• 제목/요약/키워드: 3-hydroxy-cinnamic acid

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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)- (A study on Cimicifuga heracleifolia Komarov -1. Report; Identification of 3-hydroxy 4-methoxy cinnamic acid-)

  • 조항영
    • 대한약리학회지
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    • 제3권1호
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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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Coumarin계물질 및 그 전구체의 담즙분비촉진 효과에 관한 연구 (Choleretic activities of coumarins and their biological precursors)

  • 한덕용
    • 약학회지
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    • 제13권2_3호
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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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흰쥐 다형핵백혈구의 fMLP로 유도한 유주현상에 대한 신나믹산 유사체의 억제효과 (Inhibitory Effects of Cinnamic Acid Analogs on fMLP-Induced Chemotaxis of Rat Polymorphonuclear Leukocytes)

  • 민경락;김진준;박선규;이정래;강세훈;김영수
    • 약학회지
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    • 제42권2호
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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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    • 제8권4호
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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.

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

  • 안병태;오갑진;박시경;정순간;조의환;김재길;노재섭;이경순
    • 생약학회지
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    • 제27권3호
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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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토끼풀(Trifolium repens) 추출액이 잔디(Zoysia japonica)의 발아와 생장에 미치는 알레로파시 효과 (Allelopathic Effects of Extracts of Trifolium repens on the Seed Germination and Seedling Growth of Zoysia japonica)

  • 이지훈;김인택;이호준;김용옥
    • The Korean Journal of Ecology
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    • 제24권3호
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    • pp.125-130
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    • 2001
  • 본 연구는 토끼풀 추출액이 잔디의 발아와 생장에 미치는 allelopathy효과를 살펴보기 위해 실시되었다. 토끼풀을 잎, 줄기, 뿌리, 꽃으로 나누어 추출한 후 실험한 잔디종자의 상대 발아율은 꽃, 잎, 줄기, 뿌리의 순으로 억제되었고 75% 이상의 농도에서는 전 실험구에서 발아가 되지 않았다. 파종후 5일, 8일, 11일, 14일의 신장율과 생중량을 조사해본 결과 고농도로 갈수록 억제되었고 길이생장에 있어서 지상부보다 지하부의 생장을 더욱 저해하였으며 상대생중량은 뿌리, 줄기, 잎, 꽃의 순으로 나타났다. 토끼풀 추출액 중 phenolic compounds를 Gas chromatography에 의해 성분분석 한 결과 부위별로 차이가 있었으나 caffeic acid, p-hydroxybenzoic acid, ferulic acid, gallic acid, p-coumaric acid, vanillic acid, trans-cinnamic acid, 2,5-dihydroxybenzoic acid, syringic acid, 2-hydroxycinnamic acid, benzoic acid, salicylic acid, phloroglucinol, phenylacetic acid 등 14종류의 성분을 확인하였고, 이들 중 phloroglucinol, vanillic acid, 2-hydroxycinnamic acid, syringic acid를 제외한 10종류를 공통으로 함유하고 있는 것으로 분석되었다. 분석결과 동정된 14종류의 phenolic compounds에 의한 발아와 생장실험 결과 전체적으로 억제효과를 나타내었으며, 고농도로 갈수록 심화되었고 benzoic acid, salicylic acid, trans -cinnamic acid에서 매우 강한 억제효과를 나타내었다.

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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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    • 제26권1호
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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.

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

  • 서지우;조정용;국주희;위지향;문제학;김성호;박근형
    • 한국식품과학회지
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    • 제35권5호
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    • pp.988-993
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    • 2003
  • 대파에 함유된 항산화 물질을 구명하고자 대파를 3가지 다른 방법으로 추출하여 대파 착즙액, 열수추출물, MeOH 추출물을 얻었다. 이들 추출물을 각각 용매분획하여 얻어진 EtOAc 가용 산성획분을 silica gel adsorption column chromatography로 정제하여 얻어진 활성획분을 GC-MS 분석하였다. 그 결과, 대파 착즙액과 열수추출물에서는 succinic acid ,fumaric acid, 4-hydroxybenzoic acid, 4-hydroxy-3-methoxy-benzoic acid, 4-hydroxycinnamic acid 그리고 4-hydroxy-3-methoxycinnamic acid의 6종 화합물이 동정되었으며, MeOH 추출물로부터는 4-hydroxybenzoic acid, 4-hydroxy-3-methoxy-benzoic acid, 4-hydroxycinnamic acid, 4-hydroxy-3-methoxy-cinnamic acid의 4종 화합물이 동정되었다. 동정된 이들 화합물을 대상으로 DPPH radical-scavenging 활성을 검정한 결과, 4-hydroxy-3-methoxycinnamic acid가 가장 강한 항산화 활성을 나타냈다. 또한 각각의 대파추출물에 함유된 항산화 물질의 함량을 GC에 의해 정량분석한 결과, 대파 착즙액과 열수추출물 및 MeOH 추출물 모두 강한 항산화 활성을 나타내는 4-hydroxy-3-methoxycinnamic acid가 가장 많이 함유되어 있었다.

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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    • 제28권10호
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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.

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

  • 유병삼;이호재;변상요
    • KSBB Journal
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    • 제15권2호
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    • pp.120-124
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    • 2000
  • 한국산 재배인삼과 장뇌산삼 그리고 중국산 장뇌산삼에 포함되어 있는 총 페놀성 성분 함량에는 큰 차이가 없었다. 그러나 개별적인 페놀성 성분들의 함량에서는 몇 가지 특정적인 경향을 나타내었다. Cinnamic acid와 p-hydroxybenzoic acid는 재배인삼보다 장뇌산삼에서 각각 3~4배, 2~3배 더 높은 함량을 나타내었다. Esculetin은 한국산 재배인삼과 장뇌산삼에서 중국산 장뇌산삼보다 더 높은 함량 수준을 나타내었는데, KM-1의 경우 $47.2\mu\textrm{g}/g$으로 가장 높았다. Ferulic acid와 caffeic acid의 경우 KM-2에서 가장 높은 수준을 나타내었는데, 인삼의 적변현상에 관련된 성분으로 사료된다. Ester 상태의 총 페놀성 성분 함량은 장뇌산삼에서 재배인삼보다 3~4배 더 높았다. Panax ginseng에 포함되어 있는 페놀성 성분들은 완전한 성장연령이 지난 후에는 총 함량에 있어서 큰 차이를 나타내지 않았지만, 개별적인 페놀성 성분 함량과 존재 형태에 있어서는 서식지별 또는 재배방법 등에 따라 구분되는 함량차이를 나타내었다.

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