• Title/Summary/Keyword: 3-hydroxy-cinnamic acid

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A study on Cimicifuga heracleifolia Komarov -1. Report; Identification of 3-hydroxy 4-methoxy cinnamic acid- (승마(升麻), Cimicifuga heracleifolia Komarov 관(關)한 연구(硏究) -제 1 보(第 1 報) : 3-hydroxy 4-methoxy cinnamic acid 의 동정(同定)-)

  • Cho, Han-Yong
    • The Korean Journal of Pharmacology
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    • v.3 no.1
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    • pp.1-4
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    • 1967
  • A colorless needle crystal mass is isolated from rhizom of Cimicifuga heracleifolia Komarov which is used as antipyretic ana antiinflammatory drug. This substance is ientified as 3-hydroxy 4-methoxy cinnamic acid.

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Choleretic activities of coumarins and their biological precursors (Coumarin계물질 및 그 전구체의 담즙분비촉진 효과에 관한 연구)

  • 한덕용
    • YAKHAK HOEJI
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    • v.13 no.2_3
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    • pp.67-70
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    • 1969
  • Gall duct cannulated rats were given daphnetin, umbelliferone, 4-hydroxy-coumarin, dicoumarol, 4,7-dihydroxycoumarin, 4,7-dimethyl-5-hydroxy-coumarin, coumarin-3-carboxylic acid, cinnamic acid, ferulic acid, caffeic acid by duodenal catheter at room temperature and output of bile flow was detected. All of the subjected compounds in this experiment indicated a significant effect on the biliary elimination except cinnamic acid alone. It is suggested that a relationship exists between chemical pattern and biological activity for coumarin derivatives and their precursors, and that the choleretic activity of these compounds requires hydroxylated cinnamic acid structure as the most fundamental chemical pattern.

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Inhibitory Effects of Cinnamic Acid Analogs on fMLP-Induced Chemotaxis of Rat Polymorphonuclear Leukocytes (흰쥐 다형핵백혈구의 fMLP로 유도한 유주현상에 대한 신나믹산 유사체의 억제효과)

  • Min, Kyung-Rak;Kim, Jin-Jun;Park, Sun-Gyoo;Lee, Jeong-Rai;Kang, Seh-Hoon;Kim, Young-Soo
    • YAKHAK HOEJI
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    • v.42 no.2
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    • pp.165-169
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    • 1998
  • Inhibitory effects of 16 cinnamic acid analogs on formyl-Met-Leu-Phe(fMLP)-induced chemotaxis of rat polymorphonuclear leukocytes were determined by using a microchemotaxis appa ratus. 3,4-Dlhydrocinnamic acid called as caffeic acid exhibited the highest inhibitory effect on the chemotaxis among cinnamic acid analogs tested in this study. Hydroxycinnamic acids exhibited stronger inhibitory effects on the chemotaxis than cinnnamic acid. Hydroxycinnamic acids with one hydroxy group at ortho, meta or para position exhibited similar inhibitory effects on the chemotaxis with corresponding methoxy cinnamic acids, but 3,4-dihydroxycinnamic acid did stronger inhibitory effects than 3,4-dimethoxycinnamic acid. 3,4-Dimethoxycinnamic acid exhibited weaker inhibitory effects on the chemotaxis than 1,2-dimethoxy-4-propenylbenzene and 3,4-dimethoxy cinnamonitrile with -CH=CHCN or -CH=$CHCH_3$, group instead of -CH=CHCOOH group. 4-Hydroxy cinnamic acid and 3,4-dihydroxycinnamic acid exhibited stronger exhibitory effects on the chemotaxis than 3-(4-hydroxyphenyl) propionic acid and 3,4-dihydroxyhydrocinnamic acid with -$CH_2CH_2$COOH group instead of -CH=CHCOOH group.

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Anti-platelet Effect of the Phenolic Constituents Isolated from the Leaves of Magnolia obovata

  • Pyo, Mi-Kyung;Koo, Yean-Kyoung;YunChoi, Hye-Sook
    • Natural Product Sciences
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    • v.8 no.4
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    • pp.147-151
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    • 2002
  • In the course of our work on anti-platelet constituents from plants, eight phenolic compounds, $({\pm})-syringaresinol$ (1), 4-hydroxybenzaldehyde (2), 4-hydroxybenzoic acid (3), vanillic acid (4), 4-hydroxy cinnamic acid (5), quercetin 3-O-rhamnoside (6), rutin (7), and quercetin $3-(2^G-rhamnosylrutinoside)$ (8) were isolated from the methanol extract of the leaves of Magnolia obovata. The compounds were identified based on the spectroscopic data. Compound 2, 3, 5, 6, 7 and 8 were isolated for the first time from genus Magnolia. 1 and 6 showed same order of inhibitory potencies as acetylsalicylic acid (ASA) to rat platelet aggregation induced by all the stimulators tested. The remaining six compounds showed only mild effects.

Phenolic Compounds from Leaves of Spiraea salicifolia (꼬리조팝나무 잎의 페놀성 화합물)

  • Ahn, Byung-Tae;Oh, Kap-Jin;Park, Si-Kyung;Chung, Sun-Gan;Cho, Eui-Hwan;Kim, Jae-Gil;Ro, Jai-Seup;Lee, Kyong-Soon
    • Korean Journal of Pharmacognosy
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    • v.27 no.3
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    • pp.178-183
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    • 1996
  • Seven phenolic compounds were isolated from the leaves of Spiraea salicifolia. Their structures were characterized as cinnamic acid, ${\rho}-hydroxy$ cinnamic acid, ${\rho}-methoxy$ cinnamic acid, $1-O-coumaroyl-{\beta}-D-glucopyranose$, $1-O-caffeoyl-{\beta}-D-glucopyranose$, hyperoside and quercetin $3-O-(6'-O-{\alpha}-L-arbinopyranosyl)-{\beta}-D-galactopyranoside$ by chemical and spectroscopic evidence.

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Allelopathic Effects of Extracts of Trifolium repens on the Seed Germination and Seedling Growth of Zoysia japonica (토끼풀(Trifolium repens) 추출액이 잔디(Zoysia japonica)의 발아와 생장에 미치는 알레로파시 효과)

  • Lee, Ji-Hun;Kim, In-Taek;Lee, Ho-Jun;Kim, Yong-Ok
    • The Korean Journal of Ecology
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    • v.24 no.3
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    • pp.125-130
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    • 2001
  • The allelopathic effects of aqueous extracts from Trifolium repens were studied. Aqueous extracts of leaves, stems, roots and flowers of T. repens strongly inhibited the seed germination and seedling growth of Zoysia japonica. In general, the higher concentration of the extracts showed the more great inhibition effect. The phenolic compounds extracted from T repens were analysed and identified using gas chromatography. 14 phenolic compounds were isolated from the leaves, stems, roots and flowers: caffeic acid, p-hydroxy benzoic acid, ferulic acid, gallic acid, p-coumaric acid, vanillic acid, trans-cinnamic acid, 2,5 dihydroxy benzoic acid, syringic acid, 2-hydroxy cinnamic acid, benzoic acid, salicylic acid, phloroglucinol and phanylacetic acid. The seed germination and relative growth ratio of Z. japonica by 14 phenolic compounds were inhibited in whole treatment. Stronger growth inhibitor were benzoic acid, salicylic acid and trans-cinnamic acid. From these results it is suggested that the phenolic compounds from T. repens seemed to be responsible for the allelopathic potential.

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Anti-Thrombosis Activity of Sinapic Acid Isolated from the Lees of Bokbunja Wine

  • Kim, Mi-Sun;Shin, Woo-Chang;Kang, Dong-Kyoon;Sohn, Ho-Yong
    • Journal of Microbiology and Biotechnology
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    • v.26 no.1
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    • pp.61-65
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    • 2016
  • From the lees of bokbunja wine (LBW) made from Rubus coreanus Miquel, we have identified six compounds (1: trans-4-hydroxycinnamic acid; 2: trans-4-hydroxy-3-methoxycinnamic acid; 3: 3,4-dihydroxycinnamic acid; 4: 4-hydroxy-3-methoxybenzoic acid; 5: 3,5-dimethoxy-4-hydroxybenzoic acid; and 6: 3,5-dimethoxy-4-hydroxycinnamic acid (sinapic acid)) through silica gel chromatography and UHPLC-MS. The compounds 1-6 showed strong anticoagulation and platelet aggregation inhibitory activities without hemolytic effect against human red blood cells. To date, this is the first report of the in vitro anti-thrombosis activity of sinapic acid. Our results suggest that different cinnamic and benzoic acid derivatives are closely linked to the anti-thrombosis activity of LBW, and sinapic acid could be developed as a promising anti-thrombosis agent.

Identification of Antioxidative Substances in Allium fistulosum L. by GC-MS (GC-MS에 의한 대파의 항산화 물질 동정)

  • Seo, Gee-Woo;Cho, Jeong-Yong;Kuk, Ju-Hee;Wee, Ji-Hyang;Moon, Jae-Hak;Kim, Sung-Ho;Park, Keun-Hyung
    • Korean Journal of Food Science and Technology
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    • v.35 no.5
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    • pp.988-993
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    • 2003
  • The ethyl acetate-soluble acidic fraction of juice, hot water, and MeOH extract of Allium fistulosum L. showed DPPH radical-scavenging activity. Each fraction was purified through silica gel adsorption column chromatography, and the active substances in the juice and hot water extract were identified as succinic acid, fumaric acid, 4-hydroxybenzoic acid, 4-hydroxy-3-methoxybenzoic acid, 4-hydroxycinnamic acid, and 4-hydroxy-3-methoxycinnamic acid. For the MeOH extract, 4-hydroxybenzoic acid, 4-hydroxy-3-methoxybenzoic acid, 4-hydroxycinnamic acid, and 4-hydroxy-3-methoxycinnmic acid were identified as the active substances by GC-MS. The contents of these compounds were determined by GC analysis, and their anti-oxidative activities were measured using the DPPH radical-scavenging assay. The results obtained showed that 4-hydroxy-3-methoxycinnamic acid was the dominant antioxidant in Allium fistulosum L.

Hydroxylated Hydrocinnamides as Hypocholesterolemic Agents

  • Lee, Sang-Ku;Lee, Chul-Ho;Kim, Eung-Soo;Jung, Sang-Hun;Lee, Hyeong-Kyu
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1787-1791
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    • 2007
  • Several hydroxylated cinnamic acid derivatives were prepared from the corresponding acids and amino acid residues, and their hypocholesterolemic activities were evaluated in high cholesterol-fed mice. The presence of the double bond in hydroxylated cinnamide derivatives decreases cholesterol-lowering activities and the number of free phenolic hydroxy groups affect greatly the activities. 3,4-Dihydroxy hydrocinnamides obtained from amino acid derivatives containing a hydrophobic side chain such as alanine, valine, phenylalanine, and isoleucine exhibited potent cholesterol-lowering activities.

Differences in Phenolic Compounds between Korean Ginseng and Mountain Ginseng (고려인삼과 장뇌삼의 페놀성 성분 비교 연구)

  • 유병삼;이호재;변상요
    • KSBB Journal
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    • v.15 no.2
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    • pp.120-124
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    • 2000
  • Differences in phenolic $\infty$mpounds were observed between cultured and mountain ginsengs. Cinnamic acid and p-hydroxy­b benzoic acid in Korean mountain ginseng and Chinese mountain ginseng were much higher than those in Korean ginseng. C Contents of the esculetin in Korean cultured ginseng and Korean mountain ginseng were higher than that in Chinese m mountain ginseng. The highest contents of esculetin in Korean mountain ginseng was$47.2\mu\textrm{g}/g$. Contents of the ferulic acid a and caffeic acid in red $\infty$lored Korean mountain ginseng were higher than any other ginseng.

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