• Title/Summary/Keyword: Ursolic Acid

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Triterpenoids from Acanthopanax koreanum Root and Their Inhibitory Activities on NFAT Transcription

  • Cai, Xing-Fu;Lee, Im-Seon;Shen, Guanghai;Dat, Nguyen-Tien;Lee, Jung-Joon;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • v.27 no.8
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    • pp.825-828
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    • 2004
  • Two triterpenoids (1,4) and two triterpenoid glycosides (2,3) were isolated from the root of Acanthopanax koreanum (Araliaceae). Their structures were identified as impressic acid (1), acankoreoside A (2), 3-epi-betulinic acid 28-O-[(${\alpha}-L-rhamnopyranosyl(1{\rightarrow}4)-{\beta}-D-glucopyrano-syl(1{\rightarrow}6)]-{\beta}-D-glucopyranosyl]$ ester (3), and ursolic acid (4) by physicochemical and spectro-scopic methods. Of these compounds, impressic acid (1) exhibited a potent inhibitory activity against NFAT transcription factor ($IC_{50}:{\;}12.65{\;}{\mu\textrm{m}}$).

Purification of Phospholipase $A_2$ from Scutellaria baicalensis Suspension Cells (황금 배양 세포로부터 Phospholipase $A_2$의 분리)

  • Ma, Choong-Je;Kim, Dae-Kyung
    • Korean Journal of Pharmacognosy
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    • v.40 no.1
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    • pp.13-17
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    • 2009
  • It was previously reported that yeast elicitor transiently increased oleanolic acid and ursolic acid in Scutellaria baicalensis suspension cultures and also doubled phospholipase $A_2$ ($PLA_2$) activity. Thus, $PLA_2$ was purified from the soluble fractions of S. baicalensis suspension cultures and the characters of the purified $PLA_2$ were identified. The $PLA_2$ was purified about 160 times compared with the starting soluble-protein extract from S. baicalensis suspension culture cells. The purified protein showed a molecular mass of about 43 kDa by SDS-PAGE. The purified plant $PLA_2$ had a neutral pH optimum (pH 7.0) and required $Ca^{2+}$ for activity. The $PLA_2$ activity was inhibited by mammalian $PLA_2$ inhibitors such as 5,8,11,14-eicosatetraynoic acid(ETYA) and arachidonyl trifluoromethyl ketone ($AACOCF_3$).

Platelet Anti-aggregating Triterpene and Sterol Constituents from the Leaves of Acanthopanax senticosus

  • Jin, Jing-Ling;Lee, Sang-Hyun;Lee, Yong-Yook;Kim, Jeong-Mi;Heo, Jung-Eun;YunChoi, Hye-Sook
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.206.1-206.1
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    • 2003
  • From methanol extract of Acanthopnanax senticosus, six platelet anti-aggregating compounds, chiisanogenin (1), chiisanoside (2), ursolic acid (3), oleanolic acid (4), b-sitosterol (5) and daucosterol (6) were isolated. All of the isolated compounds showed dose-dependent inhibitory activities to rat platelet aggregation induced by all the agonist employed. Compound 1 showed about 50 folds higher potency than acetylsalicylic acid (ASA) on U46619 induced platelet aggregation (IC$\sub$50/ : 6.21 ${\mu}$M) and 10 ∼ 20 folds higher effect than ASA on epinephrine and arachidonic acid (AA) induced aggregation (IC$\sub$50/ ; 2.50 and 4.81 ${\mu}$M, respectively). (omitted)

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Isolation and Identification of Terpenoids from the Flower of Rhododendron yedoense var. poukhanense (산철쭉(Rhododendron yedoense var. poukhanense) 꽃으로부터 Terpenoid의 분리.동정)

  • Hong, Yoon-Hee;Song, Myoung-Chong;Han, Jae-Taek;Jang, Tae-O;Lee, Youn-Hyung;Kim, Sung-Hoon;Kim, Seung-Ae;Park, Mi-Hyun;Baek, Nam-Ln
    • Applied Biological Chemistry
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    • v.46 no.2
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    • pp.144-149
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    • 2003
  • Extracts were obtained from the flower of Rhododendro yedoense var. poukhanense. (7 kg) in 80% aqueous MeOH and successively fractionated with solvent of EtOAc, n-BuOH and $H_2O$, successively. Silica gel and ODS column chromatographies of the EtOAc and n-BuOH fractions were repeatedly carried out by using the various solvent systems to give five terpenoids. Chemical structures of the isolated terpenoids were determined as $2{\alpha},3{\beta}-dihydroxylolean-12-ene$ (1), ursolic acid (2), grayanotoxin IV (3), grayanotoxin I (4) and grayanotoxin III (5) based on the interpretation of several spectral data including 2D-NMR such as $^1H-^1H\;COSY$, HMQC and HMBC.

Preparation of Water-Soluble Solid Forms Containing Ursolic Acid Using Supercritical Fluid (초임계유체를 이용한 우르솔산 함유 고체 가용화 제제의 제조)

  • Lee, Sang-Yun;Jung, Ju-Hee;Jung, In-Il;Choi, Moon-Jae;Park, Eui-Hoon;Ryu, Jong-Hoon;Lim, Gio-Bin
    • KSBB Journal
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    • v.22 no.5
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    • pp.328-335
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    • 2007
  • In this work ursolic acid (UA), a poorly water-soluble compound, was inclusion complexed with 2-hydroxypropyl-$\beta$-cyclodextrin (HP-$\beta$-CD) by various methods such as kneading, solvent evaporation and two types of supercritical fluid processes. The solubility and characteristics of these UA/HP-$\beta$-CD complexes were investigated by scanning electron microscopy, x-ray diffraction and HPLC. The water solubilities of the two complexes obtained from solvent evaporation and ASES processes were observed to increase up to 6$\sim$240 folds and 12$\sim$56 folds, respectively, compared with that of unprocessed UA. The stability of UA/HP-$\beta$-CD complex samples in cosmetic formulations was examined at various temperatures for one month. The UA/HP-$\beta$-CD complex prepared by solvent evaporation was found to be most stable among all the cosmetic formulations tested in our experiments.

Effect of Ursolic Acid on the Development of Mouse Embryonic Stem Cells under Hypoxia (저산소 상태에서 우르솔산이 배아줄기세포 성장에 미치는 효과)

  • Han, Gi Yeon;Park, Jae Hong;Oh, Keon Bong;Lee, Sei-Jung
    • Journal of Life Science
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    • v.23 no.10
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    • pp.1223-1229
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    • 2013
  • Ursolic acid (UA) a bio-active ingredient found in a variety of fruits and vegetables, and it has potent antioxidant activity. However, the role of UA in mouse embryonic stem (ES) cells is poorly understood. This study investigated the functional role of UA in regulating the development of mouse ES cells under hypoxia. Hypoxia did not exert a significant effect on the undifferentiated state of mouse ES cells. However, it induced reactive oxygen species (ROS) generation and increased the level of lactate dehydrogenase (LDH) production at 48 h of hypoxic exposure. Conversely, oxidative stress induced by hypoxia was significantly inhibited by UA ($30{\mu}M$) pretreatment. Hypoxia significantly decreased cell survival and the level of [$^3H$] thymidine incorporation, both of which recovered following pretreatment of UA. In addition, UA decreased the apoptotic effect of hypoxia by attenuating caspase-3 cleavage or by recovering cellular inhibition of the apoptotic protein (cIAP)-2 and Bcl-2 expression. We further found that UA decreased senescence-associated beta-galactosidase activity. We suggest that UA is a natural antioxidant and one of the functional modulators of hypoxia-induced survival, apoptosis, proliferation, and aging in mouse ES cells.

Ursolic acid supplementation decreases markers of skeletal muscle damage during resistance training in resistance-trained men: a pilot study

  • Bang, Hyun Seok;Seo, Dae Yun;Chung, Young Min;Kim, Do Hyung;Lee, Sam-Jun;Lee, Sung Ryul;Kwak, Hyo-Bum;Kim, Tae Nyun;Kim, Min;Oh, Kyoung-Mo;Son, Young Jin;Kim, Sanghyun;Han, Jin
    • The Korean Journal of Physiology and Pharmacology
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    • v.21 no.6
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    • pp.651-656
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    • 2017
  • Ursolic acid (UA) supplementation was previously shown to improve skeletal muscle function in resistance-trained men. This study aimed to determine, using the same experimental paradigm, whether UA also has beneficial effects on exercise-induced skeletal muscle damage markers including the levels of cortisol, B-type natriuretic peptide (BNP), myoglobin, creatine kinase (CK), creatine kinase-myocardial band (CK-MB), and lactate dehydrogenase (LDH) in resistance-trained men. Sixteen healthy participants were randomly assigned to resistance training (RT) or RT+UA groups (n=8 per group). Participants were trained according to the RT program (60~80% of 1 repetition, 6 times/week), and the UA group was additionally given UA supplementation (450 mg/day) for 8 weeks. Blood samples were obtained before and after intervention, and cortisol, BNP, myoglobin, CK, CK-MB, and LDH levels were analyzed. Subjects who underwent RT alone showed no significant change in body composition and markers of skeletal muscle damage, whereas RT+UA group showed slightly decreased body weight and body fat percentage and slightly increased lean body mass, but without statistical significance. In addition, UA supplementation significantly decreased the BNP, CK, CK-MB, and LDH levels (p<0.05). In conclusion, UA supplementation alleviates increased skeletal muscle damage markers after RT. This finding provides evidence for a potential new therapy for resistance-trained men.

Studies on the Constituents from the Herbs of Ajuga multiflora (II)

  • Yu, Young-Jun;Do, Jae-Chul;Kwon, Soon-Youl;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.29 no.4
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    • pp.318-322
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    • 1998
  • Continuing to previous report, seven compounds were isolated from the aerial parts of Ajuga multiflora. The structures of them were established as Di-2-ethylhexyl phthalate (1), ursolic acid (2), sterol glucoside (3), 20-hydroxyecdysone (4), makisterone A (5). cyasterone (6) and apigenin 7-glucuronide (7), respectively.

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Cytotoxic Constituents from the Aerial Part of Clematis apiifolia L.

  • Youn, Ui-Jung;Jin, Wen-Yi;Song, Kyung-Sik;Seong, Yeon-Hee;Bae, Ki-Hwan
    • Korean Journal of Medicinal Crop Science
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    • v.14 no.5
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    • pp.299-302
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    • 2006
  • Three known triterpenoids were isolated from MeOH extract of C. apiifolia (Ranunculaceae). Their structures were identified as oleanolic acid (1), ursolic acid (2), hederagenic acid (3) by comparison of their physicochemical and spectral data with the literature values. Among them, 2 was isolated for the first time from this plant. The isolated compounds were evaluated for their cytotoxicity against L1210, HL-60, SK-OV-3 tumor cell lines. All compounds 1-3 were shown good activities with $IC_{50}$ values ranging from 7.7 to $25.6\;{\mu}g/ml. This result suggests that triterpenoids 1-3 are main cytotoxic principles of this plant.

Jacaranone and Related Compounds from the Fresh Fruits of Ternstroemia japonica and their Antioxidative Activity

  • Jo Youngmi;Suh Jiyoung;Shin Myoung Hee;Jung Jee H.;Im Kwang Sik
    • Archives of Pharmacal Research
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    • v.28 no.8
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    • pp.885-888
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    • 2005
  • Jacaranone and related compounds (1-3) were isolated, along with three triterpenes (4-6), from the fresh fruits of Ternstroemia japonica. The compounds were identified as jacaranone (1), 3-hydroxy-2,3-dihydrojacaranone (2), 3-methoxy-2,3-dihydrojacaranone (3), 3-O-acetyl­oleanolic acid (4), 3-O-acetylursolic acid (5), and ursolic acid (6). Jacaranone and its derivatives were isolated for the first time from Theaceae. Of the isolated compounds, compound 3 is a new compound. Jacaranone (1) exhibited weak antioxidative effect on 1, 1-diphenyl-2-picryl-hydrazyl (DPPH) radical.