KR100901379B1 - 코로솔릭산 함유물질로부터 고순도의 코로솔릭산을 얻기위한 추출 정제 방법 - Google Patents
코로솔릭산 함유물질로부터 고순도의 코로솔릭산을 얻기위한 추출 정제 방법 Download PDFInfo
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- KR100901379B1 KR100901379B1 KR1020060064411A KR20060064411A KR100901379B1 KR 100901379 B1 KR100901379 B1 KR 100901379B1 KR 1020060064411 A KR1020060064411 A KR 1020060064411A KR 20060064411 A KR20060064411 A KR 20060064411A KR 100901379 B1 KR100901379 B1 KR 100901379B1
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- corosolic acid
- methanol
- ethanol
- purifying
- phase chromatography
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- QNMKGMUGYVWVFQ-UHFFFAOYSA-N 2alpha-Hydroxyursolic acid Natural products CC12CC(O)C(O)C(C)(C)C1CCC1(C)C2CC=C2C3C(C)C(C)(C)CCC3(C(O)=O)CCC21C QNMKGMUGYVWVFQ-UHFFFAOYSA-N 0.000 title claims abstract description 99
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 36
- 239000008213 purified water Substances 0.000 claims description 33
- 239000002904 solvent Substances 0.000 claims description 23
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 22
- 238000004366 reverse phase liquid chromatography Methods 0.000 claims description 18
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
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- 235000004423 Crataegus monogyna Nutrition 0.000 claims description 3
- 235000002313 Crataegus paludosa Nutrition 0.000 claims description 3
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- 239000002253 acid Substances 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
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- HFGSQOYIOKBQOW-ZSDYHTTISA-N corosolic acid Chemical compound C1[C@@H](O)[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C)[C@H](C)[C@H]5C4=CC[C@@H]3[C@]21C HFGSQOYIOKBQOW-ZSDYHTTISA-N 0.000 claims 1
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- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
-
- 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
- A23L19/00—Products from fruits or vegetables; Preparation or treatment thereof
-
- 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
-
- 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/30—Dietetic or nutritional methods, e.g. for losing weight
-
- 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/40—Complete food formulations for specific consumer groups or specific purposes, e.g. infant formula
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
- A23V2200/328—Foods, ingredients or supplements having a functional effect on health having effect on glycaemic control and diabetes
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Mycology (AREA)
- Pediatric Medicine (AREA)
- Steroid Compounds (AREA)
Abstract
Description
순도(%) | 회수율 (b1, b1') (%) | 회수율 (b2) (%) | |
출발 코로솔릭산 함유물질 | 3-9 | 100 | 100 |
용매 추출: (a)단계 | 6-26 | 85-95 | 85-95 |
칼럼크로마토그래피: (b1, b1') 단계 | 25-65 | 70-90 | |
유기용매/정제수 침전: (b2)단계 | 11-37 | 65-93 | |
역상고속액체크로마토그래피: (c)단계 | 90-95 | 75-85 | 75-85 |
전체 | 90-95 | 44.6-72.7 | 41.3-75.1 |
실험번호 | 용매 종류 | 추출 온도 | 순도(%) | 회수율(%) |
A | 100% 메탄올 | 상온 | 9.93 | 99.00 |
B | 100% 에탄올 | 상온 | 11.95 | 85.75 |
C | 100% 에탄올 | 80℃ | 10.55 | 96.53 |
D | 80% 에탄올/정제수 | 상온 | 8.60 | 78.12 |
E | 80% 에탄올/정제수 | 80℃ | 8.56 | 93.58 |
실험번호 | 이동상 용매 (%(v/v)메탄올/정제수) | 순도(%) | 회수율(%) |
F | 90% | 59.3 | 85.6 |
G | 85% | 60.4 | 90.4 |
H | 80% | 57.8 | 83.4 |
실험번호 | 이동상 용매 (%(v/v)에탄올/정제수) | 순도(%) | 회수율(%) |
I | 70% | 58.3 | 89.6 |
J | 65% | 57.6 | 90.4 |
K | 60% | 57.8 | 88.7 |
실험번호 | 메탄올 | 정제수 | 순도(%) | 회수율(%) |
L | 5ml | 1.0ml | 23.3 | 63.6 |
M | 5ml | 1.5ml | 20.4 | 74.7 |
N | 5ml | 2.0ml | 19.0 | 85.6 |
O | 5ml | 2.5ml | 18.5 | 93.7 |
실험번호 | 메탄올 | 정제수 | 순도(%) | 회수율(%) |
P | 5ml | 3.0ml | 22.1 | 82.7 |
Q | 5ml | 4.0ml | 21.6 | 87.4 |
R | 5ml | 5.0ml | 19.7 | 91.6 |
S | 5ml | 6.0ml | 19.4 | 93.4 |
실험번호 | 아세톤 | 정제수 | 순도(%) | 회수율(%) |
T | 5ml | 1.0ml | 18.2 | 30.9 |
U | 5ml | 1.5ml | 17.9 | 56.8 |
V | 5ml | 2.0ml | 18.3 | 80.1 |
W | 5ml | 2.5ml | 18.1 | 92.6 |
Claims (12)
- (a) 코로솔릭산 함유 물질에 유기용매를 첨가하여 추출한 후 추출액을 농축하여 건고하는 단계;(b1) 상기 단계 (a)에서 얻은 건고물을 유기용매에 녹인 후, 순상 크로마토그래피를 수행하여 활성 분획을 얻는 단계; 및(c) 상기 단계 (b1)에서 얻어진 활성분획에 대하여 고속액체 역상 크로마토그래피를 수행하여, 상기 활성 분획 내의 코로솔릭산을 정제하는 단계를 포함하는 코로솔릭산의 정제 방법.
- (a) 코로솔릭산 함유물질에 유기용매를 첨가하여 추출한 후 추출액을 농축하여 건고하는 단계;(b1') 상기 단계 (a)에서 얻은 건고물을 유기용매에 녹인 후, 역상 크로마토그래피를 수행하여 활성 분획을 얻는 단계; 및(c) 상기 단계 (b1')에서 얻어진 활성 분획에 대하여 고속액체 역상 크로마토그래피를 수행하여, 상기 활성 분획 내의 코로솔릭산을 정제하는 단계를 포함하는 코로솔릭산의 정제 방법.
- (a) 코로솔릭산 함유물질에 유기용매를 첨가하여 추출한 후 추출액을 농축하여 건고하는 단계;(b2) 상기 단계 (a)에서 얻은 건고물을 에탄올, 메탄올 및 아세톤으로 이루어진군 중에서 선택된 용매에 용해시킨 후, 상기 용액에 정제수를 가하여 침전시키는 단계; 및(c) 상기 단계 (b2)에서 생성된 침전물에 대하여 고속액체 역상 크로마토그래피를 수행하여, 상기 침전물 내의 코로솔릭산을 정제하는 단계를 포함하는 코로솔릭산의 정제 방법.
- 제1항 내지 제 3항 중 어느 한 항에 있어서, 상기 단계 (a)의 코로솔릭산 함유물질은 바나바, 비파, 후피향나무, 산사나무 및 헐떡이풀로 이루어진 군으로부터 선택된 1종 이상의 식물의 식물체, 캘러스, 식물 세포 또는 식물 세포 현탁 배양액인, 코로솔릭산의 정제 방법.
- 제1항 내지 제3항 중 어느 한 항에 있어서, 상기 단계 (a)의 유기 용매는 탄소수 1 내지 5의 저급 알코올류로 이루어진 군 중에서 선택된 1종 이상의 알코올 또는 상기 알코올의 수용액인, 코로솔릭산의 정제 방법.
- 제1항에 있어서, 상기 단계 (b1)의 순상 크로마토그래피의 전개용매가 클로로포름, 메탄올, 디클로로메탄, 벤젠, 아세톤, 헥산 및 에틸아세테이트로 구성되는 군으로부터 선택된 1종 이상인 것을 특징으로 하는 코로솔릭산의 정제 방법.
- 제6항에 있어서, 상기 단계 (b1)의 순상 크로마토그래피의 전개용매가 2 내지 50% (v/v)의 메탄올과 98 내지 50%(v/v)의 클로로포름의 혼합용매인 것을 특징으로 하는 콜로솔릭산의 정제 방법.
- 제2항에 있어서, 상기 단계 (b1')에서 역상 크로마토그래피의 전개용매가 메탄올, 에탄올, 아세토나이트릴의 55 내지 100 %(v/v) 수용액인 것을 특징으로 하는 코로솔릭산의 정제 방법.
- 제3항에 있어서, 상기 단계 (b2)에서 상기 에탄올, 메탄올 또는 아세톤 1ml 당 용해되는 상기 단계 (a)에서 얻은 건고물의 양은 1 내지 10 mg이고, 첨가되는 정제수의 양은 상기 에탄올, 메탄올 또는 아세톤 부피비 1에 대하여 0.1 내지 1.5의 부피비인 것을 특징으로 하는 코로솔릭산의 정제 방법.
- 제1항 내지 제3항 중 어느 한 항에 있어서, 상기 단계 (c)의 고속액체 역상 크로마토그래피의 전개용매가 메탄올, 에탄올, 아세토나이트릴, 및 물로 구성되는 군으로부터 선택된 1종 이상인 것을 특징으로 하는 코로솔릭산의 정제 방법.
- 제1항 내지 제3항 중 어느 한 항에 있어서, 상기 단계 (c)의 고속액체 역상 크로마토그래피의 전개용매가 에탄올, 메탄올 또는 아세토나이트릴의 55 내지 100%(v/v) 수용액인 것을 특징으로 하는 코로솔릭산의 정제 방법.
- 제1항 또는 제2항에 있어서, 상기 단계 (b1) 또는 (b1')의 유기 용매는 탄소수 1 내지 5인 저급 알코올, 클로로포름, 디클로로메탄, 벤젠, 아세톤, 헥산 및 에틸아세테이트로 이루어진 군 중에서 선택된 1종 이상인 것을 특징으로 하는 코로솔릭산의 정제 방법.
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KR100481114B1 (ko) | 2004-09-04 | 2005-04-07 | 부광메디칼 주식회사 | 바나바, 호로파 및 여주 추출물의 발효물을 유효성분으로함유하는 혈당강하용 약학적 조성물 |
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KR100577094B1 (ko) | 2003-12-31 | 2006-05-08 | 주식회사 삼양제넥스 | 식물 세포 배양에서 알카노산 또는 이의 염을 이용한 이차대사산물의 대량 생산방법 |
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