• Title/Summary/Keyword: Triterpenoids

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Anti-Amyloidogenic Effects of Triterpenoids Isolated from Perilla Leaves (자소엽에서 분리된 트리테르페노이드의 베타-아밀로이드 응집 억제 효과)

  • Yeo, Ji-Yun;Lee, Chung-Hyun;Park, So-Young
    • Korean Journal of Pharmacognosy
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    • v.51 no.4
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    • pp.238-243
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    • 2020
  • Perilla frutescens Britton var. acuta Kudo, an annual plant primarily cultivated in China, Japan, and Korea, has been used as a traditional medicine to treat inflammatory diseases, depression, and many anxiety-related disorders. Previously, we reported the inhibitory effects of n-hexane layer of P. frutescens var. acuta extract against beta-amyloid (Aβ) aggregation, and the isolation of asarone derivatives as active constituents from n-hexane layer. In this study, dichloromethane layer of P. frutescens var. acuta was applied to bioassay-guided isolation methods accompanied with Thioflavin T (Th T) fluorescence assay to investigate the inhibitory effect on Aβ aggregation and disaggregation. As the results, three triterpenoids including ursolic acid (1), tormentic acid (2) and corosolic acid (3) were isolated. All compounds reduced Aβ aggregation and increased disaggregation of preformed Aβ aggregates in a dose-dependent manner. However, the inhibitory effect of three compounds on Aβ aggregation was not correlated with antioxidant activity, which was measured by DPPH assay. Taken together, these results suggest that the triterpenoid derivatives from P. frutescens have the potential to be developed as good therapeutics or preventatives for AD.

Inhibition of Cell Adhesion by Noncyclic Triterpenoids from Alpinia katsumadai (초두구로부터 분리한 비환식 트리테르페노이드계 화합물의 세포 접착인자 저해활성)

  • Kim, Ji-Soo;Rho, Mun-Chual;Kim, Gang-Seong;Kim, Koanhoi;Rhim, Byung-Yong
    • Journal of Marine Bioscience and Biotechnology
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    • v.2 no.4
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    • pp.250-256
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    • 2007
  • The present study purified two noncyclic triterpenoids, compound 1 and compound 2, that intervene interaction of ICAM-1 and LFA-1 from ethanol extracts of Alpinia katsumadai. The compound 1 and 2 inhibited adherence of sICAM-1 to THP-1 cells with an $IC_{50}$ of $7.59{\mu}g/m{\ell}$$6.98{\mu}g/m{\ell}$, respectively, without affecting viability of the cells. The compound 1 and 2 also inhibited interaction of CHO-ICAM-1 cells with THP-1 cells with an $IC_{50}$ $6.7{\mu}g/m{\ell}$$5.5{\mu}g/m{\ell}$, respectively. These findings suggest that the noncyclic triterpenoids from Alpinia katsumadai have inhibitory activities against cell adherent molecules. The present study proposes that noncyclic triterpenoids from Alpinia katsumadai can applied to therapeutic approaches to the diseases that are associated with adhesion of inflammatory cells.

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Quantitative Determination of Triterpenoids from the Fruits of Zizyphus jujuba

  • Lee, Sang-Myung;Park, Jin-Kyu;Lee, Cheal-Gyu
    • Natural Product Sciences
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    • v.10 no.3
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    • pp.93-95
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    • 2004
  • Eleven triterpenoids, colubrinic acid (1), alphitolic acid (2), 3-O-cis-p-coumaroyl alphitolic acid (3), 3-O-trans-p-coumaroyl alphitolic acid (4), 3-O-cis-p-coumaroyl maslinic acid (5), 3-O-trans-p-coumaroyl maslinic acid (6), betulinic acid (7), oleanolic acid (8), betulonic acid (9), oleanonic acid (10), and zizyberenalic acid (11), were isolated from the fruits of Zizyphus jujuba Mill. A simple and rapid HPLC method, using a $C_{18}$ column, has been developed for the quantitative analysis of these compounds 1 (0.74%),2 (0.09%), 3 (0.19%), 4 (0.19%), 5 (0.08%),6 (0.08%), 7 (0.41%), 8 (0.05%), 9 (0.50%),10 (0.59%), and 11 (0.19%).

Triterpenoids from Orostachys japonicus

  • Lee, Sang-Hyun;Paek, Sun-Ha;Kim, Seung-Ki;Kim, Bak-Kwang;Shin, Kuk-Hyun
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.306-309
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    • 2004
  • Triterpenoids were isolated from the whole plant of Orostachys japonicus (Crassulaceae) by repeated column chromatography. Their structures were identified as friedelin (1), glutinol (2), ${\beta}-sitosterol$ (3), friedelinol (4), $5{\alpha},8{\alpha}-peroxyergosterol$ (5), ${\beta}-sitostenone$ (6) and glutinone (7) by spectral analysis. Among them, compounds 5 and 6 were isolated for the first time from this plant.

Design, Synthesis and Evaluation of Pentacyclic Triterpenoids Similar to Glycyrrhetinic Acid Via Combination of Chemical and Microbial Modification as Glycogen Phosphorylases Inhibitor

  • Zhu, Yuyao;Zhang, Jian;Huang, Xiaode;Chen, Bin;Qian, Hua;Zhao, Botao
    • Journal of Microbiology and Biotechnology
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    • v.28 no.11
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    • pp.1876-1882
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    • 2018
  • A series of pentacyclic triterpenoids similar to glycyrrhetinic acid were designed and synthesized via the combination of chemical modification and microbial catalysis. All products were screened for the glycogen phosphorylases inhibitory activities in vitro. Within this series of derivatives, compound 5 displayed good inhibitory activities with $IC_{50}$ value of $27.7{\mu}M$, which is better than that of the other derivatives and glycyrrhetinic acid. Structure-activity relationship (SAR) analysis of these inhibitors was also discussed.

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 ($IC_{50}:{\;}12.65{\;}{\mu\textrm{m}}$).

Triterpenoids and Flavonoids Isolated from the Leaves of Alnus firma (사방오리 잎의 Triterpenoid 및 Flavonoid 화합물)

  • Yu, Young-Beob;Nakamura, Norio;Miyashiro, Hirotsugu;Hattori, Masao;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.38 no.1
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    • pp.76-83
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    • 2007
  • In this study, three triterpenoids, two steroids and nine flavonoids were isolated from the leaves of Alnus firma Sieb. et Zucc. On the basis of spectroscopic evidences, the structures of these compounds were established as ${\beta}$-amyrin acetate, ${\beta}$-amyrin, ${\beta}$-sitosterol, alnustic acid methyl ester, ${\beta}$-sitosterol glucoside, pinocembrin, alnustinol, quercetin, quercetin-3-O-${\alpha}$-L-arabinofuranoside, quercetin-3-O-${\alpha}$-L -rhamnopyranoside, quercetin-3-O-${\beta}$-D-glucopyranoside, myricetin-3-O-${\beta}$-D-galac-topyranoside, (+)-catechin and (-)-epicatechin.

Focus on Anti-Oxidative and Free Radical Scavenging Activity of Ganoderma lucidum

  • Lin, Zhi-Bin
    • Biomolecules & Therapeutics
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    • v.12 no.3
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    • pp.133-137
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    • 2004
  • Present review is built on base of research work on Ganoderma lucidum in our laboratory. A great deal of experimental evidence has suggested that the pharmacological activities of Ganoderma lucidum (Lingzhi) are related to anti-oxidative and free radical scavenging activity. The anti-oxidative and free radical scavenging effects of polysaccharides and triterpenoids isolated from Ganoderma lucidum in different oxidative injury models including tert-butylhydroperoxide (tBOOH)- damaged mice peritoneal macrophages, alloxan-induced diabetes, experimental liver injury models induced by carbon tetrachloride (CCl4), D-galactosamine (DGal) and Bacillus Calmette-Guerin (BCG) plus lipopolysaccharides (LPS) were investigated. It is also demonstrated that Lugu lingzhi, one of Ganoderma product, significantly inhibited LDL oxidation mediated by endothelial cells and decreased monocyte adhesion to endothelial cell (EC) induced by Oxidative low-density lipoprotein (ox-LDL) and advanced glycation endproducts (AGE). Lugulingzhi-treated serum could markedly inhibit the expression of intercellular cell adhesion molecule-1 (ICAM-1) and vascular cell adhesion molecule-1 (VCAM-l) induced by ox-LDL and AGE.

Focus on anti-oxidative and free radical scavenging activity of Ganoderma lucidum

  • Lin, Zhi-Bin
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 2004.04a
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    • pp.61-77
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    • 2004
  • Present review is built on base of research work on Ganoderma lucidum in our laboratory. A great deal of experimental evidence has suggested that the pharmacological activities of Ganoderma lucidum(Lingzhi) are related to anti-oxidative and free radical scavenging activity. The anti-oxidative and free radical scavenging effects of polysaccharides and triterpenoids isolated from Ganoderma lucidum in different oxidative injury models including tert-butylhydroperoxide (tBOOH)- damaged mice peritoneal macrophages, alloxan-induced diabetes, experimental liver injury models induced by carbon tetrachloride (CC14), D-galactosamine (DGal) and Bacillus Calmette-Guerin(BCG) plus lipopolysaccharides(LPS) were investigated. It is also demonstrated that Lugu lingzhi, one of Ganoderma product, significantly inhibited LDL oxidation mediated by endothelial cells and decreased monocyte adhesion to endothelial cell (EC) induced by Oxidative low-density lipoprotein (ox-LDL) and advanced glycation endproducts(AGE). Lugulingzhi-treated serum could markedly inhibit the expression of intercellular cell adhesion molecule-l (ICAM-1) and vascular cell adhesion molecule-l (VCAM-1) induced by ox-LDL and AGE.

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