] (2E,6S)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoate Chemical compound C=C[C@@](C)(O)CCC=C(C)C(=O)OC1C(OC(=O)C(\CO)=C\CC[C@](C)(O)C=C)C(O)C(C)OC1COCCCC1C(O)C(O)C(OCC2C(C(O)C(OCCCCCCCCC3C(C(OC4C(C(O)C(O)CO4)O)C(O)CO3)O)C(C)O2)O)C(CCCOOC(=O)C23C(CC(C)(C)CC2)C=2[C@@]([C@]4(C)CCC5C(C)(C)C(OC6C(C(O)C(O)C(CCOCCC7C(C(O)C(O)CO7)OC7C(C(O)C(O)CO7)O)O6)O)CC[C@]5(C)C4CC=2)(C)C[C@H]3O)O1 FHICGHSMIPIAPL-HDYAAECPSA-N 0.000 claims abstract description 14
- 239000004310 lactic acid Substances 0.000 claims abstract description 13
- 235000014655 lactic acid Nutrition 0.000 claims abstract description 13
- CKUVNOCSBYYHIS-IRFFNABBSA-N (20S)-ginsenoside Rh2 Chemical compound O([C@H]1CC[C@]2(C)[C@H]3C[C@@H](O)[C@H]4[C@@]([C@@]3(CC[C@H]2C1(C)C)C)(C)CC[C@@H]4[C@@](C)(O)CCC=C(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CKUVNOCSBYYHIS-IRFFNABBSA-N 0.000 claims abstract description 9
- CKUVNOCSBYYHIS-LGYUXIIVSA-N 20(R)-Ginsenoside Rh2 Natural products O([C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@H]1C(C)(C)[C@H]2[C@@](C)([C@H]3[C@](C)([C@@]4(C)[C@H]([C@H](O)C3)[C@@H]([C@](O)(CC/C=C(\C)/C)C)CC4)CC2)CC1 CKUVNOCSBYYHIS-LGYUXIIVSA-N 0.000 claims abstract description 9
- 239000000126 substance Substances 0.000 claims abstract description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000000725 suspension Substances 0.000 claims abstract description 7
- CKUVNOCSBYYHIS-SUEBGMEDSA-N (2r,3r,4s,5s,6r)-2-[[(3s,5r,8r,9r,10r,12r,13r,14r,17s)-12-hydroxy-17-[(2r)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound O([C@H]1CC[C@]2(C)[C@H]3C[C@@H](O)[C@H]4[C@@]([C@@]3(CC[C@H]2C1(C)C)C)(C)CC[C@@H]4[C@](C)(O)CCC=C(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CKUVNOCSBYYHIS-SUEBGMEDSA-N 0.000 claims abstract description 5
- 238000010306 acid treatment Methods 0.000 claims abstract description 5
- 239000012046 mixed solvent Substances 0.000 claims abstract description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims abstract description 3
- 241000894006 Bacteria Species 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 229930182494 ginsenoside Natural products 0.000 claims description 11
- RAQNTCRNSXYLAH-RFCGZQMISA-N (20S)-ginsenoside Rh1 Chemical group O([C@@H]1[C@H]2C(C)(C)[C@@H](O)CC[C@]2(C)[C@H]2C[C@@H](O)[C@H]3[C@@]([C@@]2(C1)C)(C)CC[C@@H]3[C@@](C)(O)CCC=C(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RAQNTCRNSXYLAH-RFCGZQMISA-N 0.000 claims description 10
- RAQNTCRNSXYLAH-UHFFFAOYSA-N Ginsenoside Rh1 Natural products CC(C)=CCCC(C)(O)C1CCC(C2(C3)C)(C)C1C(O)CC2C1(C)CCC(O)C(C)(C)C1C3OC1OC(CO)C(O)C(O)C1O RAQNTCRNSXYLAH-UHFFFAOYSA-N 0.000 claims description 10
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- 239000002994 raw material Substances 0.000 claims description 8
- 239000000843 powder Substances 0.000 claims description 7
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- 238000000605 extraction Methods 0.000 claims description 6
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- 239000002775 capsule Substances 0.000 claims description 5
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- BGHNZAWRRWLKPO-UHFFFAOYSA-N Ginsenoside F1 Natural products CC(=C)CCCC(C)(OC1OC(CO)C(O)C(O)C1O)C2CCC3(C)C2C(O)CC4C5(C)CCC(O)C(C)(C)C5C(O)CC34C BGHNZAWRRWLKPO-UHFFFAOYSA-N 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- XNGXWSFSJIQMNC-FIYORUNESA-N ginsenoside F1 Chemical compound O([C@@](C)(CCC=C(C)C)[C@@H]1[C@@H]2[C@@]([C@@]3(C[C@H](O)[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3C[C@H]2O)C)(C)CC1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O XNGXWSFSJIQMNC-FIYORUNESA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- 238000002791 soaking Methods 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims description 2
- 238000002137 ultrasound extraction Methods 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
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- 239000003814 drug Substances 0.000 abstract description 12
- RWXIFXNRCLMQCD-JBVRGBGGSA-N (20S)-ginsenoside Rg3 Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1CC[C@]2(C)[C@H]3C[C@@H](O)[C@H]4[C@@]([C@@]3(CC[C@H]2C1(C)C)C)(C)CC[C@@H]4[C@@](C)(O)CCC=C(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RWXIFXNRCLMQCD-JBVRGBGGSA-N 0.000 abstract description 8
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- RWXIFXNRCLMQCD-CZIWJLDFSA-N (20R)-ginsenoside Rg3 Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1CC[C@]2(C)[C@H]3C[C@@H](O)[C@H]4[C@@]([C@@]3(CC[C@H]2C1(C)C)C)(C)CC[C@@H]4[C@](C)(O)CCC=C(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RWXIFXNRCLMQCD-CZIWJLDFSA-N 0.000 abstract description 2
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- 229940124597 therapeutic agent Drugs 0.000 abstract description 2
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Abstract
Description
본 발명은 항알러지 효능이 탁월한 인삼 사포닌 유도체를 함유한 조성물에 관한 것이다.The present invention relates to a composition containing ginseng saponin derivative having excellent anti-allergic efficacy.
사회가 복잡해지고 산업과 문명의 발달로 인하여 자연환경오염의 증가, 식생활의 변화, 스트레스의 가중 등으로 인해 알러지성 질환이 매년 증가하고 있다. 1980년에 아토피성 피부염을 비롯한 알러지 관련 질환 환자는 1% 미만이었으나, 2000년대에는 5% 이상으로 급증하고 있으며, 잠재적인 환자까지 포함하면 10%가 넘는 것으로 생각되고 있다. 알러지란 이물질(항원, allergen)에 대한 특이하고 변형된 반응을 나타내는 생화학적 현상이며, 이 때 방출된 물질이 증상을 일으키게 되면 알레르기 유발 이물질을 알러젠(allergen)이라 하며, 그 결과 발생한 질환을 알레르기 질환이라 한다. 알레르기의 발생 원인은 항원 항체 반응의 결과로 나타나는 생체의 병적 과정이며, 일반적으로 반응을 일으키는데 필요한 시간 및 보체 관여(Complement-mediated) 유형에 따라 1 내지 4형으로 분류되고 있다. 기관지 천식, 알레르기성 비염, 화분증 및 아토피성 피부염 등을 일으키는 즉시형 과민 반응(anaphylaxis)은 제1형 반응이다. 이 즉시형 과민 반응 및 알레르기 반응은 비만 세포 등에서 일어나는 다양한 변화에 기인한다. 비만 세포는 탈과립을 유도하는 세포의 활성화는 Fc 수용체에 대한 항원, 항-이뮤노글로불린 E(anti-IgE), 렉틴(Lectin) 등의 결합, 아나필락톡신(anaphylatoxin) 등의 자극, 칼슘 아이오노포오(Ionopore), 화합물 K48/80(compound K 48/80), 코데인(codeine) 등 합성 피질 자극호르몬과 같은 약물에 의하여 야기된다.(Tasaka et al., Ann. Allergy56, 464, 1986; Chand et al, Eur. J. Pharmacol.,96, 227, 1983; Takei et al., J. Pharm. Sci.,84, 223, 1995; Ohmori et al., Biol. Pharm. Bull.,18, 683 , 1995)Due to the complexity of society and the development of industry and civilization, allergic diseases are increasing every year due to the increase of pollution in the natural environment, changes in diet and weight of stress. In 1980, less than 1% of allergic related patients, including atopic dermatitis, increased to more than 5% in the 2000s and more than 10% of potential patients. Allergy is a biochemical phenomenon that shows a specific and modified reaction to foreign substances (antigens, allergens), and when the released substances cause symptoms, allergens are called allergens. This is called. The cause of allergy is a pathological process of the living body that results from an antigenic antibody response, and is generally classified as type 1 to 4 according to the time required to cause the response and the type of complement-mediated. Immediate anaphylaxis, which causes bronchial asthma, allergic rhinitis, hay fever and atopic dermatitis, is a type 1 reaction. This immediate hypersensitivity and allergic reaction is due to various changes that occur in mast cells and the like. Mast cells are degranulation-induced activation of the antigen, binding of the antigen to the Fc receptor, anti-immunoglobulin E (anti-IgE), lectin (Lectin), stimulation of anaphylatoxin, calcium ionopo Caused by drugs such as synthetic cortical stimulating hormones such as Ionopore, compound K48 / 80, codeine, etc. (Tasaka et al., Ann.Allergy 56 , 464, 1986; Chand et al, Eur. J. Pharmacol., 96 , 227, 1983; Takei et al., J. Pharm. Sci., 84 , 223, 1995; Ohmori et al., Biol. Pharm. Bull., 18 , 683, 1995)
최근에 알레르기성 질환의 증가로 인하여 다양한 연구들이 진행되고 있고, 급진적인 면역학의 발전으로 알레르기성 질환의 구명 및 치료에 많은 진전이 있어 왔으나, 아직까지 알레르기성 질환을 충분하게 치료할 수 있는 약물의 개발은 이루어져 있지 않고 있으며, 기존 알레르기 질환 치료제는 현기증, 신경과민증, 졸림 및 피로현상과 같은 부작용을 내포하고 있어 부작용이 적으면서도 작용효과가 탁월한 알레르기 질환 치료제 개발이 필요하다.Recently, various studies have been conducted due to the increase of allergic diseases, and the development of radical immunology has made a lot of progress in the lifesaving and treatment of allergic diseases, but the development of drugs that can cure allergic diseases sufficiently. Existing allergic disease treatments include side effects such as dizziness, neurosensitivity, drowsiness and fatigue, so it is necessary to develop an allergic disease treatment agent that has excellent side effects while having fewer side effects.
인삼은 식물 분류학상 오가피과 인삼속에 속하는 다년생 숙근초로서 지구상에 약 11종이 알려져 있으며, 대표적인 종으로 (1) 고려 인삼(Panax ginsengC.A.Meyer)은 아시아 극동 지역(북위 33 ~ 48°: 한국, 북만주, 러시아 일부)에 자생하고 약효가 매우 우수하며, (2) 미국인삼(Panax quinquefoliumL.)은 미국, 캐나다에 자생 및 재배하며, (3) 전칠삼(Panax notoginsengF.H. Chen)은 중국 운남성 동남부로부터 광서성 서남부 지역에서 야생 또는 재배하며, (4) 죽절 인삼(Panax japonicusC.A. Meyer)은 일본, 중국 서남부, 네팔에 이르기까지 분포하는 것으로 알려져 있다Panax ginseng CAMeyer is a perennial root of perennial root, which belongs to the genus Ogapiaceae ginseng according to the taxonomy of plants. (1) Panax ginseng CAMeyer is a plant in the Far East of Asia (33-48 ° north: Korea, North Manchuria, It is native to parts of Russia and has very good efficacy. (2) American Ginseng ( Panax quinquefolium L.) grows and grows in the United States and Canada, and (3) Panax notoginseng FH Chen is located in the southwestern part of Guangxi province in southeastern Yunnan Province, China. Wild or cultivated in the region, and (4) Panax japonicus C.A.Meyer is known to be distributed in Japan, southwest China, and Nepal.
인삼은 신농본초경에 상품으로 수재되어 있을 뿐만 아니라 예로부터 귀중한 보약으로 사용되어오고 있다. 지금까지 많은 약리 실험을 통해 인삼은 스트레스에 대한 생체의 비특이적 저항성을 강화시키고 항산성 작용을 갖고 있음이 밝혀졌다. 그 외에 고혈압의 개선, 인슐린 작용증강, 알록산(alloxan) 당뇨 마우스에서의 혈당강하효과, 흰쥐의 간 RNA 합성, 단백질 합성, 당 및 지질대사 촉진효과, 항암효과 등이 있음이 밝혀졌다.Ginseng is not only stored as a commodity in new agricultural plants, but has been used as a valuable medicine since ancient times. Many pharmacological experiments to date have revealed that ginseng strengthens the nonspecific resistance of the body to stress and has an acidic action. In addition, hypertension, insulin action enhancement, hypoglycemic effect in alloxan diabetic mice, liver RNA synthesis, protein synthesis, sugar and lipid metabolism promoting effect, and anticancer effect was found.
상기 인삼은 주로 한국, 중국, 일본 등의 아시아 국가에서 생약의 형태로 정신 의학적 질병, 신경계의 질병 및 당뇨병 등 여러 가지 질병에 대해 사용되어 왔으며, 상기 인삼의 주요 성분인 사포닌은 강장, 강정, 진정, 조혈 및 항고혈압 등에 효과를 보이는 것으로 알려져 있다.(和漢藥百科圖鑑, 1권 1-8쪽, 남바쯔네히끼, 호이꾸사,1980년)The ginseng has been used for various diseases such as psychiatric diseases, nervous system diseases and diabetes in the form of herbal medicine mainly in Asian countries such as Korea, China and Japan, and saponins, the main components of the ginseng, are tonic, gangjeong, soothing It is known to have effects on hematopoiesis and antihypertension. (和 漢 藥 百科 圖鑑, Vol. 1, pp. 1-8, Nambatsune-Hiki, Hoi-Kusa, 1980)
인삼은 재배하여 채취한 상태 그대로의 수삼을 상온에서 건조시킨 백삼 또는 수삼을 98∼100℃에서 가열 처리하여 제조되는 홍삼, 또는 120∼180℃에서 가열 처리하여 제조되는 선삼의 형태로 사용되고 있다.Ginseng is used in the form of red ginseng, which is produced by heat-treating white ginseng or ginseng dried at room temperature, or ginseng prepared by heating at 120 to 180 ° C.
인삼의 뿌리에는 약 5.22%의 인삼 사포닌이 함유되어 있는데, 이 인산 사포닌은 13종 이상의 사포닌 혼합물이며, 그 중에는 진세노시드 Rb1, Rc, 및 Rg1의 함유량이 비교적 높은 편이다.(정보섭, 신민교저, 도해향약대사전, 영림사, p439-443 1998)The root of ginseng contains about 5.22% of ginseng saponin, which is a mixture of 13 or more types of saponins, among which the content of ginsenosides Rb1, Rc, and Rg1 is relatively high. Doha Hyangje Dictionary, Yeonglimsa, p439-443 1998)
건강인의 장내 세균은 입으로부터 직장에 이르기까지 약 300여종이 존재하고 있으며, 이중 98% 이상이 혐기성 세균이며, 예를 들어 박테리오이데스(Bacterioides), 유박테리움(Eubacterium), 펩토코카세아에(Peptococcaceae), 비피도박테리움(Bifidobacterium) 등이 있다. 이러한 장내 세균은 음식물이나 약물 중에 함유된 화합물들을 생물학적으로 전환시키며 이 때 생성된 전환체들은 원화합물들에 비하여 생리활성이 높은 경우가 상당수이다. 그러한 예로 대표적인 것이 인삼 중의 주성분인 진세노시드 Rb1, Rb2, Rc 등의 사포닌들이다. 이중 진세노시드 Rb1, Rb2 및 Rc는 사람의 장내 세균총에 의하여 진세노시드 Rd를 경유하여 주로 화합물 K로 대사된다. 이 대사과정을 촉매하는 균주로 알려진 것은 프로보텔라 오리스(Provotella oris) 및 푸소박테리움 K-60 균주이다. 한편 이러한 인삼 사포닌을 약산으로 처리하면 진세노시드 Rg3로 전환되며 이 화합물은 푸소박테리움 K-60 균주 등의 장내 세균에 의하여 진세노시드 Rh2로 전환된다. 이 경우에 생성된 화합물 K 및 진세노시드 Rg3는 암세포에 대한 세포독성이나 암세포의 암전이를 억제하는 것으로 알려져 있다.(Mochizuki, M.et al.,Biol. Pharm. Bull.,18,pp1197-1202, 1995; Wakabayashi, C., H. et al.,Oncol. Res.,9,pp411-417, 1998)There are about 300 kinds of enterobacteria of healthy people from the mouth to the rectum, and more than 98% of them are anaerobic bacteria, for example, Bacterioides, Eubacterium, Peptokocacea ( Peptococcaceae) and Bifidobacterium. These intestinal bacteria biologically convert the compounds contained in food or drugs, and the resulting transformants are often more physiologically active than the original compounds. One such example is saponins such as ginsenosides Rb1, Rb2, and Rc, which are main components in ginseng. Dual ginsenosides Rb1, Rb2 and Rc are metabolized mainly to compound K via ginsenoside Rd by the human intestinal flora. Known strains catalyzing this metabolic process are the Provotella oris and Fusobacterium K-60 strains. Meanwhile, when ginseng saponin is treated with a weak acid, it is converted to ginsenoside Rg3, and the compound is converted to ginsenoside Rh2 by intestinal bacteria such as Fusobacterium K-60 strain. Compound K and ginsenoside Rg3 produced in this case are known to inhibit cytotoxicity against cancer cells or cancer metastasis of cancer cells (Mochizuki, M. et al., Biol. Pharm. Bull ., 18, pp 1197- 1202, 1995; Wakabayashi, C., H. et al. , Oncol.Res . , 9, pp 411-417, 1998)
그러나 상기 종래 기술에서는 본 발명의 사포닌 유도체를 함유한 조성물의 알러지 관련 질환 예방 및 치료제로서의 용도에 대해서는 전혀 개시되어 있지 않다.However, the prior art does not disclose any use of the composition containing the saponin derivative of the present invention as an agent for preventing and treating allergy-related diseases.
본 발명자는 인삼을 유산균 및 장내세균으로 처리함으로서 생성되는 인삼 사포닌 분획으로부터 분리된 여러 종의 사포닌 유도체 화합물들이 알러지 관련 질환에 치료효과가 탁월함을 발견하고 본 발명을 완성하였다.The present inventors have found that various kinds of saponin derivative compounds isolated from the ginseng saponin fraction produced by treating ginseng with lactic acid bacteria and enterobacteriaceae have an excellent therapeutic effect on allergic diseases and completed the present invention.
본 발명의 목적은 알러지 관련 질환 치료에 효과적인 인삼 사포닌 분획물 및 사포닌 유도체를 함유한 조성물을 제공하는 것이다.It is an object of the present invention to provide a composition containing ginseng saponin fractions and saponin derivatives effective for treating allergic related diseases.
상기 목적에 따라, 본 발명은 인삼 추출물로부터 분리된 사포닌 분획물 및 이로부터 분리된 사포닌 유도체를 함유한 알러지 질환 예방 및 치료용 조성물을 제공한다.In accordance with the above object, the present invention provides a composition for the prevention and treatment of allergic diseases containing saponin fractions isolated from ginseng extract and saponin derivatives isolated therefrom.
본 발명의 알러지 관련질환의 예방 및 치료를 위한 조성물은, 상기 인삼 분획물 또는 유도체를 조성물 총 중량에 대하여 0.02 ~ 90 중량%로 포함한다.The composition for the prevention and treatment of allergic related diseases of the present invention comprises the ginseng fraction or derivative in an amount of 0.02 to 90% by weight based on the total weight of the composition.
본 발명의 사포닌 분획물 및 사포닌 유도체는 통상의 당업계의 분리 방법을 수행함으로써 분리할 수 있는데,The saponin fraction and saponin derivative of the present invention can be separated by performing a conventional method of separation in the art,
구체적으로 그 분리공정을 살펴보면,Looking specifically at the separation process,
(1) 사포닌 분획의 획득 공정(1) Acquisition process of saponin fraction
먼저 건조상태의 인삼 원재료에 약 1 내지 10배, 바람직하게는 약 5 내지 8배의 물, 저급알콜 또는 이들의 약 1:0.1 내지 1:10, 바람직하게는 1:1 내지 1:3의 혼합비를 갖는 혼합용매로 20 내지 100℃, 바람직하게는 70 내지 80℃ 추출온도에서 약 1시간 내지 2일, 바람직하게는 약 2시간 내지 1일 정도에서 초음파 추출, 환류추출, 냉침 등의 추출공정을 수행한 후에 이를 물에 녹여 현탁한 후, 이 현탁액의 약 1 내지 5배 부피의 부탄올, 프로판올, 아세톤 용매, 바람직하게는 부탄올 용매를 가하여 사포닌이 다량 함유된 사포닌 분획을 얻는 공정.First, about 1 to 10 times, preferably about 5 to 8 times, water or lower alcohol or a mixture of about 1: 0.1 to 1:10, preferably 1: 1 to 1: 3 of the dried ginseng raw material. With a mixed solvent having an extraction process such as ultrasonic extraction, reflux extraction, cold soaking at about 20 to 100 ℃, preferably 70 to 80 ℃ extraction temperature at about 1 hour to 2 days, preferably about 2 hours to 1 day After performing this, it is suspended by dissolving it in water, and then adding about 1-5 times the volume of butanol, propanol, acetone solvent, preferably butanol solvent of the suspension to obtain a saponin fraction containing a large amount of saponin.
(2) 사포닌 분획의 특수 처리 공정(2) Special Treatment Process of Saponin Fraction
상기 단계에서 얻은 사포닌 분획의 중량/부피의 0.01 내지 50%, 바람직하게는 0.1 내지 10%의 산성분, 바람직하게는 초산, 구연산, 유산 또는 산미를 갖는 식품(예: 오미자 등)을 가하여 20 내지 80℃, 바람직하게는 40 내지 70℃의 배양온도에서, 1시간 내지 2일간, 바람직하게는 3시간 내지 12시간 배양한 후, 이 배양물을 정제분리하기 위하여 후속적으로 이 배양물에 유기용매, 바람직하게는 부탄올, 메탄올, 에테르, 에틸아세테이트로부터 선택된 유기용매를 가하여 추출하는 용매 추출법을 통하여 추출하고 이 추출액을 염기로 중화시켜 화학적 산처리된 인삼 사포닌 분획을 제조하고 후속적으로 유산균 또는 장내 세균을 가하여 12시간 내지 4일, 바람직하게는 24시간 내지 3일 동안, 20 내지 50℃, 바람직하게는 25 내지 40℃의 배양온도에서 배양하여 생물학적인 균주처리된 인삼 사포닌 분획을 얻는다.0.01 to 50% of the weight / volume of the saponin fraction obtained in the above step, preferably 0.1 to 10% of the acid, preferably acetic acid, citric acid, lactic acid or acidic foods (e.g. Schisandra chinensis, etc.) are added to After culturing at an incubation temperature of 80 ° C., preferably 40 to 70 ° C. for 1 hour to 2 days, preferably 3 to 12 hours, the organic solvent is subsequently added to the culture to purify and separate the culture. Preferably, the solvent is extracted by adding an organic solvent selected from butanol, methanol, ether, and ethyl acetate. The extract is neutralized with a base to prepare a chemical acid-treated ginseng saponin fraction, followed by lactic acid bacteria or enteric bacteria. Added to the cultures for 12 hours to 4 days, preferably 24 hours to 3 days, at a culture temperature of 20 to 50 ° C., preferably 25 to 40 ° C. Main processing to obtain the saponin fractions.
이 과정을 통하여 원재료에 함유된 화합물인 진세노시드-Rb1, 진세노시드-Rb2, 진세노시드-Rc 등이 산에 의해 1차 중간 대사산물인 진세노시드-Rg3를 생성하고 유산균 또는 장내 세균을 통하여 생물 전환되어 최종 대사산물인 진세노시드 Rh2로 전환된다.Through this process, compounds ginsenoside-Rb1, ginsenoside-Rb2, and ginsenoside-Rc, which are contained in the raw materials, produce the first intermediate metabolite ginsenoside-Rg3 by lactic acid or enteric bacteria. It is bioconverted to convert the final metabolite, ginsenoside Rh2.
상기한 인삼 원재료는 인삼 및 인삼 가공품 및 부산물 등을 포함하며, 바람직하게는 수삼, 홍삼, 백삼, 미삼, 인삼잎, 인삼 엑기스 및 분말 형태의 인삼을 포함한다.The ginseng raw materials include ginseng and processed ginseng products and by-products, and preferably include ginseng, red ginseng, white ginseng, rice ginseng, ginseng leaves, ginseng extract and powdered ginseng.
상기 산처리의 인삼 배양에 사용될 수 있는 유산균으로는 인삼 사포닌을 대사시켜 생물전환체인 진세노시드 Rh2을 생성시킬 수 있는 것이면 어느 것이나 가능하며, 바람직하게는 비피도박테리움(Bifidobacterium)속 유산균, 좀더 바람직하게는 비피도박테리움 K-103(경희대 약대 김동현 교수실,Arch. Pharm. Res.,21, pp54-61, 1988 참조), 비피도박테리움 K-506 (경희대 약대 김동현 교수실,Arch. Pharm. Res.,21, pp54-61, 1988 참조), 비피도박테리움 K-513(경희대 약대 김동현 교수실,Arch. Pharm. Res.,21, pp54-61, 1988 참조), 비피도박테리움 K-525(경희대 약대 김동현 교수실,Arch. Pharm. Res.,21, pp54-61, 1988 참조), 비피도박테리움 KK-1 (기탁번호: KCCM 10364), 비피도테리움 KK-2 (기탁번호: KCCM 10365) 유산균 중에서 선택된 하나 또는 이들의 혼합 균주를 사용할 수 있다.The lactic acid bacteria that can be used for the acid treatment of ginseng may be any one that can metabolize ginseng saponin to produce ginsenoside Rh2, preferably, Bifidobacterium lactic acid bacteria, more Preferably, Bifidobacterium K-103 (Professor Kim Dong-Hyun, Kyung Hee University, Arch. Pharm. Res. , 21 , pp54-61, 1988), Bifidobacterium K-506 (Professor Kim Dong-Hyun, Kyung Hee University, Arch. Pharm. Res. , 21 , pp54-61, 1988), Bifidobacterium K-513 (Refer to Professor Kim Dong-hyun, Kyung Hee University, Arch. Pharm.Res . , 21 , pp54-61, 1988), Bifidobacterium K-525 (See Professor Dong-Hyun Kim, Kyung Hee University, Arch. Pharm. Res. , 21 , pp54-61, 1988), Bifidobacterium KK-1 (Accession No .: KCCM 10364), Bifidoterium KK-2 (Accession No .: KCCM 10365) one or a mixed strain thereof selected from lactic acid bacteria can be used.
상기 배양에 사용될 수 있는 장내 세균도 역시 인삼 사포닌을 대사시켜 생물 전환체인 진세노시드 Rh2을 생성시킬 수 있는 것이면 어느 것이나 가능하며, 바람직하게는 박테리오이데스(Bacterioides)속, 푸소박테리움(Fusobacterium)속, 유박테리움(Eubacterium)속 장내 세균, 좀더 바람직하게는 박테리오이데스 JY-6, 박테리오이데스 HJ-15 (경희대 약대 김동현 교수실,Biol. Pharm. Bull.,23, pp1481-1485, 2000 참조), 푸소박테리움 K-60(경희대 약대 김동현 교수실,Biol. Pharm. Bull.,23, pp1481-1485, 2000), 유박테리움 L-8(경희대 약대 김동현 교수실,Biol. Pharm. Bull.,23, pp1481-1485, 2000 참조)이 가능하다.Intestinal bacteria that can be used in the culture can also be any one that can also metabolize ginseng saponin to produce ginsenoside Rh2, preferably Bacterioides genus, Fusobacterium Genus, Eubacterium genus enteric bacteria, more preferably bacterioides JY-6, bacterioides HJ-15 (Kim, Kyung Hee University College of Medicine, Biol. Pharm. Bull. , 23 , pp1481-1485, 2000), Pusobacterium K-60 (Professor, Dong-Hyun Kim, Kyung Hee University, Biol. Pharm. Bull. , 23 , pp1481-1485, 2000), Yoobacterium L-8 (Professor, Dong-Hyun Kim, Kyung Hee University, Biol. Pharm. Bull. , 23 , pp1481-1485, 2000).
(3) 사포닌 유도체 분리공정(3) Saponin derivative separation process
상기 (1) 단계 또는 (2) 단계에서 얻어진 사포닌 분획을 실리카겔 컬럼 크로마토그래피법을 수행하여 분리된 형태의 여러 종의 사포닌 유도체들을 분리한다.The saponin fraction obtained in step (1) or (2) is subjected to silica gel column chromatography to separate various kinds of saponin derivatives in separated form.
또한 본 발명은 상기한 제조공정으로 특수 가공 처리된 인삼 추출물을 함유하는 시중에서 가공 가능한 모든 관련 인삼 제품을 제공한다.In another aspect, the present invention provides all related ginseng products that can be processed in the market containing the ginseng extract specially processed by the above-described manufacturing process.
상기 가공 가능한 관련 인삼 제품에는 인삼 건조 분말, 엑기스제, 앰플제제, 차류, 정제 등을 포함한다.Such processable related ginseng products include ginseng dry powder, extract, ampoule, tea, tablets and the like.
본 발명의 미가공되거나 특수 처리된 인삼 사포닌 분획 및 이로부터 분리된 인삼 사포닌 유도체들은 RBL-2H3 세포를 이용한 래트 비만 세포(Rat Mast Cell)에서의 항알러지 효과 실험에서 종래 항알러지 시판 약물과 동등 내지 보다 탁월한 알레르기 억제효과를 나타내었다.Raw or specially treated ginseng saponin fraction and ginseng saponin derivatives isolated therefrom are equivalent to or better than conventional antiallergic drugs in anti-allergic effect experiments in rat mast cells using RBL-2H3 cells. Excellent allergic inhibitory effect.
이에 따라, 본 발명은 사포닌 분획 및 이로부터 분리된 여러 종의 사포닌 유도체들을 포함하는 알레르기 관련 질환의 예방 및 치료용 약학조성물을 제공한다.Accordingly, the present invention provides a pharmaceutical composition for the prevention and treatment of allergic diseases including saponin fraction and various kinds of saponin derivatives isolated therefrom.
구체적으로 상기 알러지 관련 질환에는 비염, 피부염, 천식, 자가면역결핍증 등과 같은 질환들을 포함한다.Specifically, the allergy-related diseases include diseases such as rhinitis, dermatitis, asthma and autoimmune deficiency.
본 발명의 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들을 포함하는 조성물은 통상의 방법에 따른 적절한 담체, 부형제 및 희석제를 더 포함할 수 있다.The composition comprising the ginseng saponin fraction of the present invention and saponin derivatives isolated therefrom may further comprise suitable carriers, excipients and diluents according to conventional methods.
본 발명의 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들을 포함하는 조성물에 포함될 수 있는 담체, 부형제 및 희석제로는, 락토즈, 덱스트로즈, 수크로스, 솔비톨, 만니톨, 자일리톨, 에리스리톨, 말티톨, 전분, 아카시아 고무, 알지네이트, 젤라틴, 칼슘 포스페이트, 칼슘 실리케이트, 셀룰로즈, 메틸 셀룰로즈, 미정질 셀룰로스, 폴리비닐 피롤리돈, 물, 메틸히드록시벤조에이트, 프로필히드록시벤조에이트, 탈크, 마그네슘 스테아레이트 및 광물유를 들 수 있다.As carriers, excipients and diluents that may be included in the composition comprising the ginseng saponin fraction of the present invention and saponin derivatives isolated therefrom, lactose, dextrose, sucrose, sorbitol, mannitol, xylitol, erythritol, maltitol, starch , Acacia rubber, alginate, gelatin, calcium phosphate, calcium silicate, cellulose, methyl cellulose, microcrystalline cellulose, polyvinyl pyrrolidone, water, methylhydroxybenzoate, propylhydroxybenzoate, talc, magnesium stearate and mineral oil Can be mentioned.
본 발명에 따른 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들을 포함하는 조성물은, 각각 통상의 방법에 따라 산제, 과립제, 정제, 캡슐제, 현탁액, 에멀젼, 시럽, 에어로졸 등의 경구형 제형, 외용제, 좌제 및 멸균 주사용액의 형태로 제형화하여 사용될 수 있다.The composition comprising the ginseng saponin fraction and saponin derivatives isolated therefrom according to the present invention, powder, granules, tablets, capsules, suspensions, emulsions, syrups, aerosols, etc. It can be formulated in the form of suppositories and sterile injectable solutions.
본 발명의 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들의 사용량은 환자의 나이, 성별, 체중에 따라 달라질 수 있으나, 0.1 내지 100mg/㎏의 양을 일일 1회 내지 수회 투여할 수 있다. 또한 그 인삼 사포닌 분획 및 이로부터 분리된 사포닌 유도체의 투여량은 투여경로, 질병의 정도, 성별, 체중, 나이 등에 따라서 증감될 수 있다. 따라서, 상기 투여량은 어떠한 면으로든 본 발명의 범위를 한정하는 것은 아니다.The ginseng saponin fraction of the present invention and the saponin derivatives isolated therefrom may vary depending on the age, sex, and weight of the patient, but the amount of 0.1 to 100 mg / kg may be administered once to several times daily. In addition, the dose of the ginseng saponin fraction and the saponin derivative separated therefrom may be increased or decreased depending on the route of administration, the degree of disease, sex, weight, age, and the like. Therefore, the above dosage does not limit the scope of the present invention in any aspect.
본 발명의 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체를 포함하는 조성물은 상기와 같은 제형으로 알러지 관련 질환의 예방 및 치료을 위한 약제, 식품 및 음료 등에 다양하게 이용될 수 있다. 본 인삼 분획물 및 사포닌 유도체를 첨가할 수 있는 식품으로는, 예를 들어, 각종 식품류, 음료, 껌, 차, 비타민 복합제, 건강보조 식품류 등이 있다.The composition comprising the ginseng saponin fraction of the present invention and the saponin derivative isolated therefrom can be used in various forms, such as drugs, foods and beverages for the prevention and treatment of allergic diseases. Examples of the food to which the present ginseng fraction and saponin derivative can be added include various foods, beverages, gums, teas, vitamin complexes, and health supplements.
본 발명의 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체 자체는 독성 및 부작용은 거의 없으므로 예방 목적으로 장기간 복용시에도 안심하고 사용할 수 있는 약제이다.Ginseng saponin fraction and saponin derivatives isolated from the ginseng of the present invention is a drug that can be used with confidence even for long-term use for the purpose of prevention because there is little toxicity and side effects.
본 발명의 상기 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들은 알러지 관련 질환의 예방을 목적으로 식품 또는 음료에 첨가될 수 있다. 이 때, 식품 또는 음료 중의 상기 인삼 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들의 양은 일반적으로 본 발명의 건강 식품 조성물은 전체 식품 중량의 0.01 내지 15 중량%로 가할 수 있으며, 식품 건강 음료 조성물은 100 m1를 기준으로 0.02∼0.1g, 바람직하게는 0.3∼1g의 비율로 가할 수 있다.The ginseng saponin fraction of the present invention and saponin derivatives isolated therefrom may be added to food or beverage for the purpose of preventing allergic related diseases. In this case, the amount of the ginseng saponin fraction and the saponin derivatives separated therefrom in the food or beverage may generally be added to 0.01-15% by weight of the total food weight, and the food health beverage composition may be 100 m1. Can be added at a ratio of 0.02 to 0.1 g, preferably 0.3 to 1 g.
본 발명의 건강 음료 조성물은 지시된 비율로 필수 성분으로서 상기 분획물 또는 화합물을 함유하는 외에는 액체성분에는 특별한 제한점은 없으며 통상의 음료와 같이 여러가지 향미제 또는 천연 탄수화물 등을 추가 성분으로서 함유할 수 있다. 상술한 천연 탄수화물의 예는 모노사카라이드, 예를 들어, 포도당, 과당 등; 디사카라이드, 예를 들어 말토스, 슈크로스 등; 및 폴리사카라이드, 예를 들어 덱스트린, 시클로덱스트린 등과 같은 통상적인 당, 및 자일리톨, 소르비톨, 에리트리톨 등의 당알콜이다. 상술한 것 이외의 향미제로서 천연 향미제(타우마틴, 스테비아 추출물(예를 들어 레바우디오시드 A, 글리시르히진등) 및 합성 향미제(사카린, 아스파르탐 등)를 유리하게 사용할 수 있다. 상기 천연 탄수화물의 비율은 본 발명의 조성물 100 m1당 일반적으로 약 1 ∼ 20g, 바람직하게는 약 5 ∼ 12g이다.The health beverage composition of the present invention has no particular limitation on the liquid component except for containing the fractions or compounds as essential ingredients in the indicated ratios, and may contain various flavors or natural carbohydrates, etc. as additional ingredients, like ordinary drinks. Examples of the above-mentioned natural carbohydrates include monosaccharides such as glucose, fructose and the like; Disaccharides such as maltose, sucrose and the like; And conventional sugars such as polysaccharides such as dextrin, cyclodextrin, and sugar alcohols such as xylitol, sorbitol, and erythritol. As flavoring agents other than those mentioned above, natural flavoring agents (tauumatin, stevia extract (for example, rebaudioside A, glycyrrhizin, etc.) and synthetic flavoring agents (saccharin, aspartame, etc.) can be advantageously used. The ratio of said natural carbohydrate is generally about 1-20 g, preferably about 5-12 g per 100 m1 of the composition of the present invention.
상기 외에 본 발명의 조성물은 여러가지 영양제, 비타민, 광물(전해질), 합성 풍미제 및 천연 풍미제 등의 풍미제, 착색제 및 중진제(치즈, 초콜릿 등), 펙트산 및 그의 염, 알긴산 및 그의 염, 유기산, 보호성 콜로이드 증점제, pH 조절제, 안정화제, 방부제, 글리세린, 알콜, 탄산 음료에 사용되는 탄산화제 등을 함유할 수 있다. 그밖에 본 발명의 조성물들은 천연 과일 쥬스 및 과일 쥬스 음료 및 야채 음료의 제조를 위한 과육을 함유할 수 있다. 이러한 성분은 독립적으로 또는 조합하여 사용할 수 있다. 이러한 첨가제의 비율은 그렇게 중요하진 않지만 본 발명의 조성물 100 중량부 당 0 내지 약 20 중량부의 범위에서 선택되는 것이 일반적이다.In addition to the above, the composition of the present invention includes various nutrients, vitamins, minerals (electrolytes), flavors such as synthetic flavors and natural flavors, coloring and neutralizing agents (such as cheese and chocolate), pectic acid and salts thereof, alginic acid and salts thereof. , Organic acids, protective colloidal thickeners, pH adjusters, stabilizers, preservatives, glycerin, alcohols, carbonation agents used in carbonated beverages, and the like. The compositions of the present invention may also contain pulp for the production of natural fruit juices and fruit juice beverages and vegetable beverages. These components can be used independently or in combination. The proportion of such additives is not so critical but is generally selected from the range of 0 to about 20 parts by weight per 100 parts by weight of the composition of the present invention.
본 발명은 다음의 실시예에 의거하여 더욱 상세히 설명되나, 본 발명이 이에 의해 제한되지는 않는다.The present invention is described in more detail based on the following examples, although the present invention is not limited thereto.
실시예 1. 인삼 사포닌 분획 및 사포닌 유도체들의 분리Example 1 Isolation of Ginseng Saponin Fraction and Saponin Derivatives
경동시장에서 구입한 건조 상태의 6년근 백삼 1 kg에 10 배 용량의 메탄올을 가하여 실온에서 5회 냉침하여 감압농축하여 50g의 메탄올 추출물을 얻고 (수득율: 5%), 여기에 300㎖의 증류수를 가하여 현탁한 후, 이 현탁액에 500㎖의 부탄올을 가하여 3회에 걸쳐 분획을 실시하여 15g의 사포닌 분획물을 얻어 이를 시료(1)로 사용하였다.10 kg capacity of methanol was added to 1 kg of dried 6-year-old white ginseng purchased from Gyeongdong market, and cooled 5 times at room temperature, concentrated under reduced pressure to obtain 50 g of methanol extract (yield: 5%), and 300 ml of distilled water. After addition and suspension, 500 ml of butanol was added to the suspension, and the mixture was fractionated three times to obtain 15 g of saponin fraction, which was used as sample (1) .
이 사포닌 분획물 15g에 0.1% 유산을 함유한 물 1000㎖를 가하고 60℃에서 5시간 배양하여 산처리 인삼을 제조하여 중화하고 물을 넣어 희석하여 유산균인 비피도박테리움 KK-1 (KCCM 10364) 과 비피도박테리움 KK-2 (KCCM 10365) 균주를 각각 15g (또는 박테로이데스 HJ-15 균주와 박테로이드데스 JY-6 균주 경희대 약대 김동현 교수실,Biol. Pharm. Bull.,23, pp1481-1485, 2000) 을 가하여 37℃에서 72시간 배양시켜 이 배양물을 부탄올 1000㎖로 2회 추출하고 감압 농축 및 건조하여 8.5g의 가공처리된 사포닌 분획 분말을 얻어 이를 시료(2)로 사용하고 이 단계에서 얻어진 사포닌 분획물 8.5을 실리카겔 컬럼 크로마토그래법(컬럼 사이즈: 3.5x60cm 전개용매: CHCl3-MeOH=10:1 )을 수행하여, 20(S)-진세노시드 Rg3 200mg, 20(R)-진세노시드 Rg3 80mg, Δ20-진세노시드 Rg3 60mg, 20(S)-진세노시드 Rh2 250mg, 20(R)-진세노시드 Rh2 8mg, Δ20-진세노시드 Rh2 100mg, 20(S)-프로토파낙사디올 10mg, 20(R)-프로토파낙사디올 2mg, Δ20-프로토파낙사디올 5mg, 진세노시드 Rh1 100mg, 프로토파낙사트리올 12mg, 진세노시드 Rb1 40mg, 진세노시드 Rb2 30mg, 진세노시드 Re 20mg, 진세노시드 Rg1 120mg, 진세노시드 Rf 20mg, 진세노시드 Rf1 5mg를 수득하여 이들을 시료로 사용하였다.1000 g of water containing 0.1% lactic acid was added to 15 g of this saponin fraction, and cultured at 60 ° C. for 5 hours to prepare acid-treated ginseng, neutralized by diluting with water, and diluted with lactic acid bacteria Bifidobacterium KK-1 (KCCM 10364). 15 g of Bifidobacterium KK-2 (KCCM 10365) strains (or Bacteroides HJ-15 strain and Bacteroides JY-6 strain, Kyung Hee University College of Medicine, Dong-Hyun Kim, Biol. Pharm. Bull. , 23 , pp1481-1485, 2000) was added and incubated at 37 ° C. for 72 hours to extract this culture twice with 1000 ml of butanol, and concentrated under reduced pressure and dried to obtain 8.5 g of the processed saponin fraction powder, which was used as sample (2) . The obtained saponin fraction 8.5 was subjected to silica gel column chromatography (column size: 3.5 × 60 cm developing solvent: CHCl 3 -MeOH = 10: 1) to give 200 mg of 20 (S) -ginsenoside Rg3, 20 (R) -ginseno Seed Rg3 80 mg, Δ 20 -ginsenoside Rg3 60 mg, 20 (S) -ginsenoside Rh2 250 mg, 20 (R) - ginsenoside seed Rh2 8mg, Δ 20 - ginsenoside seed Rh2 100mg, 20 (S) - Prototype wave incident diol 10mg, 20 (R) - Prototype wave incident diol 2mg, Δ 20 - Prototype wave incident diol 5mg, Ginsenoside Rh1 100mg, Protopananaxatriol 12mg, Ginsenoside Rb1 40mg, Ginsenoside Rb2 30mg, Ginsenoside Re 20mg, Ginsenoside Rg1 120mg, Ginsenoside Rf 20mg, Ginsenoside Rf1 5mg These were used as a sample.
실시예 2. 인삼 발효물 제조Example 2. Preparation of Ginseng Fermentation
경동시장에서 구입한 건조 상태의 6년근 백삼 1 kg에 10 배 용량의 50% 물을 가하여 50oC에서 3회 추출하고 농축하여 70g의 추출물을 얻고 (수득율: 7%), 여기에 300㎖의 증류수를 가하여 현탁한 후, 이 현탁액에 500㎖에 비피도박테리움 KK-1 (KCCM 10364)과 비피도박테리움 KK-2 (KCCM 10365) 균주를 20g (균을 각각 습중량)을 가하여 37℃에서 72시간 배양시켜 감압 농축 및 건조하여 120g의 가공처리된 사포닌 분획 분말 시료(3)을 얻었다.To 1 kg of dried 6-year-old white ginseng purchased from Gyeongdong market, 50% water of 10 times was added, extracted three times at 50 o C, concentrated to obtain 70 g of extract (yield: 7%), and 300 ml of After distilled water was suspended, 500 g of Bifidobacterium KK-1 (KCCM 10364) and Bifidobacterium KK-2 (KCCM 10365) strains were added to 500 ml of this suspension at 37 ° C. Incubated for 72 hours, concentrated under reduced pressure and dried to obtain 120 g of a processed saponin fraction powder sample ( 3 ).
실험예 1: 사포닌 유도체들의 알레르기 억제효과 실험Experimental Example 1: Allergic inhibitory effect of saponin derivatives
(1) RBL-2H3 세포주를 이용한 실험.(1) Experiment with RBL-2H3 cell line.
본 발명의 실시예 1에서 얻어진 사포닌 분획물 및 이로부터 분리된 사포닌 유도체들의 항알러지 효과를 대조약물인 DSCG와 항알러지 효과를 상호 비교하기 위하여 이나가기(Inagaki) 등의 문헌(Inagaki et al,;Int. Arch. Allergy Appl. Immunol., 87, pp254-259, 1988)에 기재된 항알러지 효과확인 실험방법에 따라 하기와 같은 실험과정을 수행하였다.To compare the anti-allergic effect of the saponin fraction obtained in Example 1 of the present invention and the saponin derivatives isolated therefrom, Inagaki et al .; Int. Arch. Allergy Appl. Immunol., 87 , pp254-259, 1988) according to the anti-allergic test method described in the experiment was carried out as follows.
RBL-2H3 세포주(rat mast cell line 한국세포주은행, Cat. No.22256) 를 10% FBS(fetal bovine serum)과 L-글루타민을 포함하는 DMEM(Dulbeccos' modified Eagle's medium, Sigma사, 22256) (Sigma사, D-5648)을 이용하여 37℃, 가습화된(humidified) 5 % CO2배양기에서 2시간 동안 배양하였으며 고착성을 갖는 세포를 트립신-EDTA 용액을 사용하여 부유시켰으며, 이를 분리 및 회수하여 본 실험에 사용하였다.DBL (Dulbeccos' modified Eagle's medium, Sigma, 22256) containing 10% FBS (fetal bovine serum) and L-glutamine in rat mast cell line (RB-2H3 cell line, Cat Cell No. 22256) (Sigma D-5648) was incubated for 2 hours in a humidified 5% CO 2 incubator at 37 ° C., and the adherent cells were suspended using trypsin-EDTA solution. It was used for this experiment.
상기 RBL-2H3 세포들을 24 웰에 각각 5X105세포/웰씩 분주한 후에 마우스 단클론성 IgE 0.5 ㎍/㎖를 넣어 12시간 배양시키며 감작화(sensitization)시켰다. 이 세포들을 0.5 ml의 시라가니안 완충액(siraganian buffer; 119mM NaCl, 5mM KCl, 0.4mM MgCl2, 25mM PIPES, 40mM NaOH, pH7.2)으로 세척한 후에 다시 0.16 ml의 시라가니안 완충액(5.6mM 포도당, 1mM CaCl2, 0.1% BSA를 첨가)을 넣은 다음에 37℃에서 10분간 배양하였다. 그리고 실시예 1에서 분리된 사포닌 분획물, 사포닌 유도체들 및 대조약물인 DSCG들을 각각 0.04 ml씩 가한 다음, 20분 경과한 후에 0.02 ml의 항원(DNP-BSA 1㎍/ml)으로 37℃에서 10분간 세포들을 활성화시킨 다음 2000rpm에서 10분간 원심분리하여 0.025 ml의 상등액을 96 웰로 옮겼다. 여기에 0.025 ml의 기질액 1mM p-NAG(0.1M 시트레이트 완충액에 p-니트로페닐-N-아세틸-β-D-글루코스아미니드를 pH 4.5로 녹인 용액)를 가한 후, 이를 37℃에서 60분간 배양시킨 다음 0.1M Na2CO3/NaHCO30.2 ml를 가하여 반응을 정지시킨 후 405 nm에서 ELISA 분석기로 각각의 흡광도를 측정하였다.The RBL-2H3 cells were aliquoted into 5 wells of 5 × 10 5 cells / well, followed by sensitization by incubating for 12 hours with 0.5 μg / ml of mouse monoclonal IgE. The cells were washed with 0.5 ml of siraganian buffer (119 mM NaCl, 5 mM KCl, 0.4 mM MgCl 2 , 25 mM PIPES, 40 mM NaOH, pH7.2) and then again 0.16 ml of siraguanian buffer (5.6 mM). Glucose, 1 mM CaCl 2 , 0.1% BSA was added) and then incubated at 37 ° C. for 10 minutes. And the saponin fraction, the saponin derivatives and the control drug DSCG isolated in Example 1 each added 0.04 ml, and after 20 minutes with 0.02 ml of the antigen (DNP-BSA 1㎍ / ml) for 10 minutes at 37 ℃ Cells were activated and centrifuged at 2000 rpm for 10 minutes to transfer 0.025 ml of supernatant to 96 wells. To this was added 0.025 ml of substrate solution 1 mM p-NAG (a solution of p-nitrophenyl-N-acetyl-β-D-glucoamide) in 0.1M citrate buffer to pH 4.5, which was then heated at 37 ° C. After incubation for 10 minutes, 0.2 ml of 0.1 M Na 2 CO 3 / NaHCO 3 was added to stop the reaction, and the respective absorbances were measured with an ELISA analyzer at 405 nm.
표 1에 나타낸 것과 같이 실시예 1에서 분리된 사포닌 분획물과 사포닌 유도체들이 대조약물인 DSCG (Disodium Cromoglycate, Sigma사, C-0399)의 RBL-2H3 세포주를 이용한 알러지에 대한 억제효과가 동등 내지 보다 탁월함을 확인할 수 있을 뿐만 아니라, 특히 진세노시드 Rh1, Rh2 및 F1은 DSCG보다 억제효과가 우수함을 또한 확인할 수 있었다.As shown in Table 1, the saponin fraction and the saponin derivatives isolated in Example 1 were equal to or superior to the allergic effect of RBL-2H3 cell line of DSCG (Disodium Cromoglycate, Sigma, C-0399) as a control drug. In addition to confirming, in particular, ginsenosides Rh1, Rh2 and F1 was also confirmed that the superior inhibitory effect than DSCG.
(2) 수동형 경피 아나필락시스 실험 동물 모델을 이용한 실험(2) Passive Percutaneous Anaphylaxis Experiment Using Animal Model
추가적으로 수동형 경피 아나필락시스(Passive Cutaneous Anaphylaxis) 실험 동물 모델을 이용한 알러지에 대한 실시예 1의 사포닌 분획물과 사포닌 유도체 및 양성대조군인 DSCG (Disodium Cromoglycate, Sigma사, C-0399)의 효과를 확인하기 위하여 하기와 같은 실험을 수행하였다.In addition, the saponin fraction, the saponin derivative and the positive control group DSCG (Disodium Cromoglycate, Sigma, C-0399) of Example 1 on allergy using a passive cutaneous anaphylaxis experimental animal model were as follows. The same experiment was performed.
먼저, DNP-HSA(Dinitrophenol-human serum albumin, 시그마사, A-6661)에 대한 생쥐의 IgE 혈청을 생리식염수로 희석한 용액 10㎍을 에테르로 마취시킨 생쥐(ICR계 대한동물)의 등(중앙부의 좌우)에 주사(50㎕)하여 수동 감작시키고, 48시간 후에 DNP-HSA 0.2mg과 에반스 블루(evans blue) 1.6mg을 포함한 생리식염수0.2ml를 꼬리정맥에 주사하고 30분 후에 경부탈골로 치사시켜 등으로 누출된 에반스 블루 색소량을 측정하였다. 생쥐의 등의 (IgE를 주사했던 부위의 1cm2) 일정부위를 잘라 시험관에 넣고 1N-KOH 0.7 ml을 넣고 37℃에서 하룻밤 동안 배양하였다. 이 시험관에 0.6N 인산-아세톤 혼합액 (5:13) 4 ml를 가한 다음에 보텍스(Vortex)로 진탕하고 여과하여 추출된 색소를 620nm에서 비색정량을 실시하였다.First, the back of the mouse (ICR-based Korean animal) in which 10 g of a solution of IgE serum of DNP-HSA (Dinitrophenol-human serum albumin (Sigma, A-6661) diluted with physiological saline was anesthetized with ether. (50 µl) and manually sensitized, and after 48 hours, 0.2 ml of saline solution containing 0.2 mg of DNP-HSA and 1.6 mg of evans blue was injected into the tail vein and killed by cervical dislocation 30 minutes later. The amount of Evans blue pigment leaked by the back and the like was measured. A portion of the back of the mouse (1cm 2 of the site where IgE was injected) was cut out into a test tube, and 0.7 ml of 1N-KOH was added thereto and incubated overnight at 37 ° C. 4 ml of 0.6N phosphate-acetone mixed solution (5:13) was added to the test tube, followed by shaking with Vortex and filtration to give colorimetric determination at 620 nm.
시료들은 생리식염수에 용해 또는 현탁하여 경구로 항원(DNP-BSA)의 투여 한시간 전에 투여하였다.Samples were dissolved or suspended in physiological saline and administered orally one hour before administration of antigen (DNP-BSA).
하기 표 2에서 보는 것과 같이 실시예 1에서 분리된 사포닌 분획물과 사포닌 유도체들이 대조약물인 DSCG (Disodium Cromoglycate, Sigma사, C-0399)의 RBL-2H3 세포주를 이용한 알러지에 대한 억제효과가 동등 내지 보다 탁월함을 확인할 수 있을 뿐만 아니라, 특히 진세노시드 Rh1, Rh2 및 F1은 DSCG보다 억제효과가 우수함을 또한 확인할 수 있었다.((-)표시는 미측정)As shown in Table 2 below, the saponin fraction and the saponin derivatives isolated in Example 1 showed the same or more inhibitory effect on the allergy using the RBL-2H3 cell line of DSCG (Disodium Cromoglycate, Sigma, C-0399) Not only can it be confirmed that it is excellent, but also ginsenosides Rh1, Rh2 and F1 was also confirmed that the superior inhibitory effect than DSCG ((-) not shown)
이상과 같은 결과를 종합하여 볼 때, 인삼에 화학적 처리 및 생물학적 처리를 시키면 알러지 관련 질환의 예방 및 치료에 효과적인 사포닌 유도체가 다량 생성됨을 알 수 있었으며, 이 사포닌 유도체들은 단독 또는 혼합된 형태로 알러지 관련 질환의 예방 및 치료에 효과적일 수 있다는 것이 확인되었다.In conclusion, the chemical treatment and biological treatment of ginseng produced a large amount of saponin derivatives effective for the prevention and treatment of allergic diseases. It has been found that it can be effective in the prevention and treatment of diseases.
하기에 상기 약학조성물의 제제예를 설명하나, 이는 본 발명을 한정하고자 함이 아닌 단지 구체적으로 설명하고자 함이다.Hereinafter, an example of the preparation of the pharmaceutical composition will be described, but it is not intended to limit the present invention but merely to explain in detail.
제제예 1. 산제의 제조Formulation Example 1 Preparation of Powder
약전 제제 총칙중 산제의 제조방법에 따라 1 포당 하기의 성분 함량으로 제조한다.According to the preparation method of powder in the pharmacopeia formulation, it is prepared in the following component content per packet.
진세노시드 Rh1 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 50 mgGinsenoside Rh1 50 mg
유당 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ100 mgLactose · ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ 100 mg
탈크 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 10 mgTalc 10 mg
제제예 2. 정제의 제조Formulation Example 2 Preparation of Tablet
약전 제제총칙중 정제의 제조방법에 따라 1정 당 하기의 성분 함량으로 제조한다.According to the preparation method of tablets in the pharmacopeia formulation, it is prepared in the following component content per tablet.
진세노시드 Rh1 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ50 mgGinsenosides Rh1 50 mg
옥수수전분 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 100 mgCorn starch ㆍ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ 100 mg
유당 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ100 mgLactose · ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ 100 mg
스테아린산 마그네슘 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 2 mgMagnesium Stearate 2 mg
제제예 3. 캅셀제의 제조Formulation Example 3 Preparation of Capsule
약전 제제 총칙중 캅셀제의 제조방법에 따라 1 캅셀당 하기의 성분 함량으로 제조한다.According to the preparation method of the capsule in the general formulation of the pharmacopeia, it is prepared in the following component content per capsule.
진세노시드 Rh1ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 50 mgGinsenoside Rh1 ... 50 mg
옥수수전분ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 100 mgCorn starch ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ ・ 100 mg
유당 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 100 mgLactose ····················· 100 mg
스테아린산 마그네슘ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 2 mgMagnesium stearate 2 mg
제제예 4. 주사제의 제조Formulation Example 4 Preparation of Injection
약전 제제총칙중 주사제의 제조방법에 따라 1 앰플당(2㎖) 하기의 성분 함량으로 제조한다.According to the preparation method of injection in the pharmacopeia formulation, it is prepared in the following component content per ampoules (2 ml).
진세노시드 Rh1ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 50 mgGinsenoside Rh1 ... 50 mg
주사용 멸균 증류수 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 적량Sterile distilled water for injection ㆍ ·············
pH 조절제 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 적량pH regulator ㆍ ··················
제제예 5. 액제의 제조Formulation Example 5 Preparation of Liquid
약전 제제총칙중 액제의 제조방법에 따라 액제 100㎖당 하기의 성분 함량으로 제조한다.According to the preparation method of the liquid formulation in the Pharmacopoeia General Formulation, it is prepared in the following component content per 100 ml of the liquid formulation.
진세노시드 Rh1ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 50 mgGinsenoside Rh1 ... 50 mg
이성화당ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 10 gHeterosaccharides ················· 10 g
만니톨 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 5 gMannitol ···················· 5 g
정제수 ㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍㆍ 적량Purified water ㆍ ···················
또한 하기와 같은 방법으로 건강음료를 제조한다.In addition, the health beverage is prepared as follows.
진세노시드 Rh1 0.1∼80%, 설탕 5~10%, 구연산 0.05~0.3%, 캬라멜 0.005~0.02%, 비타민C 0.1~1%의 첨가물을 혼합하고 여기에 79~94%의 정제수를 섞어서 시럽을 만들고, 상기 시럽을 85~98℃에서 20~180초간 살균하여 냉각수와 1 : 4의 비율로 혼합한 다음 탄산가스를 0.5~0.82%를 주입하여서 되는 인삼 사포닌을 함유하는 탄산음료를 제조하였다.Ginsenoside Rh1 0.1 ~ 80%, Sugar 5 ~ 10%, Citric acid 0.05 ~ 0.3%, Caramel 0.005 ~ 0.02%, Vitamin C 0.1 ~ 1% Additives and 79 ~ 94% purified water are mixed to make syrup To prepare a carbonated beverage containing ginseng saponin was made by sterilizing the syrup at 85 ~ 98 ℃ for 20 ~ 180 seconds, mixed with cooling water at a ratio of 1: 4 and then injected 0.5 ~ 0.82% of carbon dioxide gas.
액상과당 (0.5%), 올리고당 (2%), 설탕 (2%), 식염 (0.5%), 물 (75%)와 같은 부재료와 진세노시드 Rh1을 균질하게 배합하여 순간살균을 한 후 이를 유리병, 패트병 등 소포장 용기에 포장하여 건강음료를 제조하였다.Instant sterilization by homogeneously combining ginsenoside Rh1 with subsidiary materials such as liquid fructose (0.5%), oligosaccharide (2%), sugar (2%), salt (0.5%) and water (75%). Healthy drinks were prepared by packing them in small packaging containers such as bottles and plastic bottles.
상기 조성비는 비교적 기호음료에 적합한 성분을 바람직한 실시예로 혼합 조성하였지만 수요계층이나, 수요국가, 사용 용도 등 지역적, 민족적 기호도에 따라서 그 배합비를 임의로 변형 실시하여도 무방하다.Although the composition ratio is a composition suitable for a preferred beverage in a preferred embodiment, the compounding ratio may be arbitrarily modified according to regional and ethnic preferences such as demand hierarchy, demand country, and use purpose.
미가공 인삼 또는 산처리와 같은 화학적 처리 및 유산균 배양과 같은 생물학적 처리공정을 거친 가공 처리된 인삼으로부터 분리된 사포닌 분획물 및 사포닌 유도체들을 포함하는 조성물은, 알러지 관련 질병을 효과적으로 억제시키는 활성을 갖고 있어 알러지 관련질환의 예방 및 치료 효과를 나타내므로 알러지 관련 질환의 예방 및 치료제로서 유용하게 사용될 수 있다.Compositions comprising saponin fractions and saponin derivatives isolated from processed ginseng, which have undergone chemical treatments such as raw ginseng or acid treatment and biological treatments such as lactic acid bacteria culture, have an activity that effectively inhibits allergic diseases. Since it shows a prophylactic and therapeutic effect of a disease, it can be usefully used as a prophylactic and therapeutic agent for allergic diseases.
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Cited By (8)
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KR100980820B1 (en) * | 2009-11-17 | 2010-09-10 | 강송식 | A method for extracting ginsenosides-abundant extract from red-ginseng by using weak alkali water |
KR101050129B1 (en) * | 2008-06-18 | 2011-07-19 | 주식회사 한국인삼공사 | Composition for preventing or treating allergic diseases |
KR101416673B1 (en) * | 2011-12-26 | 2014-07-09 | 세명대학교 산학협력단 | Ginseng prosapogenin high concentration containing ginseng flower preparation using sonication and process for thereof |
KR101416668B1 (en) * | 2011-12-26 | 2014-07-09 | 세명대학교 산학협력단 | Ginseng prosapogenin high concentration containing ginseng preparation using sonication and process for thereof |
KR101416671B1 (en) * | 2011-12-26 | 2014-07-11 | 고성권 | Ginseng prosapogenin high concentration containing ginseng leaf or stem preparation using sonication and process for thereof |
KR101416674B1 (en) * | 2011-12-26 | 2014-07-11 | 고성권 | Ginseng prosapogenin high concentration containing American ginseng preparation using sonication and process for thereof |
KR101416669B1 (en) * | 2011-12-26 | 2014-07-15 | 고성권 | Ginseng prosapogenin high concentration containing ginseng berry preparation using sonication and process for thereof |
CN104644656A (en) * | 2013-11-20 | 2015-05-27 | 富力 | Application of 20(R)-ginsenoside Rg3 in preparation of medicament for relieving or/and treating asthma and medicament |
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KR19990015091A (en) * | 1997-08-01 | 1999-03-05 | 박원훈 | Complement activity modifiers containing ginseng saponin or sapogenin |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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KR101050129B1 (en) * | 2008-06-18 | 2011-07-19 | 주식회사 한국인삼공사 | Composition for preventing or treating allergic diseases |
KR100980820B1 (en) * | 2009-11-17 | 2010-09-10 | 강송식 | A method for extracting ginsenosides-abundant extract from red-ginseng by using weak alkali water |
KR101416673B1 (en) * | 2011-12-26 | 2014-07-09 | 세명대학교 산학협력단 | Ginseng prosapogenin high concentration containing ginseng flower preparation using sonication and process for thereof |
KR101416668B1 (en) * | 2011-12-26 | 2014-07-09 | 세명대학교 산학협력단 | Ginseng prosapogenin high concentration containing ginseng preparation using sonication and process for thereof |
KR101416671B1 (en) * | 2011-12-26 | 2014-07-11 | 고성권 | Ginseng prosapogenin high concentration containing ginseng leaf or stem preparation using sonication and process for thereof |
KR101416674B1 (en) * | 2011-12-26 | 2014-07-11 | 고성권 | Ginseng prosapogenin high concentration containing American ginseng preparation using sonication and process for thereof |
KR101416669B1 (en) * | 2011-12-26 | 2014-07-15 | 고성권 | Ginseng prosapogenin high concentration containing ginseng berry preparation using sonication and process for thereof |
CN104644656A (en) * | 2013-11-20 | 2015-05-27 | 富力 | Application of 20(R)-ginsenoside Rg3 in preparation of medicament for relieving or/and treating asthma and medicament |
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