• 생약학회지
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• 제33권4호통권131호
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• pp.285-290
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• 2002

From the fruits of Crataegus pinnatifide BUNGE ursolic acid (1), $quercetin-3-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (2), (-)-epicatechin (3), $quercetin-3-O-{\beta}-D-galactopyranoside$ (4) and quercetin (5) have been isolated and identified on the basis of their physicochemical properties and spectroscopic evidences in comparison with authentic samples. Among isolated compounds, quercetin showed significant inhibitory effect against MAO.

• 생약학회지
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• 제29권3호
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• pp.169-172
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• 1998

Hyaluronidase is one of the mucopolysaccharide-splitting enzyme and is related to the permeability of the vascular system and inflammation. An anti-hyaluronidase assay guided fractionation of the methanolic extract of Uncariae Ramulus et Uncus has furnished a pentacyclic triterpene, ursolic acid (compound I). Compound I exhibited hyaluronidase inhibitory activity with $IC_{50}$ value of 0.15 mM, and disodium cromoglycate showed the inhibitory activity with $IC_{50}$ value of 1.78 mM as a positive control.

• Natural Product Sciences
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• 제8권2호
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• pp.62-65
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• 2002

Two lupane-type triterpenes, lupenone (1) and lupeol (2), a phytosterol, ${\beta}-sitosterol$ (3), two ursane-type triterpenes, $3{\beta}-acetoxy$ ursolic acid (4) and ursolic acid (5), a lignan, (-)-lyoniresinol $3a-O-{\beta}-D-xylopyranoside$ (6), and two flavanol glycosides, $catechin-7-O-{\beta}-D-xylopyranoside$ (7) and $catechin-7-O-{\beta}-D-apiofuranoside$ (8) were isolated from the stem bark of Sorbus commixta (Rosaceae). Their chemical structures were identified by physicochemical and spectroscopic methods.

• Archives of Pharmacal Research
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• 제25권5호
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• pp.652-654
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• 2002

Brine shrimp assay-guided fractionation and isolation of the EtOAc soluble fraction of Phryma leptostachya L. (Phrymacaceae) gave two active compounds, phrymarolin II (1) and ursolic acid (2), which were identified by physicochemical and spectroscopic methods. Compound 1 exhibited potent lethality with $LD_{50}$ value of 0.0013 $\mu\textrm{g}$/ml, whereas 2 showed moderate lethality with $LD_{50}$ value of 27.0 $\mu\textrm{g}$/ml against brine shrimp. The cytotoxic activities of 1 and 2 were also evaluated against one murine and five human cancer cell lines employing the sulforhodamin B (SRB) method. Compound 2 exhibited cytotoxic activity against L1210 and SK-MEL-2 cells with $ED_{50}$ values of 3.70 and 9.27 mg/ml, respectively, whereas 1 was devoid of any cytotoxic activity against all cancer cells tested.

• 한국식품영양과학회지
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• 제41권8호
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• pp.1029-1034
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• 2012

본 연구에서는 비파잎의 품종 중에서 대방, 부방, 재래종의 비파잎을 80% 에탄올로 추출하여 농축한 후 이를 여러 용매로 추출 분획하고 분리한 다음 이 분획들의 품종에 따른 비파잎의 ursolic acid 함량을 분석하고 품종 간 생리활성을 비교 분석하였다. 비파잎 에탄올 추출물 및 분획물의 총 폴리페놀 화합물 함량은 84.93~478.5 mg/g GAE로 부탄올 분획물이 가장 높은 함량을 보였고 에틸아세테이트, 헥산, 80% 에탄올, 물 분획물 순으로 나타났다. 3품종 중에서 총 폴리페놀 화합물이 가장 높은 품종은 재래종 품종이었다. DPPH 라디칼 소거능은 3품종 모두 부탄올 분획물이 가장 높았으며, 3품종 중에서 재래종 품종의 $IC_{50}$값이 0.18 mg/mL로 분석되어 각 분획물 및 3품종 중 가장 높은 DPPH 라디칼 소거능을 나타내었다. 아질산염 소거능은 3품종 모두 에틸아세테이트(54.99~60.86%) 분획물이 가장 높은 활성을 나타냈으며, 3품종 중 부방 품종의 활성이 가장 높게 나타났다. 비파잎의 에틸아세테이트 분획물의 ursolic acid 함량은 3품종 중에서 대방 품종이 51.41 mg/g으로 가장 높게 분석되었다(부방: 39.85 mg/g, 재래종: 31.13 mg/g). 이상의 연구 결과로 비파잎의 80% 에탄올 추출물 및 용매 분획물은 부방 품종에서 비교적 높은 항산화 활성 및 아질산염 소거활성을 지니고 있으며, ursolic acid 함량은 대방 품종에서 높은 함량을 가지는 것으로 분석되었다. 따라서 유효한 생리활성을 나타낸 품종별 비파잎에 대한 연구는 비파잎의 산업적 이용에 효율적인 자료로 이용될 것이다.

• 약학회지
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• 제20권1호
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• pp.37-40
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• 1976

${\beta}$-Sitosterol, stigmasterol, campesterol, cholestanol and a triterpenoid, ursolic acid were identified from the root of the Rubus crataegifolius B$_{UNUGE}$(Rosaceae).

• 대한약학회:학술대회논문집
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• 대한약학회 2000년도 NEW STRATEGY FOR DRUG DEVELOPMENT IN POST-GENOMIC ERA(대한약학회)
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• pp.222.2-222.2
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• 2000

• Journal of Applied Biological Chemistry
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• 제50권4호
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• pp.259-263
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• 2007

Trapa pseudoincisa Nakai, an aquatic plant, was extracted with 80% aqueous MeOH, and the concentrated extract was successively partitioned with EtOAc, n-BuOH, and $H_2O$. The EtOAc fraction gave three compounds, which were isolated through the repeated silica gel and ODS column chromatographies. Based on the spectroscopic data obtained from NMR, MS, and IR, the chemical structures of the compounds were determined as cycloeucalenol (1), ursolic acid (2), and 2${\beta}$,3${\alpha}$,23-trihydroxyurs-12-en-28-oic acid (3). These triterpenoids were isolated for the first time from Hydrocaryaceae plants including T. pseudoincisa NAKAI.

• 대한화장품학회:학술대회논문집
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• 대한화장품학회 2003년도 IFSCC Conference Proceeding Book II
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• pp.319-329
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• 2003

Ursolic acid (UA) and oleanolic acid (OA) are pentacyclic triterpenoids which are widely distributed in plants, and their derivatives are aglycones of many naturally occurring saponins. It is known that pentacyclic acids may possibly enhance the mechanical barrier functions of cell membranes in plants. Recently, it has been reported that OA and UA have interesting biological activities on skin, such as anti-inflammatory and anti-wrinkle activities. Since triterpenoids are extremely insoluble and their solubility problem limits skin-care application, OA and UA were encapsulated in liposomes via micelle-to-vesicle transition to overcome poorly soluble property and enhance biological efficacy. Optimal molar ratio of OA to lecithin was found to exist for producing liposomes of small hydrodynamic size and liposomal suspensions without recrystallized precipitation of OA. From electron micrograph and dynamic light scattering studies, reconstituted OA-containing liposomes without severe mechanical treatment showed small hydrodynamic size about 150 nm. Wide-angle X-ray diffraction coupled with dynamic light scattering revealed that optimal amount of OA in liposome was 25.4 mole %. In biological evaluation, OA-containing liposome significantly increased filaggrin and transglutaminase as markers of keratinocyte differentiation in epidermal layer of hairless mouse, whereas ursolic acid-containing liposome did not show noticeable increase of filaggrin and transglutaminase compared to empty liposome. It is concluded that nano-scaled liposomes containing triterpenoids were spontaneously prepared by vesicular transition from mixed micelle and liposomal triterpenoids can enhance skin absorption of triterpenoid and biological efficacy.

• 생약학회지
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• 제43권2호
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• pp.107-121
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• 2012

Twenty-five compounds were isolated from the methanolic extract of Geum japonicum (Rosaceae), and their structures were identified as eleven triterpenoids [ursolic acid 3-acetate (2), cecropiacic acid 3-methyl ester (3), pomolic acid 3-acetate (5), ursonic acid (6), ursolic acid (7), pomolic acid (8), corosolic acid (9), euscaphic acid (11), arjunic acid (16), tormentic acid (18), 23-hydroxytormentic acid (21)], two saponins [rosamultin (22) and kaji-ichigoside $F_1$ (23)], two megastigmanes [blumenol A (14) and (+)-dehydrovomifoliol (15)], three flavonoids [apigenin (13), isoquercitrin (17) and tiliroside (24)], two ellagic acid derivatives [3,3'-di-O-methylellagic acid (12) and ducheside B (25)] and five others [eugenol (1), emodin (4), vanillic acid (10), gallic aldehyde (19), salidroside (20)]. The chemical structures of these compounds were identified on the basis of spectroscopic methods and comparison with literature values. This is the first report of the eleven compounds, 2~6, 10, 15, 16, 20, 23, and 25 from the genus Geum, as well as the first report of apigenin (13) and 3,3'-di-O-methylellagic acid (12) from G. japonicum. The antioxidant properties of 22 isolates (1~11, 14, 16~25) were evaluated by the intracellular reactive oxygen species (ROS) radical scavenging using 2',7'-dichlorodihydrofluorescein diacetate (DCF-DA) assay. Among them, isoquercitrin (17) showed significant scavenging activity, and gallic aldehyde (19) and ducheside B (25) showed weak scavenging activity.