• Title/Summary/Keyword: Ursolic Acid

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Studies on the Components of Fruits of Forsythia Koreana NAKAI (III). Occurrence of Ursolic Acid in the Fruits of Forsythia Koreana (Forsythia Koreana NAKAI 씨 (토연교)의 성분에 관한 연구 (III). Ursolic acid의 분리 및 확인)

  • Sae Hee Chang;Jae Soon Kim
    • Journal of the Korean Chemical Society
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    • v.17 no.6
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    • pp.444-449
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    • 1973
  • From the methanol extract of the fruits of Forsythia Koreana NAKAI a sapogenin and its derivatives were isolated. Through the mass spectra, ultraviolet spectra, nuclear magnetic resonance spectra, elemental analysis and chemical tests it was identified as ursolic acid.

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Isolation of Constituents with Nitric Oxide Synthase Inhibition Activity from Phryma leptostachya var. asiatica

  • Kim, Donghwa;Lee, Sang Kook;Park, Kyoung-Sik;Kwon, Na-Yun;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.25 no.1
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    • pp.34-37
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    • 2019
  • Phytochemical studies were performed to identify the active principles of Phryma leptostachya var. asiatica (Phyrymaceae) for anti-inflammation. The anti-inflammatory activity was assessed by measuring the inhibition rate on nitric oxide (NO) formation in lipopolysaccharide (LPS)-activated macrophage 264.7 cells. Of the five compounds including ursolic acid, phrymarolin I, harpagide, haedoxancoside A, and acteoside isolated from this plant, ursolic acid showed the most prominent inhibition of NO formation. Therefore, ursolic acid may be the anti-inflammatory principle of Phryma leptostachya var. asiatica.

Excellent Anti-aging Effects of Ursolic acid and Oleanolic acid Present in Ligustrum lucidum (광나무의 주성분, Ursolic acid와 Oleanolic acid의 항노화 효능)

  • Hong, Yong-Deog;Yoo, Dae-Sung;Nam, Mi-Hee;Kim, Hyeon-Chung;Park, Si-Jun;Shin, Song-Seok;Cheon, Jong-Woo;Park, Young- Ho
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.38 no.2
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    • pp.181-187
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    • 2012
  • Ligustrum lucidum (L. lucidum) contains large quantities of ursolic acid and oleanolic acid. In this study, we evaluated anti-wrinkle effects of three parts of L. lucidum extracts. We found that L. lucidum extracts were not only innocuous to human skin fibroblasts but also significantly decreased the expression of both MMP-1 and MMP-2 and increased the expression of COL1A1. Among the three parts of L. lucidum extracts (i.e., fruit, cane, and leaf extracts), the fruit extract was found to contain the greatest amounts of ursolic acid and oleanolic acid. These three parts of L. lucidum extracts increased the expression of COL1A1 and decreased the expression of MMP-1 and MMP-2 in a dose-dependent manner. Especially, the fruit extract of L. lucidum had the greatest upregulating effect on COL1A1 and the greatest downregulating effect on MMP-1 and MMP-2 in a non-toxic and dose-dependent manner. These results suggest that L. lucidum, especially the fruit, could be used as active ingredients for functional cosmetics.

A sapogenin of randia siamensis

  • Woo, Won-Sick;Choi, Jae-Sue;Tovivich, Phichai
    • Archives of Pharmacal Research
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    • v.7 no.1
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    • pp.57-60
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    • 1984
  • From the roots of Randia siamensis (Rubiaceae), 3${\beta}$, 30-dihydroxy-urs-12en-28-oic acid (30-hydroxy ursolic acid) was isolateed and characterized by spectral data.

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Triterpenoids from the Flower of Viburnum opulus var. clavescens for. sterile (불두화(Viburnum opulus var. clavescens for. sterile) 꽃의 트리테르페이드 성분)

  • Choi, Seong Yeon;Kim, Myong Jo;Chun, Wanjoo;Kwon, Yongsoo
    • Korean Journal of Pharmacognosy
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    • v.53 no.3
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    • pp.133-137
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    • 2022
  • Four known triterpenoids and one sterol glycoside were isolated from Viburnum opulus var. clavescens for. sterile flowers. By the spectral data analysis, we determined to be the structures of isolated compounds as 𝛼-amyrin (1), ursolic aldehyde (2), maslinic acid (3), ursolic acid (4) and 𝛽-sitosterol-3-O-glucoside (5). Among the isolated compounds, we revised 13C-NMR chemical shifts of ursolic aldehyde (2) using DEPT and HMBC spectra analysis. 𝛼-Amyrin (1), ursolic aldehyde (2), maslinic acid (3) and 𝛽-sitosterol-3-O-glucoside (5) were isolated for the first time from this plant.

Apoptic and antimetastatic effects of ursolic acid isolated from Oldenlandia diffusae Herba (백화사설초(白花蛇舌草)로부터 분리(分離)한 ursolic acid의 자연살해효과(自然殺害效果)와 항전이작용(抗轉移作用))

  • Kim, Sung-Hoon
    • Journal of Haehwa Medicine
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    • v.5 no.2
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    • pp.523-533
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    • 1997
  • Ursolic acid(UA) was isolated from Oldenlandiae diffusae Herba, one of the commonly used medicinal herbs for the treatment of cancer. IC50 of UA against cancer cell lines as SNU-1, B16-Fo. SK-OV3, HCT15, XF498, SK-MEL and A549 was $6{\mu}g/ml$, 4$4.4{\mu}g/ml$, $4.5{\mu}g/ml$, $4.6{\mu}g/ml$ and $4.2{\mu}g/ml$ respectively suggesting cytotoxicity against cancer cells. DNA fragmentation was expressed from the concnetration of $5.5{\mu}g/ml$ of UA by agarose electrphoresis. In the observation of morphological changes by phase contrast microscope, SEM and TEM, cell injury and condensation of cytoplasm from nucleus began 4 hr after UA treatment. fragmentaion of nucleus and injury of cell membrane was shown 24 hr after UA treatmeilt with SNU-1 cells. Aurin tricarboxic acid as endonuclease inhibitor. and nicotinamide as poly(ADP-ribose) polymerase inhibitor protected over 50% of cytotoxicity of UA against SNU-1 was at the concentrations of $3{\mu}M$ and $300{\mu}M$ respectively suggesting UA acts on nucleus. These results suggest that UA had antimetastatic effect and induced apoptosis.

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Antioxidant Component and Activity of Different Part Extracts in Apple (Malus domestica cv. Fuji) (사과 부위별 항산화 성분 및 항산화 활성)

  • Lee, Kyung-Haeng;Yoon, Ye-ji;Kwon, Hye-Won;Lee, Eun-Hyun
    • The Korean Journal of Food And Nutrition
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    • v.31 no.6
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    • pp.858-864
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    • 2018
  • To improve the utility of apple, apple flesh (Malus domestica cv. Fuji), pomace and peels were dried and then extracted using solvents (water, 70% and 100% ethanol). The contents of polyphenols, flavonoids, ascorbic acid, ursolic acid and antioxidant activities were measured as extracted from the apple flesh, pomace and peel. The content of polyphenols was the highest in the apple peel when 100% ethanol was extracted. The content of flavonoids was about 3~8 times higher in apple peel than those of flesh and pomace, and 70% ethanol extract was the highest content. Ascorbic acid content was the highest in apple peel as well as flavonoid content. The content of ursolic acid in the apple flesh was not detected in water and ethanol extraction. In the case of apple pomace and peel, ursolic acid was not detected in water extract but it was detected when ethanol was extracted. The content of ursolic acid was highest in the apple peel. In the case of antioxidative activity, DPPH and ABTS radical scavenging ability showed the highest ability when apple peel was extracted with 70% ethanol.

Anti-Cancer Effect of Ursolic Acid in Melanoma Cell A375SM and A375P (Ursolic acid의 악성 흑색종 세포주 A375SM과 A375P에서의 항암효능)

  • Woo, Joong-Seok;Kim, Na-Won;Lee, Jin-Gyu;Kim, Jae-Hyuk;Lim, Da-Young;Kang, Shin-Woo;Kim, Sung-Hyun;Yoo, Eun-Seon;Lee, Jae-Han;Han, So-Hee;Park, Young-Seok;Kim, Byeong-Soo;Kim, Sang-Ki;Park, Byung-Kwon;Jung, Ji-Youn
    • Journal of Food Hygiene and Safety
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    • v.34 no.2
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    • pp.183-190
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    • 2019
  • Ursolic acid is recognized for various effects such as anti-cancer, antioxidant, and anti-inflammatory activity. In this study, we confirmed the anti-cancer effect of ursolic acid on human melanoma cancer cells, A375SM and A375P. Survival rate of the melanoma cells was confirmed by MTT assay and the proliferation rate was confirmed by wound healing assay. The rate of apoptotic bodies was confirmed by DAPI staining, and apoptosis rate was confirmed by flow cytometry. The induction of apoptosis protein was examined by western blotting according to the concentration of ursolic acid in melanoma cells. The survival and proliferation rates of melanoma cells were decreased according to the treatment concentrations of ursolic acid. DAPI staining showed that chromosomal condensation of melanoma cells was increased with increasing concentrations of ursolic acid, and increased apoptosis rate of melanoma cells by ursolic acid was confirmed by flow cytometry. We also confirmed by western blotting that cleaved-PARP and Bax were increased and Bcl-2 was decreased at $12{\mu}M$ concentration of uricolic acid in melanoma cells. This study was carried out at low concentrations of ursolic acid, 0 to $20{\mu}M$, and analyzed 24 h after treatment. As a result of this study, it is thought that ursolic acid has the anti-cancer effect through the regulation of apoptosis-related proteins in melanoma cells A375SM and A375P.

Induction of Apoptosis by Ursolic Acid in F9 Teratocarcinoma Cells (F9 기형암종세포에서 Ursolic acid의 apoptosis 유도기작)

  • 강창모;백진현;김규원
    • Journal of Life Science
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    • v.8 no.1
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    • pp.51-59
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    • 1998
  • The apoptosis-inducing activity of ursolic acid (UA) was examined in mouse F9 teratocarcinoma cells on the bases of biochemical and morphological characteeristics. UA, pentacyclic trierpene acid, exhibits antitumor activities including inhibition of skin tumorigenesis, induction of tumor cell differentiation and antitumor promotion. Treatment with UA showed that the decrease of cell viability was dose-dependent. UA also induced genomic DNA fragmetation, a hallmark of apoptosis, indicating that the mechanism of UA-induced F9 cell death was through apoptosis. When the morphology of the F9 cells was examined by electron microscopy, the cells treated with UA showed the charcteristic morphological features of apoptosis such as chromatin condensation and nuclear fragmentation. DNA fragmentations by UA were inhibired by cycloheximide, which suggest that de novo protein synthesis was required for DNA fragmentation by UA. Inaddition, the expression of c-jun was increased, but those of c-myc and laminin B1 were decreased during apoptosis induced by UA in F9 cells. These results suggest that UA causes an apoptosis in F9 cells. Further, the increased expression of c-jun may be involved in the UA-induced apoptosis of f9 cells.

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Ursolic Acid Isolated from Mume Fructus Inhibits Urease Activity of Helicobacter pylori (오매 추출물에 함유된 Ursolic Acid에 의한 Helicobacter pylori의 Urease 활성억제)

  • Park, Chan-El;Park, Chang-Ho
    • Korean Chemical Engineering Research
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    • v.51 no.5
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    • pp.591-596
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    • 2013
  • Urease activity of Helicobacter pylori was most strongly inhibited by extract of Mume Fructus among ethanol (70%, v/v) extract of 6 herbal materials selected from our previous work, database on traditional herbal materials, and literature data on Korean plant resources. Active compounds in the extract of Mume Fructus were separated by batch extraction, and further purified by chromatography in a silica gel column and an octadecyl silica gel column using solvents of different polarity. By NMR analysis of the last chromatographic fraction we identified ursolic acid as the active compound of urease inhibition. The result suggests that this component in Mume Fructus can possibly be used for the eradication of H. pylori.